US5458127A — Copolymers and their use as contrast agents in ma…

Claim 1

Independent Claim 222 words

A compound comprising: a copolymer which comprises at least two of a first monomer of the formula X 1 -{(CHR 2 ) m -CHR 2 CHR 2 -Y} n -(CHR 2 ) m -CHR 2 CHR 2 -X 2 , wherein X 1 and X 2 are, independently, OH, NH 2 , NHR 1 , COOH, COOR 1 , or Z, Y is O, NH, NR 1 , S, or CO, each Z is, independently, Cl, Br, or I, n is 0-10,000, each m is 0 or 1, each R 1 is, independently, a C 1 -C 20 substituted or unsubstituted alkyl or cycloalkyl group, and each R 2 is, independently, H or OH, and at least one of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 1 , or COZ groups, said first and second monomers bound to one another to form a copolymer through an ester, amide, or amide linkage of at least one of said OH, NH 2 , NHR 1 , COOH, COOR 1 , or Z groups of said first monomer and at least one of said COOH, COOR 1 , or COZ groups of said second monomer, wherein said first and second monomers comprise at least about 10 monomers; and further comprising a paramagnetic ion chelated to said compound.

Claim 2

Dependent Claim 222 words

A compound comprising: a copolymer which comprises at least two of a first monomer of the formula X 1 -{(CHR 2 ) m -CHR 2 CHR 2 -Y} n -(CHR 2 ) m -CHR 2 CHR 2 -X 2 , wherein X 1 and X 2 are, independently, OH, NH 2 , NHR 1 , COOH, COOR 1 , or Z, Y is O, NH, NR 1 , S, or CO, each Z is, independently, Cl, Br, or I, n is 0-10,000, each m is 0 or 1, each R 1 is, independently, a C 1 -C 20 substituted or unsubstituted alkyl or cycloalkyl group, and each R 2 is, independently, H or OH, and at least one of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 1 , or COZ groups, said first and second monomers bound to one another to form a copolymer through an ester, amide, or amide linkage of at least one of said OH, NH 2 , NHR 1 , COOH, COOR 1 , or Z groups of said first monomer and at least one of said COOH, COOR 1 , or COZ groups of said second monomer, wherein said first and second monomers comprise at least about 10 monomers; and further comprising a paramagnetic ion chelated to said compound.

Claim 3

Dependent Claim 17 words

A compound of claim 1 wherein said first and second monomers comprise at least about 100 monomers.

Claim 4

Dependent Claim 21 words

A compound of claim 2 wherein said paramagnetic ion is selected from the group consisting of transition, lanthanide, and actinide elements.

Claim 5

Dependent Claim 34 words

A compound of claim 3 wherein said paramagnetic ion is selected from the group consisting of Gd(III) , Mn(II) , Cu(II), Cr(III), Fe(II) , Fe(III), Co(II) , Er(II), Ni(II), Eu(III), Dy(III), Yb(III), and Ho(III).

Claim 6

Dependent Claim 20 words

A compound of claim 4 wherein said paramagnetic ion is selected from the group consisting of Gd(III), Mn(II), and Fe(III).

Claim 7

Dependent Claim 28 words

A compound of claim 1 wherein in said first monomer: X 1 and X 2 are OH; Y is O; n is 0-10; and R 2 is H.

Claim 8

Dependent Claim 30 words

A compound of claim 2 wherein in said first monomer: X 1 and X 2 are NH 2 ; Y is O; n is 2; and R 2 is H.

Claim 9

Dependent Claim 32 words

A compound of claim 2 wherein in said first monomer: X 1 and X 2 are NHCH 2 CHOHCH 2 OH; Y is O; n is 2; and R 2 is H.

Claim 10

Dependent Claim 23 words

A compound of claim 1 wherein said polynitrilo chelating agent comprises a compound that is ethylenediamine tetraacetic acid or ethylenediamine tetraacetic acid dianhydride.

Claim 11

Dependent Claim 23 words

A compound of claim 2 wherein said polynitrilo chelating agent comprises a compound which is ethylenediamine tetraacetic acid or ethylenediamine tetraacetic acid dianhydride.

Claim 12

Dependent Claim 23 words

A compound of claim 2 wherein said polynitrilo chelating agent comprises a compound which is diethylenetriamine pentaacetic acid or diethylenetriamine pentaacetic acid dianhydride.

Claim 13

Dependent Claim 21 words

A compound of claim 2 wherein said polynitrilo chelating agent comprises a compound which is 1,4,7,10-tetraazocyclododecane-1,4,7,10-tetraacetic acid or 1,4,7,10-tetraazocyclododecane-1,4,7,10-tetraacetic acid dianhydride.

Claim 14

Dependent Claim 23 words

A compound of claim 2 wherein said polynitrilo chelating agent comprises a compound which is triethylenetetraamine hexaacetic acid, or triethylenetetraamine hexaacetic acid trianhydride.

Claim 15

Dependent Claim 16 words

A compound of claim 1 wherein said copolymer is N,N'-Bis-polyethyleneglycol-carbonylmethylene-ethylenediamine-N,N'-diacetate and said paramagnetic ion is Mn(II).

Claim 16

Dependent Claim 16 words

A compound of claim 2 wherein said copolymer is poly-N,N'-di-2,2'-(ethylenedioxy)diethylene-iminocarbonylmethylene-ethylenediamine-N,N'-diacetate and said paramagnetic ion is Mn(II).

Claim 17

Dependent Claim 16 words

A compound of claim 2 wherein said copolymer is poly-1,5-di(2,2'-ethylenedioxy-diethyleneiminocarbonylmethylene)-1,3,5-triazapentane-1,3,5-triacetate and said paramagnetic ion is Gd(III).

Claim 18

Dependent Claim 16 words

A compound of claim 2 wherein said copolymer is poly-1,5-di-(2,2'-ethylenedioxydiethyleneiminocarbonylmethylene)-1,3,5-triazapentane-1,3,5-triacetate and said paramagnetic ion is Fe(III).

Claim 19

Dependent Claim 16 words

A compound of claim 1 wherein said copolymer is poly-N,N'-bis-2,2'-ethylenedioxy-diethyleneamino-N-(α,β-dihydroxy-propane)-carbonylmethylene-ethylenediamine-N,N'-diacetate and said paramagnetic ion is Mn(II).

Claim 20

Dependent Claim 12 words

A compound of claim 2 wherein said copolymer is a linear copolymer.

Claim 21

Dependent Claim 12 words

A compound of claim 2 wherein said copolymer is a branched copolymer.

Claim 22

Dependent Claim 284 words

A compound comprising: a copolymer which comprises at least two of a first monomer of the formula X 1 -[(CHR 2 ) m -CHR 2 CHR 2 -Y] n -(CHR 2 ) m -CHR 2 CHR 2 -X 2 , wherein X 1 and X 2 are, independently, OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or Z, Y is O, NH, NR 1 , S, or CO, each Z is, independently, Cl, Br, or I, n is 0-10,000, each m is 0 or 1, each R 1 is, independently, a C 1 -C 20 substituted or unsubstituted alkyl or cycloalkyl group, and each R 2 is, independently, H or OH, and at least one of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 1 , or COZ groups, and at least one of a third monomer which is a targeting agent, said targeting agent having an OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or COZ group, said first, second, and third monomers bound to one another to form a copolymer through an ester, amide, or carboxylic thioester linkage of at least one of said OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or Z groups of said first monomer, at least one of said COOH, COOR 1 , or COZ groups of said second monomer, and at least one of said OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or COZ groups of said third monomer, wherein said first, second, and third monomers comprise at least about 10 monomers; and further comprising a paramagnetic ion chelated to said compound.

Claim 23

Dependent Claim 284 words

A compound comprising: a copolymer which comprises at least two of a first monomer of the formula X 1 -[(CHR 2 ) m -CHR 2 CHR 2 -Y] n -(CHR 2 ) m -CHR 2 CHR 2 -X 2 , wherein X 1 and X 2 are, independently, OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or Z, Y is O, NH, NR 1 , S, or CO, each Z is, independently, Cl, Br, or I, n is 0-10,000, each m is 0 or 1, each R 1 is, independently, a C 1 -C 20 substituted or unsubstituted alkyl or cycloalkyl group, and each R 2 is, independently, H or OH, and at least one of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 1 , or COZ groups, and at least one of a third monomer which is a targeting agent, said targeting agent having an OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or COZ group, said first, second, and third monomers bound to one another to form a copolymer through an ester, amide, or carboxylic thioester linkage of at least one of said OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or Z groups of said first monomer, at least one of said COOH, COOR 1 , or COZ groups of said second monomer, and at least one of said OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or COZ groups of said third monomer, wherein said first, second, and third monomers comprise at least about 10 monomers; and further comprising a paramagnetic ion chelated to said compound.

Claim 24

Dependent Claim 18 words

A compound of claim 21 wherein said first, second, and third monomers comprise at least about 100 monomers.

Claim 25

Dependent Claim 21 words

A compound of claim 22 wherein said paramagnetic ion is selected from the group consisting of transition, lanthanide, and actinide elements.

Claim 26

Dependent Claim 33 words

A compound of claim 23 wherein said paramagnetic ion is selected from the group consisting of Gd(III), Mn(II), Cu(II), Cr(III), Fe(II), Fe(III), Co(II), Er(II) , Ni(II), Eu(III), Dy(III) , Yb(III), and Ho(III) .

Claim 27

Dependent Claim 20 words

A compound of claim 24 wherein said paramagnetic ion is selected from the group consisting of Gd(III), Mn(II), and Fe(III).

Claim 28

Dependent Claim 28 words

A compound of claim 21 wherein in said first monomer: X 1 and X 2 are OH; Y is O; n is 0-10; and R 2 is H.

Claim 29

Dependent Claim 30 words

A compound of claim 22 wherein in said first monomer: X 1 and X 2 are NH 2 ; Y is O; n is 2; and R 2 is H.

Claim 30

Dependent Claim 28 words

A compound of claim 22 wherein in said first monomer: X 1 and X 2 are SH; Y is O; n is 2; and R 2 is H.

Claim 31

Dependent Claim 32 words

A compound of claim 22 wherein in said first monomer: X 1 and X 2 are NHCH 2 CHOHCH 2 OH; Y is O; n is 2; and R 2 is H.

Claim 32

Dependent Claim 23 words

A compound of claim 21 wherein said polynitrilo chelating agent comprises a compound that is ethylenediamine tetraacetic acid or ethylenediamine tetraacetic acid dianhydride.

Claim 33

Dependent Claim 22 words

A compound of claim 22 wherein said polynitrilo chelating agent comprises a compound which is ethylenediamine tetraacetic acid ethylenediamine tetraacetic acid dianhydride.

Claim 34

Dependent Claim 22 words

A compound of claim 22 wherein said polynitrilo chelating agent comprises a compound which is diethylenetriamine pentaacetic acid diethylenetriamine pentaacetic acid dianhydride.

Claim 35

Dependent Claim 21 words

A compound of claim 22 wherein said polynitrilo chelating agent comprises a compound which is 1,4,7,10-tetraazocyclododecane-1,4,7,10-tetraacetic acid or 1,4,7,10-tetraazocyclodododecane-1,4,7,10-tetraacetic acid dianhydride.

Claim 36

Dependent Claim 23 words

A compound of claim 22 wherein said polynitrilo chelating agent comprises a compound which is triethylenetetraamine hexaacetic acid, or triethylenetetraamine hexaacetic acid trianhydride.

Claim 37

Dependent Claim 20 words

A compound of claim 22 wherein said targeting agent is selected from the group consisting of antibodies, glycoproteins, and saccharides.

Claim 38

Dependent Claim 32 words

A compound of claim 35 wherein said targeting agent is a monoclonal antibody selected from the group consisting of the Fab'2 fragments of anticarcinoembryonic antigen monoclonal antibody, and anti-leukocyte antigen monoclonal antibody.

Claim 39

Dependent Claim 15 words

A compound of claim 35 wherein said targeting agent is a saccharide which is cellobiose.

Claim 40

Dependent Claim 12 words

A compound of claim 22 wherein said copolymer is a linear copolymer.

Claim 41

Dependent Claim 12 words

A compound of claim 22 wherein said copolymer is a branched copolymer.

Claim 42

Dependent Claim 40 words

A method of providing an image of an internal region of a patient comprising (i) administering to the patient a compound of claim 1, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of the region.

Claim 43

Dependent Claim 40 words

A method of providing an image of an internal region of a patient comprising (i) administering to the patient a compound of claim 2, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of the region.

Claim 44

Dependent Claim 40 words

A method of providing an image of an internal region of a patient comprising (i) administering to the patient a compound of claim 21, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of the region.

Claim 45

Dependent Claim 40 words

A method of providing an image of an internal region of a patient comprising (i) administering to the patient a compound of claim 22, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of the region.

Claim 46

Dependent Claim 43 words

A method for diagnosing the presence of diseased tissue in a patient comprising (i) administering to the patient a compound of claim 1, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of any diseased tissue in the patient.

Claim 47

Dependent Claim 43 words

A method for diagnosing the presence of diseased tissue in a patient comprising (i) administering to the patient a compound of claim 2, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of any diseased tissue in the patient.

Claim 48

Dependent Claim 43 words

A method for diagnosing the presence of diseased tissue in a patient comprising (i) administering to the patient a compound of claim 21, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of any diseased tissue in the patient.

Claim 49

Dependent Claim 43 words

A method for diagnosing the presence of diseased tissue in a patient comprising (i) administering to the patient a compound of claim 22, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of any diseased tissue in the patient.

Claim 50

Dependent Claim 12 words

A kit for magnetic resonance imaging comprising a compound of claim 1.

Claim 51

Dependent Claim 12 words

A kit for magnetic resonance imaging comprising a compound of claim 2.

Claim 52

Dependent Claim 12 words

A kit for magnetic resonance imaging comprising a compound of claim 21.

Claim 53

Dependent Claim 12 words

A kit for magnetic resonance imaging comprising a compound of claim 22.

Claim 54

Dependent Claim 14 words

A kit according to claim 48 further comprising conventional magnetic resonance imaging kit components.

Claim 55

Dependent Claim 14 words

A kit according to claim 49 further comprising conventional magnetic resonance imaging kit components.

Claim 56

Dependent Claim 14 words

A kit according to claim 50 further comprising conventional magnetic resonance imaging kit components.

Claim 57

Dependent Claim 14 words

A kit according to claim 51 further comprising conventional magnetic resonance imaging kit components.

Claim 58

Dependent Claim 234 words

A compound comprising: a copolymer which comprises at least two of a first monomer of the formula HS-[(CHR 2 ) m -CHR 2 CHR 2 -Y] n -(CHR 2 ) m -CHR 2 CHR 2 -SH, wherein Y is O, NH, NR 1 , S, or CO, n is 0-10,000, each m is 0 or 1, each R 1 is, independently, a C 1 -C 20 substituted or unsubstituted alkyl or cycloalkyl group, and each R 2 is, independently, H or OH, and at least one of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 1 , or COZ groups, wherein each Z is, independently, Cl, Br, or I, and at least one of a third monomer which is a targeting agent, said targeting agent having an OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or COZ group, said first, second, and third monomers bound to one another to form a copolymer through an ester, amide, or carboxylic thioester linkage of at least one of said SH groups of said first monomer, at least one of said COOH, COOR 1 , or COZ groups of said second monomer, and at least one of said OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or COZ groups of said third monomer, and further comprising a paramagnetic ion chelated to said compound.

Claim 59

Dependent Claim 234 words

A compound comprising: a copolymer which comprises at least two of a first monomer of the formula HS-[(CHR 2 ) m -CHR 2 CHR 2 -Y] n -(CHR 2 ) m -CHR 2 CHR 2 -SH, wherein Y is O, NH, NR 1 , S, or CO, n is 0-10,000, each m is 0 or 1, each R 1 is, independently, a C 1 -C 20 substituted or unsubstituted alkyl or cycloalkyl group, and each R 2 is, independently, H or OH, and at least one of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 1 , or COZ groups, wherein each Z is, independently, Cl, Br, or I, and at least one of a third monomer which is a targeting agent, said targeting agent having an OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or COZ group, said first, second, and third monomers bound to one another to form a copolymer through an ester, amide, or carboxylic thioester linkage of at least one of said SH groups of said first monomer, at least one of said COOH, COOR 1 , or COZ groups of said second monomer, and at least one of said OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or COZ groups of said third monomer, and further comprising a paramagnetic ion chelated to said compound.

Claim 60

Dependent Claim 31 words

A compound of claim 56 wherein said copolymer comprises at least three of said first monomer, at least two of said second monomer, and at least two of said third monomer.

Claim 61

Dependent Claim 21 words

A compound of claim 57 wherein said paramagnetic ion is selected from the group consisting of transition, lanthanide, and actinide elements.

Claim 62

Dependent Claim 40 words

A compound of claim 58 wherein said paramagnetic ion is selected from the group consisting of Gd(III) , Mn(II) , Cu(II), Cr(III) , Fe(II) , Fe(III) , Co(II) , Er(II) , Ni(II) , Eu(III), Dy(III) , Yb(III) , and Ho(III).

Claim 63

Dependent Claim 20 words

A compound of claim 59 wherein said paramagnetic ion is selected from the group consisting of Gd(III), Mn(II), and Fe(III).

Claim 64

Dependent Claim 23 words

A compound of claim 57 wherein said polynitrilo chelating agent comprises a compound that is ethylenediamine tetraacetic acid or ethylenediamine tetraacetic acid dianhydride.

Claim 65

Dependent Claim 22 words

A compound of claim 57 wherein said polynitrilo chelating agent comprises a compound which is diethylenetriamine pentaacetic acid diethylenetriamine pentaacetic acid dianhydride.

Claim 66

Dependent Claim 21 words

A compound of claim 57 wherein said polynitrilo chelating agent comprises a compound which is 1,4,7,10-tetraazocyclododecane-1,4,7,10-tetraacetic acid or 1,4,7,10-tetraazocyclodododecane-1,4,7,10-tetraacetic acid dianhydride.

Claim 67

Dependent Claim 23 words

A compound of claim 57 wherein said polynitrilo chelating agent comprises a compound which is triethylenetetraamine hexaacetic acid, or triethylenetetraamine hexaacetic acid trianhydride.

Claim 68

Dependent Claim 20 words

A compound of claim 57 wherein said targeting agent is selected from the group consisting of antibodies, glycoproteins, and saccharides.

Claim 69

Dependent Claim 32 words

A compound of claim 65 wherein said targeting agent is a monoclonal antibody selected from the group consisting of the Fab'2 fragments of anticarcinoembryonic antigen monoclonal antibody, and anti-leukocyte antigen monoclonal antibody.

Claim 70

Dependent Claim 15 words

A compound of claim 65 wherein said targeting agent is a saccharide which is cellobiose.

Claim 71

Dependent Claim 13 words

A contrast agent of claim 57 wherein said copolymer is a linear copolymer.

Claim 72

Dependent Claim 12 words

A compound of claim 57 wherein said copolymer is a branched copolymer.

Claim 73

Independent Claim 208 words

A method of providing an image of an internal region of a patient comprising (i) administering to the patient a compound comprising a copolymer which comprises at least two of a first monomer of the formula HS-[(CHR 2 ) m -CHR 2 CHR 2 -Y)] n -(CHR 2 ) m -CHR 2 CHR 2 -SH, wherein Y is O, NH, NR 1 , S, or CO, n is 0-10,000, each m is 0 or 1, each R 1 is independently, a C 1 -C 20 substituted or unsubstituted alkyl or cycloalkyl group, and each R 2 is, independently, H or OH, and at least one of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 2 , or COZ groups, wherein each Z is, independently, Cl, Br, or I, said first and second monomers bound to one another to form a copolymer through a carboxylic thioester linkage of at least one of said SH groups of said first monomer and at least one of said COOH, COOR 1 , or COZ groups of said second monomer; and further comprising a paramagnetic ion chelated to said compound, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of the region.

Claim 74

Independent Claim 208 words

A method of providing an image of an internal region of a patient comprising (i) administering to the patient a compound comprising a copolymer which comprises at least two of a first monomer of the formula HS-[(CHR 2 ) m -CHR 2 CHR 2 -Y)] n -(CHR 2 ) m -CHR 2 CHR 2 -SH, wherein Y is O, NH, NR 1 , S, or CO, n is 0-10,000, each m is 0 or 1, each R 1 is independently, a C 1 -C 20 substituted or unsubstituted alkyl or cycloalkyl group, and each R 2 is, independently, H or OH, and at least one of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 2 , or COZ groups, wherein each Z is, independently, Cl, Br, or I, said first and second monomers bound to one another to form a copolymer through a carboxylic thioester linkage of at least one of said SH groups of said first monomer and at least one of said COOH, COOR 1 , or COZ groups of said second monomer; and further comprising a paramagnetic ion chelated to said compound, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of the region.

Claim 75

Independent Claim 208 words

A method of providing an image of an internal region of a patient comprising (i) administering to the patient a compound comprising a copolymer which comprises at least three of a first monomer of the formula HS-[(CHR 2 ) m -CHR 2 CHR 2 -Y)] n -(CHR 2 ) m -CHR 2 CHR 2 -SH, wherein Y is O, NH, NR 1 , S, or CO, n is 0-10,000, each m is 0 or 1, each R 1 is independently, a C 1 -C 20 substituted or unsubstituted alkyl or cycloalkyl group, and each R 2 is, independently, H or OH, and at least two of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 1 , or COZ groups, wherein each Z is, independently, Cl, Br, or I, said first and second monomers bound to one another to form a copolymer through a carboxylic thioester linkage of at least one of said SH groups of said first monomer and at least one of said COOH, COOR 1 , or COZ groups of said second monomer; and further comprising a paramagnetic ion chelated to said compound, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of the region.

Claim 76

Independent Claim 208 words

A method of providing an image of an internal region of a patient comprising (i) administering to the patient a compound comprising a copolymer which comprises at least three of a first monomer of the formula HS-[(CHR 2 ) m -CHR 2 CHR 2 -Y)] n -(CHR 2 ) m -CHR 2 CHR 2 -SH, wherein Y is O, NH, NR 1 , S, or CO, n is 0-10,000, each m is 0 or 1, each R 1 is independently, a C 1 -C 20 substituted or unsubstituted alkyl or cycloalkyl group, and each R 2 is, independently, H or OH, and at least two of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 1 , or COZ groups, wherein each Z is, independently, Cl, Br, or I, said first and second monomers bound to one another to form a copolymer through a carboxylic thioester linkage of at least one of said SH groups of said first monomer and at least one of said COOH, COOR 1 , or COZ groups of said second monomer; and further comprising a paramagnetic ion chelated to said compound, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of the region.

Claim 77

Dependent Claim 40 words

A method of providing an image of an internal region of a patient comprising (i) administering to the patient a compound of claim 56, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of the region.

Claim 78

Dependent Claim 40 words

A method of providing an image of an internal region of a patient comprising (i) administering to the patient a compound of claim 57, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of the region.

Claim 79

Independent Claim 212 words

A method for diagnosing the presence of diseased tissue in a patient comprising (i) administering to the patient a compound comprising a copolymer which comprises at least two of a first monomer of the formula HS-[(CHR 2 ) m -CHR 2 CHR 2 -Y)] n -(CHR 2 ) m -CHR 2 CHR 2 -SH, wherein Y is O, NH, NR 1 , S, or CO, n is 0-10,000, each m is 0 or 1, each R 1 is independently, a C 1 -C 20 substituted or unsubstituted alkyl or cycloalkyl group, and each R 2 is, independently, H or OH, and at least one of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 2 , or COZ groups, wherein each Z is, independently, Cl, Br, or I, said first and second monomers bound to one another to form a copolymer through a carboxylic thioester linkage of at least one of said SH groups of said first monomer and at least one of said COOH, COOR 1 , or COZ groups of said second monomer; and further comprising a paramagnetic ion chelated to said compound, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of the any diseased tissue in the patient.

Claim 80

Independent Claim 212 words

A method for diagnosing the presence of diseased tissue in a patient comprising (i) administering to the patient a compound comprising a copolymer which comprises at least two of a first monomer of the formula HS-[(CHR 2 ) m -CHR 2 CHR 2 -Y)] n -(CHR 2 ) m -CHR 2 CHR 2 -SH, wherein Y is O, NH, NR 1 , S, or CO, n is 0-10,000, each m is 0 or 1, each R 1 is independently, a C 1 -C 20 substituted or unsubstituted alkyl or cycloalkyl group, and each R 2 is, independently, H or OH, and at least one of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 2 , or COZ groups, wherein each Z is, independently, Cl, Br, or I, said first and second monomers bound to one another to form a copolymer through a carboxylic thioester linkage of at least one of said SH groups of said first monomer and at least one of said COOH, COOR 1 , or COZ groups of said second monomer; and further comprising a paramagnetic ion chelated to said compound, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of the any diseased tissue in the patient.

Claim 81

Independent Claim 211 words

A method for diagnosing the presence of diseased tissue in a patient comprising (i) administering to the patient a compound comprising a copolymer which comprises at least three of a first monomer of the formula HS-[(CHR 2 ) m -CHR 2 CHR 2 -Y)] n -(CHR 2 ) m -CHR 2 CHR 2 -SH, wherein Y is O, NH, NR 1 , S, or CO, n is 0-10,000, each m is 0 or 1, each R 1 is independently, a C 1 -C 20 substituted or unsubstituted alkyl or cycloalkyl group, and each R 2 is, independently, H or OH, and at least two of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 1 , or COZ groups, wherein each Z is, independently, Cl, Br, or I, said first and second monomers bound to one another to form a copolymer through a carboxylic thioester linkage of at least one of said SH groups of said first monomer and at least one of said COOH, COOR 1 , or COZ groups of said second monomer; and further comprising a paramagnetic ion chelated to said compound, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of any diseased tissue in the patient.

Claim 82

Independent Claim 211 words

A method for diagnosing the presence of diseased tissue in a patient comprising (i) administering to the patient a compound comprising a copolymer which comprises at least three of a first monomer of the formula HS-[(CHR 2 ) m -CHR 2 CHR 2 -Y)] n -(CHR 2 ) m -CHR 2 CHR 2 -SH, wherein Y is O, NH, NR 1 , S, or CO, n is 0-10,000, each m is 0 or 1, each R 1 is independently, a C 1 -C 20 substituted or unsubstituted alkyl or cycloalkyl group, and each R 2 is, independently, H or OH, and at least two of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 1 , or COZ groups, wherein each Z is, independently, Cl, Br, or I, said first and second monomers bound to one another to form a copolymer through a carboxylic thioester linkage of at least one of said SH groups of said first monomer and at least one of said COOH, COOR 1 , or COZ groups of said second monomer; and further comprising a paramagnetic ion chelated to said compound, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of any diseased tissue in the patient.

Claim 83

Dependent Claim 43 words

A method for diagnosing the presence of diseased tissue in a patient comprising (i) administering to the patient a compound of claim 54, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of any diseased tissue in the patient.

Claim 84

Dependent Claim 43 words

A method for diagnosing the presence of diseased tissue in a patient comprising (i) administering to the patient a compound of claim 57, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of any diseased tissue in the patient.

Claim 85

Dependent Claim 201 words

A kit for magnetic resonance imaging comprising a contrast agent comprising a copolymer which comprises at least two of a first monomer of the formula HS-[(CHR 2 ) m -CHR 2 CHR 2 -Y)] n -(CHR 2 ) m -CHR 2 CHR 2 -SH, wherein Y is O, NH, NR 1 , S, or CO, n is 0-10,000, each m is 0 or 1, each R 1 is independently, a C 1 -C 20 substituted or unsubstituted alkyl or cycloalkyl group, and each R 2 is, independently, H or OH, and at least one of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 2 , or COZ groups, wherein each Z is, independently, Cl, Br, or I, said first and second monomers bound to one another to form a copolymer through a carboxylic thioester linkage of at least one of said SH groups of said first monomer and at least one of said COOH, COOR 1 , or COZ groups of said second monomer; and further comprising a paramagnetic ion chelated to said compound, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of any diseased tissue in the patient.

Claim 86

Dependent Claim 201 words

A kit for magnetic resonance imaging comprising a contrast agent comprising a copolymer which comprises at least two of a first monomer of the formula HS-[(CHR 2 ) m -CHR 2 CHR 2 -Y)] n -(CHR 2 ) m -CHR 2 CHR 2 -SH, wherein Y is O, NH, NR 1 , S, or CO, n is 0-10,000, each m is 0 or 1, each R 1 is independently, a C 1 -C 20 substituted or unsubstituted alkyl or cycloalkyl group, and each R 2 is, independently, H or OH, and at least one of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 2 , or COZ groups, wherein each Z is, independently, Cl, Br, or I, said first and second monomers bound to one another to form a copolymer through a carboxylic thioester linkage of at least one of said SH groups of said first monomer and at least one of said COOH, COOR 1 , or COZ groups of said second monomer; and further comprising a paramagnetic ion chelated to said compound, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of any diseased tissue in the patient.

Claim 87

Dependent Claim 201 words

A kit for magnetic resonance imaging comprising a contrast agent comprising a copolymer which comprises at least three of a first monomer of the formula HS-[(CHR 2 ) m -CHR 2 CHR 2 -Y)] n -(CHR 2 ) m -CHR 2 CHR 2 -SH, wherein Y is O, NH, NR 1 , S, or CO, n is 0-10,000, each m is 0 or 1, each R 1 is independently, a C 1 -C 20 substituted or unsubstituted alkyl or cycloalkyl group, and each R 2 is, independently, H or OH, and at least one of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 1 , or COZ groups, wherein each Z is, independently, Cl, Br, or I, said first and second monomers bound to one another to form a copolymer through a carboxylic thioester linkage of at least one of said SH groups of said first monomer and at least one of said COOH, COOR 1 , or COZ groups of said second monomer; and further comprising a paramagnetic ion chelated to said compound, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of any diseased tissue in the patient.

Claim 88

Dependent Claim 201 words

A kit for magnetic resonance imaging comprising a contrast agent comprising a copolymer which comprises at least three of a first monomer of the formula HS-[(CHR 2 ) m -CHR 2 CHR 2 -Y)] n -(CHR 2 ) m -CHR 2 CHR 2 -SH, wherein Y is O, NH, NR 1 , S, or CO, n is 0-10,000, each m is 0 or 1, each R 1 is independently, a C 1 -C 20 substituted or unsubstituted alkyl or cycloalkyl group, and each R 2 is, independently, H or OH, and at least one of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 1 , or COZ groups, wherein each Z is, independently, Cl, Br, or I, said first and second monomers bound to one another to form a copolymer through a carboxylic thioester linkage of at least one of said SH groups of said first monomer and at least one of said COOH, COOR 1 , or COZ groups of said second monomer; and further comprising a paramagnetic ion chelated to said compound, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of any diseased tissue in the patient.

Claim 89

Dependent Claim 13 words

A kit for magnetic resonance imaging comprising a contrast agent of claim 56.

Claim 90

Dependent Claim 13 words

A kit for magnetic resonance imaging comprising a contrast agent of claim 57.

Claim 91

Dependent Claim 14 words

A kit according to claim 78 further comprising conventional magnetic resonance imaging kit components.

Claim 92

Dependent Claim 14 words

A kit according to claim 79 further comprising conventional magnetic resonance imaging kit components.

Claim 93

Dependent Claim 14 words

A kit according to claim 80 further comprising conventional magnetic resonance imaging kit components.

Claim 94

Dependent Claim 14 words

A kit according to claim 81 further comprising conventional magnetic resonance imaging kit components.

Claim 95

Dependent Claim 138 words

A compound comprising: a copolymer which comprises at least two of a first monomer selected from the group consisting of 1,3-diaminopropane, 1,4-diaminobutane, 1,5-diamino-3-(2-aminoethyl)-pentane, N,N'-dimethyl-1,2,-diaminopropane, 2-hydroxy-l,3-diaminopropane, 2-amino-1,3-diaminopropane, 2,3-diamino-1,4-butanediol, 1,4-diamino-2,3-butanediol, 1,4-diaminocyclohexane, 1,4-phenylenediamine, 1,1,1-tris(aminomethyl)ethane, 2,2',2"-triaminotriethylamine, tris-(aminomethyl)methane, 1,3,5-triaminocyclohexane, 1,3,5-phenylenetriamine, 2,2-dimethyl-1,3-propanediol, tris(2-hydroxyethyl)amine, 1,1,1-tris(hydroxymethyl)ethane, and tris(hydroxymethyl)aminomethane, at least one of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 1 , or COZ groups, said first and second monomers bound to one another to form a copolymer through an ester, amide or carboxylic thioester linkage of at least one OH, NH 2 or NHR 1 groups of said first monomer and at least one of said COOH, COOR 1 or COZ groups of said second monomer, wherein said first and second monomers comprise at least about 10 monomers; and further comprising a paramagnetic ion chelated to said compound.

Claim 96

Dependent Claim 138 words

A compound comprising: a copolymer which comprises at least two of a first monomer selected from the group consisting of 1,3-diaminopropane, 1,4-diaminobutane, 1,5-diamino-3-(2-aminoethyl)-pentane, N,N'-dimethyl-1,2,-diaminopropane, 2-hydroxy-l,3-diaminopropane, 2-amino-1,3-diaminopropane, 2,3-diamino-1,4-butanediol, 1,4-diamino-2,3-butanediol, 1,4-diaminocyclohexane, 1,4-phenylenediamine, 1,1,1-tris(aminomethyl)ethane, 2,2',2"-triaminotriethylamine, tris-(aminomethyl)methane, 1,3,5-triaminocyclohexane, 1,3,5-phenylenetriamine, 2,2-dimethyl-1,3-propanediol, tris(2-hydroxyethyl)amine, 1,1,1-tris(hydroxymethyl)ethane, and tris(hydroxymethyl)aminomethane, at least one of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 1 , or COZ groups, said first and second monomers bound to one another to form a copolymer through an ester, amide or carboxylic thioester linkage of at least one OH, NH 2 or NHR 1 groups of said first monomer and at least one of said COOH, COOR 1 or COZ groups of said second monomer, wherein said first and second monomers comprise at least about 10 monomers; and further comprising a paramagnetic ion chelated to said compound.

Claim 97

Dependent Claim 24 words

A compound of claim 86 wherein said copolymer comprises at least three of said first monomer, and at least two of said second monomer.

Claim 98

Dependent Claim 21 words

A compound of claim 87 wherein said paramagnetic ion is selected from the group consisting of transition, lanthanide, and actinide elements.

Claim 99

Dependent Claim 36 words

A compound of claim 88 wherein said paramagnetic ion is selected from the group consisting of Gd(III) , Mn(II) , Cu(II) , Cr(III) , Fe(II), Fe(III) , Co(II) , Er(II), Ni(II), Eu(III), Dy(III), Yb(III), and Ho(III).

Claim 100

Dependent Claim 20 words

A compound of claim 89 wherein said paramagnetic ion is selected from the group consisting of Gd(III), Mn(II), and Fe(III).

Claim 101

Dependent Claim 23 words

A compound of claim 87 wherein said polynitrilo chelating agent comprises a compound that is ethylenediamine tetraacetic acid or ethylenediamine tetraacetic acid dianhydride.

Claim 102

Dependent Claim 23 words

A compound of claim 87 wherein said polynitrilo chelating agent comprises a compound which is diethylenetriamine pentaacetic acid or diethylenetriamine pentaacetic acid dianhydride.

Claim 103

Dependent Claim 23 words

A compound of claim 87 wherein said polynitrilo chelating agent comprises a compound which is diethylenetriamine pentaacetic acid or diethylenetriamine pentaacetic acid dianhydride.

Claim 104

Dependent Claim 21 words

A compound of claim 87 wherein said polynitrilo chelating agent comprises a compound which is 1,4,7,10-tetraazocyclododecane-1,4,7,10-tetraacetic acid or 1,4,7,10-tetraazocyclododecane-1,4,7,10-tetraacetic acid dianhydride.

Claim 105

Dependent Claim 23 words

A compound of claim 87 wherein said polynitrilo chelating agent comprises a compound which is triethylenetetraamine hexaacetic acid, or triethylenetetraamine hexaacetic acid trianhydride.

Claim 106

Dependent Claim 12 words

A compound of claim 87 wherein said copolymer is a linear copolymer.

Claim 107

Dependent Claim 12 words

A compound of claim 87 wherein said copolymer is a branched copolymer.

Claim 108

Dependent Claim 197 words

A compound comprising: a copolymer which comprises at least two of a first monomer selected from the group consisting of 1,3-diaminopropane, 1,4-diaminobutane, 1,5-diamino-3-(2-aminoethyl)-pentane, N,N'-dimethyl-1,2,-diaminopropane, 2-hydroxy-l,3-diaminopropane, 2-amino-1,3-diaminopropane, 2,3-diamino-1,4-butanediol, 1,4-diamino-2,3-butanediol, 1,4-diaminocyclohexane, 1,4-phenylenediamine, 1,1,1-tris(aminomethyl)ethane, 2,2',2"-triaminotriethylamine, tris-(aminomethyl)methane, 1,3,5-triaminocyclohexane, 1,3,5-phenylenetriamine, 2,2-dimethyl-1,3-propanediol, tris(2-hydroxyethyl)amine, 1,1,1-tris(hydroxymethyl)ethane, and tris(hydroxymethyl)aminomethane, at least one of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 1 , or COZ groups, at least one of a third monomer which is a targeting agent, said targeting agent having an OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or COZ group, said first, second, and third monomers bound to one another to form a copolymer through an ester, amide or carboxylic thioester linkage of at least one OH, NH 2 or NHR 1 groups of said first monomer, at least one of said COOH, COOR 1 , or COZ groups of said second monomer, and at least one of said OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or COZ groups of said third monomer, wherein said first, second, and third monomers comprise at least about 10 monomers; and further comprising a paramagnetic ion chelated to said compound.

Claim 109

Dependent Claim 197 words

A compound comprising: a copolymer which comprises at least two of a first monomer selected from the group consisting of 1,3-diaminopropane, 1,4-diaminobutane, 1,5-diamino-3-(2-aminoethyl)-pentane, N,N'-dimethyl-1,2,-diaminopropane, 2-hydroxy-l,3-diaminopropane, 2-amino-1,3-diaminopropane, 2,3-diamino-1,4-butanediol, 1,4-diamino-2,3-butanediol, 1,4-diaminocyclohexane, 1,4-phenylenediamine, 1,1,1-tris(aminomethyl)ethane, 2,2',2"-triaminotriethylamine, tris-(aminomethyl)methane, 1,3,5-triaminocyclohexane, 1,3,5-phenylenetriamine, 2,2-dimethyl-1,3-propanediol, tris(2-hydroxyethyl)amine, 1,1,1-tris(hydroxymethyl)ethane, and tris(hydroxymethyl)aminomethane, at least one of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 1 , or COZ groups, at least one of a third monomer which is a targeting agent, said targeting agent having an OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or COZ group, said first, second, and third monomers bound to one another to form a copolymer through an ester, amide or carboxylic thioester linkage of at least one OH, NH 2 or NHR 1 groups of said first monomer, at least one of said COOH, COOR 1 , or COZ groups of said second monomer, and at least one of said OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or COZ groups of said third monomer, wherein said first, second, and third monomers comprise at least about 10 monomers; and further comprising a paramagnetic ion chelated to said compound.

Claim 110

Dependent Claim 31 words

A compound of claim 98 wherein said copolymer comprises at least three of said first monomer, at least two of said second monomer, and at least two of said third monomer.

Claim 111

Dependent Claim 21 words

A compound of claim 99 wherein said paramagnetic ion is selected from the group consisting of transition, lanthanide, and actinide elements.

Claim 112

Dependent Claim 30 words

A compound of claim 100 wherein said paramagnetic ion is selected from the group consisting of Gd(III), Mn(II), Cu(II), Cr(III), Fe(II), Fe(III), Co(II), Er(II), Ni(II), Eu(III), Dy(III), Yb(III), and Ho(III).

Claim 113

Dependent Claim 20 words

A compound of claim 101 wherein said paramagnetic ion is selected from the group consisting of Gd(III), Mn(II), and Fe(III).

Claim 114

Dependent Claim 23 words

A compound of claim 99 wherein said polynitrilo chelating agent comprises a compound that is ethylenediamine tetraacetic acid or ethylenediamine tetraacetic acid dianhydride.

Claim 115

Dependent Claim 22 words

A compound of claim 99 wherein said polynitrilo chelating agent comprises a compound which is diethylenetriamine pentaacetic acid diethylenetriamine pentaacetic acid dianhydride.

Claim 116

Dependent Claim 21 words

A compound of claim 99 wherein said polynitrilo chelating agent comprises a compound which is 1,4,7,10-tetraazocyclododecane-1,4,7,10-tetraacetic acid or 1,4,7,10-tetraazocyclodododecane-1,4,7,10-tetraacetic acid dianhydride.

Claim 117

Dependent Claim 23 words

A compound of claim 99 wherein said polynitrilo chelating agent comprises a compound which is triethylenetetraamine hexaacetic acid, or triethylenetetraamine hexaacetic acid trianhydride.

Claim 118

Dependent Claim 20 words

A compound of claim 99 wherein said targeting agent is selected from the group consisting of antibodies, glycoproteins, and saccharides.

Claim 119

Dependent Claim 32 words

A compound of claim 107 wherein said targeting agent is a monoclonal antibody selected from the group consisting of the Fab'2 fragments of anticarcinoembryonic antigen monoclonal antibody, and anti-leukocyte antigen monoclonal antibody.

Claim 120

Dependent Claim 15 words

A compound of claim 107 wherein said targeting agent is a saccharide which is cellobiose.

Claim 121

Dependent Claim 13 words

A contrast agent of claim 99 wherein said copolymer is a linear copolymer.

Claim 122

Dependent Claim 12 words

A compound of claim 99 wherein said copolymer is a branched copolymer.

Claim 123

Dependent Claim 40 words

A method of providing an image of an internal region of a patient comprising (i) administering to the patient a compound of claim 86, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of the region.

Claim 124

Dependent Claim 40 words

A method of providing an image of an internal region of a patient comprising (i) administering to the patient a compound of claim 87, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of the region.

Claim 125

Dependent Claim 40 words

A method of providing an image of an internal region of a patient comprising (i) administering to the patient a compound of claim 98, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of the region.

Claim 126

Dependent Claim 40 words

A method of providing an image of an internal region of a patient comprising (i) administering to the patient a compound of claim 99, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of the region.

Claim 127

Dependent Claim 43 words

A method for diagnosing the presence of diseased tissue in a patient comprising (i) administering to the patient a compound of claim 86, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of any diseased tissue in the patient.

Claim 128

Dependent Claim 43 words

A method for diagnosing the presence of diseased tissue in a patient comprising (i) administering to the patient a compound of claim 87, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of any diseased tissue in the patient.

Claim 129

Dependent Claim 43 words

A method for diagnosing the presence of diseased tissue in a patient comprising (i) administering to the patient a compound of claim 98, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of any diseased tissue in the patient.

Claim 130

Dependent Claim 43 words

A method for diagnosing the presence of diseased tissue in a patient comprising (i) administering to the patient a compound of claim 99, and (ii) scanning the patient using magnetic resonance imaging to obtain visible images of any diseased tissue in the patient.

Claim 131

Dependent Claim 13 words

A kit for magnetic resonance imaging comprising a contrast agent of claim 86.

Claim 132

Dependent Claim 13 words

A kit for magnetic resonance imaging comprising a contrast agent of claim 87.

Claim 133

Dependent Claim 13 words

A kit for magnetic resonance imaging comprising a contrast agent of claim 98.

Claim 134

Dependent Claim 13 words

A kit for magnetic resonance imaging comprising a contrast agent of claim 99.

Claim 135

Dependent Claim 14 words

A kit according to claim 120 further comprising conventional magnetic resonance imaging kit components.

Claim 136

Dependent Claim 14 words

A kit according to claim 121 further comprising conventional magnetic resonance imaging kit components.

Claim 137

Dependent Claim 14 words

A kit according to claim 122 further comprising conventional magnetic resonance imaging kit components.

Claim 138

Dependent Claim 14 words

A kit according to claim 123 further comprising conventional magnetic resonance imaging kit components.

Claim 139

Dependent Claim 210 words

A compound comprising: a copolymer which comprises at least two of a first monomer of the formula X 1 --{(CHR 2 ) m --CHR 2 CHR 2 --Y} n --(CHR 2 ) m --CHR 2 CHR 2 --X 2 , wherein X 1 and X 2 are, independently, OH, NH 2 , NHR 1 , COOH, COOR 1 , or Z, Y is O, NH, NR 1 , S, or CO, each Z is, independently, Cl, Br, or I, n is 0-10,000, each m is 0 or 1, each R 1 is, independently, a C 1 -C 20 substituted or unsubstituted alkyl or cycloalkyl, and each R 2 is, independently, H or OH, and at least one of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 1 , or COZ groups, said first and second monomers bound to one another to form a copolymer through an ester, or amide linkage of at least one of said OH, NH 2 , NHR 1 , COOH, COOR 1 , or Z groups of said first monomer and at least one of said COOH, COOR 1 , or COZ groups of said second monomer, wherein said first and second monomers comprise at least about 10 monomers.

Claim 140

Dependent Claim 210 words

A compound comprising: a copolymer which comprises at least two of a first monomer of the formula X 1 --{(CHR 2 ) m --CHR 2 CHR 2 --Y} n --(CHR 2 ) m --CHR 2 CHR 2 --X 2 , wherein X 1 and X 2 are, independently, OH, NH 2 , NHR 1 , COOH, COOR 1 , or Z, Y is O, NH, NR 1 , S, or CO, each Z is, independently, Cl, Br, or I, n is 0-10,000, each m is 0 or 1, each R 1 is, independently, a C 1 -C 20 substituted or unsubstituted alkyl or cycloalkyl, and each R 2 is, independently, H or OH, and at least one of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 1 , or COZ groups, said first and second monomers bound to one another to form a copolymer through an ester, or amide linkage of at least one of said OH, NH 2 , NHR 1 , COOH, COOR 1 , or Z groups of said first monomer and at least one of said COOH, COOR 1 , or COZ groups of said second monomer, wherein said first and second monomers comprise at least about 10 monomers.

Claim 141

Dependent Claim 17 words

A compound of claim 128 wherein said first and second monomers comprise at least about 100 monomers.

Claim 142

Dependent Claim 273 words

A compound comprising: a copolymer which comprises at least two of a first monomer of the formula X 1 1--[(CHR 2 ) m --CHR 2 CHR 2 --Y] n --(CHR 2 ) m --CHR 2 --CHR 2 --X 2 , wherein X 1 and X 2 are, independently, OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or COZ, Y is O, NH, NR 1 , S, or CO, each Z is, independently, Cl, Br, or I, n is 0-10,000, each m is 0 or 1, each R 1 is, independently, a C 1 -C 20 substituted or unsubstituted alkyl or cycloalkyl group, and each R 2 is H or OH, and at least one of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 1 , or COZ groups, and at least one of a third monomer which is a targeting agent, said targeting agent having an OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or COZ group, said first, second, and third monomers bound to one another to form a copolymer through an ester, amide, or carboxylic thioester linkage of at least one of said OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or Z groups of said first monomer, at least one of said COOH, COOR 1 , or COZ groups of said second monomer, and at least one of said OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or COZ groups of said third monomer, wherein said first, second, and third monomers comprise at least about 10 monomers.

Claim 143

Dependent Claim 273 words

A compound comprising: a copolymer which comprises at least two of a first monomer of the formula X 1 1--[(CHR 2 ) m --CHR 2 CHR 2 --Y] n --(CHR 2 ) m --CHR 2 --CHR 2 --X 2 , wherein X 1 and X 2 are, independently, OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or COZ, Y is O, NH, NR 1 , S, or CO, each Z is, independently, Cl, Br, or I, n is 0-10,000, each m is 0 or 1, each R 1 is, independently, a C 1 -C 20 substituted or unsubstituted alkyl or cycloalkyl group, and each R 2 is H or OH, and at least one of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 1 , or COZ groups, and at least one of a third monomer which is a targeting agent, said targeting agent having an OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or COZ group, said first, second, and third monomers bound to one another to form a copolymer through an ester, amide, or carboxylic thioester linkage of at least one of said OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or Z groups of said first monomer, at least one of said COOH, COOR 1 , or COZ groups of said second monomer, and at least one of said OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or COZ groups of said third monomer, wherein said first, second, and third monomers comprise at least about 10 monomers.

Claim 144

Dependent Claim 18 words

A compound of claim 130 wherein said first, second, and third monomers comprise at least about 100 monomers.

Claim 145

Dependent Claim 224 words

A compound comprising: a copolymer which comprises at least two of a first monomer of the formula HS--[(CHR 2 ) m --CHR 2 CHR 2 --Y] n --(CHR 2 ) m --CHR 2 CHR 2 --SH, wherein Y is O, NH, NR 1 , S, or CO, n is 0-10,000, each m is 0 or 1, each R 1 is, independently, a C 1 -C 20 substituted or unsubstituted alkyl or cycloalkyl group, and each R 2 is, independently, H or OH, and at least one of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 1 , or COZ groups, wherein each Z is, independently, Cl, Br, or I, and at least one of a third monomer which is a targeting agent, said targeting agent having an OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or COZ group, said first, second, and third monomers bound to one another to form a copolymer through an ester, amide, or carboxylic thioester linkage of at least one of said SH groups of said first monomer, at least one of said COOH, COOR 1 , or COZ groups of said second monomer, and at least one of said OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or COZ groups of said third monomer.

Claim 146

Dependent Claim 224 words

A compound comprising: a copolymer which comprises at least two of a first monomer of the formula HS--[(CHR 2 ) m --CHR 2 CHR 2 --Y] n --(CHR 2 ) m --CHR 2 CHR 2 --SH, wherein Y is O, NH, NR 1 , S, or CO, n is 0-10,000, each m is 0 or 1, each R 1 is, independently, a C 1 -C 20 substituted or unsubstituted alkyl or cycloalkyl group, and each R 2 is, independently, H or OH, and at least one of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 1 , or COZ groups, wherein each Z is, independently, Cl, Br, or I, and at least one of a third monomer which is a targeting agent, said targeting agent having an OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or COZ group, said first, second, and third monomers bound to one another to form a copolymer through an ester, amide, or carboxylic thioester linkage of at least one of said SH groups of said first monomer, at least one of said COOH, COOR 1 , or COZ groups of said second monomer, and at least one of said OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or COZ groups of said third monomer.

Claim 147

Dependent Claim 187 words

A compound comprising: a copolymer which comprises at least two of a first monomer selected from the group consisting of 1,3-diaminopropane, 1,4-diaminobutane, 1,5-diamino-3-(2-aminoethyl)-pentane, N,N'-dimethyl-1,2,-diaminopropane, 2-hydroxy-1,3-diaminopropane, 2-amino-1,3-diaminopropane, 2,3-diamino-1,4-butanediol, 1,4-diamino-2,3-butanediol, 1,4-diaminocyclohexane, 1,4-phenylenediamine, 1,1,1-tris(aminomethyl)ethane, 2,2'2"-triaminotriethylamine, tris-(aminomethyl)methane, 1,3,5-triaminocyclohexane, 1,3,5-phenylenetriamine, 2,2-dimethyl-1,3-propanediol, tris(2-hydroxyethyl)amine, 1,1,1-tris(hydroxymethyl)ethane, and tris(hydroxymethyl)-aminomethane, at least one of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 1 , or COZ groups, at least one of a third monomer which is a targeting agent, said targeting agent having an OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or COZ group, said first, second, and third monomers bound to one another to form a copolymer through an ester, amide or carboxylic thioester linkage of at least one OH, NH 2 or NHR 1 groups of said first monomer, at least one of said COOH, COOR 1 , or COZ groups of said second monomer, and at least one of said OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or COZ groups of said third monomer, wherein said first, second, and third monomers comprise at least about 10 monomers.

Claim 148

Dependent Claim 187 words

A compound comprising: a copolymer which comprises at least two of a first monomer selected from the group consisting of 1,3-diaminopropane, 1,4-diaminobutane, 1,5-diamino-3-(2-aminoethyl)-pentane, N,N'-dimethyl-1,2,-diaminopropane, 2-hydroxy-1,3-diaminopropane, 2-amino-1,3-diaminopropane, 2,3-diamino-1,4-butanediol, 1,4-diamino-2,3-butanediol, 1,4-diaminocyclohexane, 1,4-phenylenediamine, 1,1,1-tris(aminomethyl)ethane, 2,2'2"-triaminotriethylamine, tris-(aminomethyl)methane, 1,3,5-triaminocyclohexane, 1,3,5-phenylenetriamine, 2,2-dimethyl-1,3-propanediol, tris(2-hydroxyethyl)amine, 1,1,1-tris(hydroxymethyl)ethane, and tris(hydroxymethyl)-aminomethane, at least one of a second monomer which is a polynitrilo chelating agent having at least two COOH, COOR 1 , or COZ groups, at least one of a third monomer which is a targeting agent, said targeting agent having an OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or COZ group, said first, second, and third monomers bound to one another to form a copolymer through an ester, amide or carboxylic thioester linkage of at least one OH, NH 2 or NHR 1 groups of said first monomer, at least one of said COOH, COOR 1 , or COZ groups of said second monomer, and at least one of said OH, NH 2 , NHR 1 , COOH, COOR 1 , SH, or COZ groups of said third monomer, wherein said first, second, and third monomers comprise at least about 10 monomers.

Claim 149

Dependent Claim 18 words

A compound of claim 133 wherein said first, second, and third monomers comprise at least about 100 monomers.

Annuity Stage	Window Opens	Payment Deadline	Surcharge Period Until	Estimated Fee	Status
3.5 Years (Year 4)	1998-10-16	1999-04-17	1999-10-17	$2000.00	Window Closed / Lapsed
7.5 Years (Year 8)	2002-10-16	2003-04-17	2003-10-17	$3760.00	Window Closed / Lapsed
11.5 Years (Year 12)	2006-10-16	2007-04-17	2007-10-17	$7700.00	Window Closed / Lapsed

Copolymers and their use as contrast agents in magnetic resonance imaging and in other applications

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