US4885363A — 1-substituted-1,4,7-triscarboxymethyl-1,4,7,10-te…

Claim 1

Independent Claim 195 words

A compound having the formula ##STR26## or a pharmaceutically acceptable salt thereof, wherein Y is oxygen or ##STR27## R 1 is hydrogen, alkyl having from one to five carbon atoms, arylalkyl wherein the aryl portion is phenyl or substituted phenyl or phenyl substituted phenyl, alkoxy having from one to five carbon atoms, hydroxyalkyl wherein the alkyl portion has from one to five carbon atoms and having one or more hydroxy groups ##STR28## wherein G is ##STR29## wherein R 4 is alkyl or hydroxyalkyl, ##STR30## wherein n and m are zero or an integer from one to five, R 2 is hydrogen or alkyl, R 3 is hydrogen, hydroxyalkyl having from one to five carbon atoms and having and one or more hydroxy groups, alkoxy having from one to five carbon atoms, phenyl or substituted phenyl or phenylalkyl or substituted phenylalkyl and X is chloro, bromo or iodo and wherein R 1 is --(CH 2 ) n G, n is one and R 2 is hydrogen then G is not CO 2 H, wherein the term substituted phenyl refers to phenyl groups substituted with one, two, or three halogen, hydroxyl, alkyl, alkoxy carbamoyl or carboxyl groups.

Claim 2

Dependent Claim 195 words

A compound having the formula ##STR26## or a pharmaceutically acceptable salt thereof, wherein Y is oxygen or ##STR27## R 1 is hydrogen, alkyl having from one to five carbon atoms, arylalkyl wherein the aryl portion is phenyl or substituted phenyl or phenyl substituted phenyl, alkoxy having from one to five carbon atoms, hydroxyalkyl wherein the alkyl portion has from one to five carbon atoms and having one or more hydroxy groups ##STR28## wherein G is ##STR29## wherein R 4 is alkyl or hydroxyalkyl, ##STR30## wherein n and m are zero or an integer from one to five, R 2 is hydrogen or alkyl, R 3 is hydrogen, hydroxyalkyl having from one to five carbon atoms and having and one or more hydroxy groups, alkoxy having from one to five carbon atoms, phenyl or substituted phenyl or phenylalkyl or substituted phenylalkyl and X is chloro, bromo or iodo and wherein R 1 is --(CH 2 ) n G, n is one and R 2 is hydrogen then G is not CO 2 H, wherein the term substituted phenyl refers to phenyl groups substituted with one, two, or three halogen, hydroxyl, alkyl, alkoxy carbamoyl or carboxyl groups.

Claim 3

Dependent Claim 11 words

A compound in accordance with claim 1 wherein Y is oxygen.

Claim 4

Dependent Claim 16 words

A compound in accordance with claim 1 wherein Y is ##STR31## and R 1 is hydrogen.

Claim 5

Dependent Claim 16 words

A compound in accordance with claim 1 wherein Y is ##STR32## and R 1 is alkyl.

Claim 6

Dependent Claim 16 words

A compound in accordance with claim 4 wherein Y is ##STR33## and R 1 is methyl.

Claim 7

Dependent Claim 40 words

A compound in accordance with claim 1 wherein Y is ##STR34## and R 1 is phenylalkyl or substituted phenylalkyl wherein the substituted phenyl groups are those substituted with one, two or three halogen, hydroxyl, alkyl, alkoxy, carbamoyl or carboxyl groups.

Claim 8

Dependent Claim 16 words

A compound in accordance with claim 1 wherein Y is ##STR35## and R 1 is benzyl.

Claim 9

Dependent Claim 40 words

A compound in accordance with claim 1 wherein Y is ##STR36## and R 1 is phenyl or substituted phenyl wherein the substituted phenyl groups are those substituted with one, two or three halogen hydroxyl, alkyl, alkoxy, carbamoyl or carboxyl groups.

Claim 10

Dependent Claim 12 words

A compound in accordance with claim 1 wherein R 1 is alkoxy.

Claim 11

Dependent Claim 12 words

A compound in accordance with claim 1 wherein R 1 is hydroxyalkyl.

Claim 12

Dependent Claim 12 words

A compound in accordance with claim 1 wherein R 1 is hydroxyethyl.

Claim 13

Dependent Claim 11 words

A compound in accordance with claim 1 wherein R 1 =2'-hydroxypropyl.

Claim 14

Dependent Claim 15 words

A compound in accordance with claim 1 wherein n is 3 and G is N═C═S.

Claim 15

Dependent Claim 15 words

A compound in accordance with claim 1 wherein n is 1 and G is N═C═S.

Claim 16

Dependent Claim 12 words

A compound in accordance with claim 1 wherein R 2 is hydrogen.

Claim 17

Dependent Claim 15 words

A compound in accordance with claim 1 wherein n is 2 and G is N═C═S.

Claim 18

Dependent Claim 17 words

A compound in accordance with claim 1 wherein n is 3 and G is NH 2 .

Claim 19

Dependent Claim 15 words

A compound in accordance with claim 1 wherein n=1 and G is NH 2 .

Claim 20

Dependent Claim 15 words

A compound in accordance with claim 1 wherein n is 2 and G is CN.

Claim 21

Dependent Claim 13 words

A compound in accordance with claim 1 wherein n=1, m=0, G=NH 2 .

Claim 22

Dependent Claim 19 words

A compound in accordance with claim 1 wherein n=1, m=0, G=NHR 4 , where R 4 =--CH 3 .

Claim 23

Dependent Claim 21 words

A compound in accordance with claim 1 wherein n=1, m=0, G=NHR 4 , where R 4 =--CH 2 --CH 2 --OH.

Claim 24

Dependent Claim 12 words

A compound in accordance with claim 1 wherein R 2 is alkyl.

Claim 25

Dependent Claim 12 words

A compound in accordance with claim 23 wherein R 2 is methyl.

Claim 26

Dependent Claim 8 words

The compound in accordance with claim 1, 4,7,10-triscarboxymethyl-1-oxa-4,7,10-triazacyclododecane.

Claim 27

Dependent Claim 8 words

The compound in accordance with claim 1, 1,4,7-triscarboxymethyl-1,4,7,10-tetraazacyclododecane.

Claim 28

Dependent Claim 8 words

The compound in accordance with claim 1, 1-methyl-4,7,10-triscarboxymethyl-1,4,7,10-tetraazacyclododecane.

Claim 29

Dependent Claim 8 words

The compound in accordance with claim 1, 1-benzyl-4,7,10-triscarboxymethyl-1,4,7,10-tetraazacyclododecane.

Claim 30

Dependent Claim 10 words

The compound in accordance with claim 1, 1,4,7,-triscarboxymethyl-10-(2'-cyanoethyl) 1,4, 7,10-tetraazacyclododecane.

Claim 31

Dependent Claim 8 words

The compound in accordance with claim 1, 1,4,7-triscarboxymethyl-10-(2'-carboxyethyl)-1,4,7,10-tetraazacyclododecane.

Claim 32

Dependent Claim 8 words

The compound in accordance with claim 1, 1,4,7-triscarboxymethyl)-10-(3'-aminopropyl)-1,4,7,10-tetraazacylododecane.

Claim 33

Dependent Claim 8 words

The compound in accordance with claim 1, 1,4,7-tris(carboxymethyl)-10-(N-methylcarbamoylmethyl)-1,4,7,10-tetraazacyclododecane.

Claim 34

Dependent Claim 8 words

The compound in accordance with claim 1, 1,4,7-Triscarboxymethyl-10-(2'-hydroxypropyl)-1,4,7,10-tetraazacyclododecane.

Claim 35

Dependent Claim 8 words

The compound in accordance with claim 1, 1,4,7-triscarboxymethyl-10-(carbamoylmethyl)-1,4,7,10-tetraazacyclododecane.

Claim 36

Dependent Claim 8 words

The compound in accordance with claim 1, 1,4,7-triscarboxymethyl-10-(3'-isothiocyanatopropyl)-1,4,7,10-tetraazacyclododecane.

Claim 37

Dependent Claim 9 words

The compound in accordance with claim 1, 1,4,7-triscarboxymethyl-10-(N-hydroxyethylcarbamoyl methyl)-1,4,7,10-tetraazacyclododecane.

Claim 38

Dependent Claim 8 words

The compound in accordance with claim 1, 1,4,7-triscarboxymethyl-10-(para-aminobenzyl)-1,4,7,10-tetraazacyclododecane.

Claim 39

Dependent Claim 8 words

The compound in accordance with claim 1, 1,4,7-triscarboxymethyl-10-(para-isothiocyanatobenzyl)-1,4,7,10-tetraazacyclododecane.

Claim 40

Dependent Claim 8 words

The compound in accordance with claim 1, 1,4,7-triscarboxylmethyl-10-(para-nitrobenzyl)-1,4,7,10-tetraazacyclododecane.

Claim 41

Dependent Claim 204 words

A complex, or a pharmaceutically acceptable salt of a complex, of a metal atom and a metal-chelating ligand having the formula ##STR37## wherein Y is oxygen or ##STR38## R 1 is hydrogen, alkyl having from one to five carbon atoms, arylalkyl wherein the aryl portion is phenyl or substituted phenyl, phenyl or substituted phenyl, alkoxy having from one to five carbon atoms, hydroxyalkyl wherein the alkyl portion has from one to five carbon atoms and having one or more hydroxy groups ##STR39## wherein G is ##STR40## wherein R 4 is alkyl or hydroxyalkyl, ##STR41## wherein n and m are zero or an integer from one to five, R 2 is hydrogen or alkyl, R 3 is hydrogen, hydroxyalkyl having from one to five carbon atoms and having one or more hydroxy groups, alkoxy having from one to five carbon atoms, phenyl or substituted phenyl or phenylalkyl or substituted phenylalkyl and X is chloro, bromo or iodo and wherein R 1 is --(CH 2 ) n G, n is one and R 2 is hydrogen then G is not CO 2 H, wherein the term substituted phenyl refers to phenyl groups substituted with one, two or three halogen, hydroxy, alkyl, alkoxy carbamoyl or carboxyl groups.

Claim 42

Dependent Claim 204 words

A complex, or a pharmaceutically acceptable salt of a complex, of a metal atom and a metal-chelating ligand having the formula ##STR37## wherein Y is oxygen or ##STR38## R 1 is hydrogen, alkyl having from one to five carbon atoms, arylalkyl wherein the aryl portion is phenyl or substituted phenyl, phenyl or substituted phenyl, alkoxy having from one to five carbon atoms, hydroxyalkyl wherein the alkyl portion has from one to five carbon atoms and having one or more hydroxy groups ##STR39## wherein G is ##STR40## wherein R 4 is alkyl or hydroxyalkyl, ##STR41## wherein n and m are zero or an integer from one to five, R 2 is hydrogen or alkyl, R 3 is hydrogen, hydroxyalkyl having from one to five carbon atoms and having one or more hydroxy groups, alkoxy having from one to five carbon atoms, phenyl or substituted phenyl or phenylalkyl or substituted phenylalkyl and X is chloro, bromo or iodo and wherein R 1 is --(CH 2 ) n G, n is one and R 2 is hydrogen then G is not CO 2 H, wherein the term substituted phenyl refers to phenyl groups substituted with one, two or three halogen, hydroxy, alkyl, alkoxy carbamoyl or carboxyl groups.

Claim 43

Dependent Claim 16 words

A complex according to claim 40 where metal atom is non-radioactive and of atomic number 56-83.

Claim 44

Dependent Claim 17 words

A complex according to claim 40 where the metal atom is a radioactive positron- or gamma-emitting nuclide.

Claim 45

Dependent Claim 17 words

A complex according to claim 40 where the metal atom is a radioactive alpha- or beta-emitting nuclide.

Claim 46

Dependent Claim 12 words

A complex according to claim 40 where the metal atom is paramagnetic.

Claim 47

Dependent Claim 12 words

A complex according to claim 40 where the metal atom is TC-99m.

Claim 48

Dependent Claim 12 words

A complex according to claim 40 where the metal atom is Indium-III.

Claim 49

Dependent Claim 12 words

A complex according to claim 40 where the metal atom is gallium-67.

Claim 50

Dependent Claim 12 words

A complex according to claim 40 where the metal atom is gallium-68.

Claim 51

Dependent Claim 12 words

A complex according to claim 40 where the metal atom is yttrium-90.

Claim 52

Dependent Claim 12 words

A complex according to claim 40 where the metal atom is rhenium-188.

Claim 53

Dependent Claim 12 words

A complex according to claim 40 where the metal atom is samarium-153.

Claim 54

Dependent Claim 12 words

A complex according to claim 40 where the metal atom is bismuth-212.

Claim 55

Dependent Claim 12 words

A complex according to claim 40 where the metal atom is gadolinium(III).

Claim 56

Dependent Claim 12 words

A complex according to claim 40 where the metal atom is chromium(III).

Claim 57

Dependent Claim 12 words

A complex according to claim 40 where the metal atom is iron(III).

Claim 58

Dependent Claim 12 words

A complex according to claim 40 where the metal atom is manganese(II).

Claim 59

Dependent Claim 12 words

A complex according to claim 40 where the metal atom is manganese(III).

Claim 60

Dependent Claim 12 words

A complex according to claim 40 where the metal atom is dysprosium(III).

Claim 61

Dependent Claim 12 words

A complex according to claim 40 where the metal atom is holmium(III).

Claim 62

Dependent Claim 12 words

A complex according to claim 40 where the metal atom is erbium(III).

Claim 63

Dependent Claim 12 words

A complex according to claim 40 where the metal atom is yterbium(III).

Claim 64

Dependent Claim 12 words

A complex according to claim 40 where the metal atom is lutetium(III).

Claim 65

Dependent Claim 11 words

A complex in accordance with claim 40 wherein Y is oxygen.

Claim 66

Dependent Claim 16 words

A complex in accordance with claim 40 wherein Y is ##STR42## and R 1 is hydrogen.

Claim 67

Dependent Claim 16 words

A complex in accordance with claim 40 wherein Y is ##STR43## and R 1 is alkyl.

Claim 68

Dependent Claim 16 words

A complex in accordance with claim 40 wherein Y is ##STR44## and R 1 is methyl.

Claim 69

Dependent Claim 40 words

A complex in accordance with claim 40 wherein Y is ##STR45## and R 1 is phenylalkyl or substituted phenylalkyl wherein the substituted phenyl groups are those substituted with one two or three halogen, hydroxyl, alkyl, alkoxy, carbamoyl or carboxyl groups.

Claim 70

Dependent Claim 16 words

A complex in accordance with claim 40 wherein Y is ##STR46## and R 1 is benzyl.

Claim 71

Dependent Claim 40 words

A complex in accordance with claim 40 wherein Y is ##STR47## and R 1 is phenyl or substituted phenyl wherein the substituted phenyl groups are those substituted with one, two or three halogen hydroxyl, alkyl, alkoxy, carbamoyl or carboxyl groups.

Claim 72

Dependent Claim 12 words

A complex in accordance with claim 40 wherein R 1 is alkoxy.

Claim 73

Dependent Claim 12 words

A complex in accordance with claim 40 wherein R 1 is hydroxyalkyl.

Claim 74

Dependent Claim 12 words

A complex in accordance with claim 40 wherein R 1 is hydroxyethyl.

Claim 75

Dependent Claim 11 words

A complex in accordance with claim 40 wherein R 1 =2'-hydroxypropyl.

Claim 76

Dependent Claim 15 words

A complex in accordance with claim 40 wherein n is 3 and G is N═C═S.

Claim 77

Dependent Claim 15 words

A complex in accordance with claim 40 wherein n is 1 and G is N═C═S.

Claim 78

Dependent Claim 12 words

A complex in accordance with claim 40 wherein R 2 is hydrogen.

Claim 79

Dependent Claim 15 words

A complex in accordance with claim 40 wherein n is 2 and G is N═C═S.

Claim 80

Dependent Claim 17 words

A complex in accordance with claim 40 wherein n is 3 and G is NH 2 .

Claim 81

Dependent Claim 15 words

A complex in accordance with claim 40 wherein n=1 and G is NH 2 .

Claim 82

Dependent Claim 15 words

A complex in accordance with claim 40 wherein n is 2 and G is CN.

Claim 83

Dependent Claim 14 words

A complex in accordance with claim 40 wherein n=1, m=0, G NH 2 .

Claim 84

Dependent Claim 19 words

A complex in accordance with claim 40 wherein n=1, m=0, G=NHR 4 , where R 4 =--CH 3 .

Claim 85

Dependent Claim 21 words

A complex in accordance with claim 40 wherein n=1, m=0, G=NHR 4 , where R 4 =--CH 2 --CH 2 --OH.

Claim 86

Dependent Claim 12 words

A complex in accordance with claim 40 wherein R 2 is alkyl.

Claim 87

Dependent Claim 12 words

A complex in accordance with claim 40 wherein R 2 is methyl.

Claim 88

Dependent Claim 12 words

A complex in accordance with claim 40 where the ligand is 4,7,10-triscarboxymethyl-1-oxa-4,7,10-triazacyclododecane.

Claim 89

Dependent Claim 12 words

A complex in accordance with claim 40 where the ligand is 1,4,7-triscarboxymethyl-1,4,7,10-tetraazacyclododecane.

Claim 90

Dependent Claim 12 words

A complex in accordance with claim 40 where the ligand is 1-methyl-4,7,10-triscarboxymethyl-1,4,7,10-tetraacyclododecane.

Claim 91

Dependent Claim 12 words

A complex in accordance with claim 40 where the ligand is 1-benzyl-4,7,10-triscarboxymethyl-1,4,7,10-tetraazacyclododecane.

Claim 92

Dependent Claim 13 words

A complex in accordance with claim 40 where the ligand is 1,4,7,-triscarboxymethyl-10-(2'-cyanoethyl) 1,4,7,10-tetraazacyclododecane.

Claim 93

Dependent Claim 12 words

A complex in accordance with claim 40 where the ligand is 1,4,7-triscarboxymethyl-10-(2'-carboxyethyl)-1,4,7,10-tetraazacyclododecane.

Claim 94

Dependent Claim 13 words

A complex in accordance with claim 40 where the ligand is 1,4,7-triscarboxymethyl)-10-(3'- aminopropyl)-1,4,7,10-tetraazacyclododecane.

Claim 95

Dependent Claim 12 words

A complex in accordance with claim 40 where the ligand is 1,4,7-tris(carboxymethyl)-10-(N-methylcarbamoylmethyl)-1,4,7,10-tetraazacyclododecane.

Claim 96

Dependent Claim 12 words

A complex in accordance with claim 40 where the ligand is 1,4,7-Triscarboxymethyl-10-(2'-hydroxypropyl)-1,4,7,10-tetraazacyclododecane.

Claim 97

Dependent Claim 12 words

A complex in accordance with claim 40 where the ligand is 1,4,7-triscarboxymethyl-10-(carbamoylmethyl)-1,4,7,10-tetraazacyclododecane.

Claim 98

Dependent Claim 12 words

A complex in accordance with claim 40 where the ligand is 1,4,7-triscarboxymethyl-10-(3'-isothiocyanatopropyl)-1,4,7,10-tetraazacyclododecane.

Claim 99

Dependent Claim 12 words

A complex in accordance with claim 40 where the ligand is 1,4,7-triscarboxymethyl-10-(N-hydroxyethylcarbamoylmethyl)-1,4,7,10-tetraazacyclodedecane.

Claim 100

Dependent Claim 12 words

A complex in accordance with claim 40 where the ligand is 1,4,7-triscarboxymethyl-10-(paraaminobenzyl)-1,4,7,10-tetraazacyclododecane.

Claim 101

Dependent Claim 12 words

A complex in accordance with claim 40 where the ligand is 1,4,7-triscarboxymethyl-10-(paraisothiocyanatobenzyl)-1,4,7,10-tetraazacyclododecane.

Claim 102

Dependent Claim 12 words

A complex in accordance with claim 40 where the ligand is 1,4,7-triscarboxylmethyl-10-(paranitrobenzyl)-1,4,7,10-tetraazacyclododecane.

Claim 103

Dependent Claim 10 words

A complex in accordance with claim 40, Gadolinium (III) 4,7,10-triscarboxymethyl-1-oxa-4,7,10-triazacyclododecane.

Claim 104

Dependent Claim 10 words

A complex in accordance with claim 40, Gadolinium (III) 1,4,7-triscarboxymethyl-1,4,7,10-tetraazacyclododecane.

Claim 105

Dependent Claim 10 words

A complex in accordance with claim 40, Gadolinium (III) 1-methyl-4,7,10-triscarboxymethyl-1,4,7,10-tetraazacyclododecane.

Claim 106

Dependent Claim 10 words

A complex in accordance with claim 40, Gadolinium (III) 1-benzyl-4,7,10-triscarboxymethyl-1,4,7,10-tetraazacyclododecane.

Claim 107

Dependent Claim 11 words

A complex in accordance with claim 40, Gadolinium (III) 1,4,7-triscarboxymethyl-10-(2'-cyanoethyl) 1,4,7,10-tetraazacyclododecane.

Claim 108

Dependent Claim 10 words

A complex in accordance with claim 40, Gadolinium (III) 1,4,7-triscarboxymethyl-10-(2'-carboxyethyl)-1,4,7,10-tetraazacyclododecane.

Claim 109

Dependent Claim 10 words

A complex in accordance with claim 40, Gadolinium (III) 1,4,7-triscarboxymethyl-10-(3'-aminopropyl)-1,4,7,10-tetraazacyclododecane.

Claim 110

Dependent Claim 10 words

A complex in accordance with claim 40, Gadolinium (III) 1,4,7-tris(carboxymethyl)-10-(N-methylcarbamoylmethyl)-1,4,7,10-tetraazacyclododecane.

Claim 111

Dependent Claim 10 words

A complex in accordance with claim 40, Gadolinium (III) 1,4,7-triscarboxymethyl-10-(2'-hydroxypropyl)-1,4,7,10-tetraazacyclododecane.

Claim 112

Dependent Claim 10 words

A complex in accordance with claim 40, Gadolinium (III) 1,4,7-triscarboxymethyl-10-(carbamoylmethyl)-1,4,7,10-tetraazacyclododecane.

Claim 113

Dependent Claim 10 words

A complex in accordance with claim 40, Gadolinium (III) 1,4,7-triscarboxymethyl-10-(3'-isothiocyanatopropyl)-1,4,7,10-tetraazacyclododecane.

Claim 114

Dependent Claim 10 words

A complex in accordance with claim 40, Gadolinium (III) 1,4,7-triscarboxymethyl-10-(N-hydroxyethylcarbamoylmethyl)-1,4,7,10-tetraazacyclododecane.

Claim 115

Dependent Claim 10 words

A complex in accordance with claim 40, Gadolinium (III) 1,4,7-triscarboxymethyl-10-(paraaminobenzyl)-1,4,7,10-tetraazacyclododecane.

Claim 116

Dependent Claim 10 words

A complex in accordance with claim 40, Gadolinium (III) 1,4,7-triscarboxymethyl-10-(paraisothiocyanato)-1,4,7,10-tetraazacyclododecane.

Claim 117

Dependent Claim 10 words

A complex in accordance with claim 40, Gadolinium (III) 1,4,7-triscarboxymethyl-10-(paranitrobenzyl)-1,4,7,10-tetraazacyclododecane.

Claim 118

Dependent Claim 9 words

A complex in accordance with claim 40, (yttrium) 1,4,7-triscarboxymethyl-1,4,7,10-tetraazacyclododecane.

Claim 119

Dependent Claim 9 words

A complex in accordance with claim 40, 99m Technetium(1,4,7-triscarboxymethyl-1,4,7,10-tetraazacyclododecane.

Claim 120

Dependent Claim 8 words

A complex in accordance with claim 40, Gallium(III)(1,4,7-triscarboxymethyl-1,4,7,10-tetraazacyclododecane.

Claim 121

Dependent Claim 8 words

A complex in accordance with claim 40, Bismuth(III)(1,4,7-triscarboxymethyl-1,4,7,10-tetraazacyclododecane.

Claim 122

Dependent Claim 8 words

A complex in accordance with claim 40, Dysprosium(III)(1,4,7-triscarboxymethyl-1,4,7,10-tetraazacyclododecane.

Claim 123

Dependent Claim 8 words

A complex in accordance with claim 40, Iron(III)(1,4,7-triscarboxymethyl-1,4,7,10-tetraazacyclododecane.

Claim 124

Dependent Claim 8 words

A complex in accordance with claim 40, Chromium(III)(1,4,7-triscarboxymethyl-1,4,7,10-tetraazacyclododecane.

Claim 125

Dependent Claim 9 words

A complex in accordance with claim 40, Manganese(II)(1,4,7-triscarboxymethyl-1,4,7,10-tetraazacyclododecane)(sodium salt).

Claim 126

Dependent Claim 73 words

A compound having the formula ##STR48## or a pharmaceutically acceptable salt thereof, wherein Y is oxygen or ##STR49## R 1 is hydrogen, alkyl having from one to five carbon atoms, arylalkyl wherein the aryl portion is phenyl or substituted phenyl, phenyl or substituted phenyl and R 2 is hydrogen or alkyl and wherein the substituted phenyl groups are those substituted with one, two or three halogen, hydroxyl, alkyl, alkoxy, carbamoyl or carboxyl groups.

Claim 127

Dependent Claim 73 words

A compound having the formula ##STR48## or a pharmaceutically acceptable salt thereof, wherein Y is oxygen or ##STR49## R 1 is hydrogen, alkyl having from one to five carbon atoms, arylalkyl wherein the aryl portion is phenyl or substituted phenyl, phenyl or substituted phenyl and R 2 is hydrogen or alkyl and wherein the substituted phenyl groups are those substituted with one, two or three halogen, hydroxyl, alkyl, alkoxy, carbamoyl or carboxyl groups.

Claim 128

Dependent Claim 11 words

A compound in accordance with claim 124 wherein Y is oxygen.

Claim 129

Dependent Claim 16 words

A compound in accordance with claim 124 wherein Y is ##STR50## and R 1 is hydrogen.

Claim 130

Dependent Claim 16 words

A compound in accordance with claim 124 wherein Y is ##STR51## and R 1 is alkyl.

Claim 131

Dependent Claim 16 words

A compound in accordance with claim 124 wherein Y is ##STR52## and R 1 is methyl.

Claim 132

Dependent Claim 47 words

A compound in accordance with claim 124 wherein Y is ##STR53## and R 1 is arylalkyl wherein the aryl portion is phenyl or substituted phenyl and wherein the substituted phenyl groups are those substituted with one, two or three halogen, hydroxyl, alkyl, alkoxy, carbamoyl or carboxyl groups.

Claim 133

Dependent Claim 16 words

A compound in accordance with claim 124 wherein Y is ##STR54## and R 1 is benzyl.

Claim 134

Dependent Claim 41 words

A compound in accordance with claim 124 wherein Y is ##STR55## and R 1 is phenyl or substituted phenyl and wherein the substituted phenyl groups are those substituted with one, two or three halogen, hydroxyl, alkyl, alkoxy, carbamoyl or carboxyl groups.

Claim 135

Dependent Claim 12 words

A compound in accordance with claim 124 wherein R 2 is hydrogen.

Claim 136

Dependent Claim 12 words

A compound in accordance with claim 124 wherein R 2 is alkyl.

Claim 137

Dependent Claim 12 words

A compound in accordance with claim 124 wherein R 2 is methyl.

Claim 138

Dependent Claim 8 words

A compound in accordance with claim 124, 4,7,10-triscarboxymethyl-1-oxa-4,7,10-triazacyclododecane.

Claim 139

Dependent Claim 8 words

The compound in accordance with claim 124, 1,4,7-triscarboxymethyl-1,4,7,10-tetraazacyclododecane.

Claim 140

Dependent Claim 8 words

The compound in accordance with claim 124, 1-methyl-4,7,10-triscarboxymethyl-1,4,7,10-tetraazacyclododecane.

Claim 141

Dependent Claim 8 words

The compound in accordance with claim 124, 1-benzyl-4,7,10-triscarboxymethyl-1,4,7,10-tetraazacyclododecane.

Claim 142

Dependent Claim 83 words

A complex, or a pharmaceutically acceptable salt of a complex, of a metal-chelating ligand having the formula ##STR56## wherein Y is oxygen or ##STR57## R 1 is hydrogen, alkyl having from one to five carbon atoms, arylalkyl wherein the aryl portion is phenyl or substituted phenyl, phenyl or substituted phenyl wherein the substituted phenyl groups are those substituted with one, two or three halogen, hydroxyl, alkyl, alkoxy, carbamoyl or carboxyl groups and R 2 is hydrogen or alkyl and a paramagnetic metal atom.

Claim 143

Dependent Claim 83 words

A complex, or a pharmaceutically acceptable salt of a complex, of a metal-chelating ligand having the formula ##STR56## wherein Y is oxygen or ##STR57## R 1 is hydrogen, alkyl having from one to five carbon atoms, arylalkyl wherein the aryl portion is phenyl or substituted phenyl, phenyl or substituted phenyl wherein the substituted phenyl groups are those substituted with one, two or three halogen, hydroxyl, alkyl, alkoxy, carbamoyl or carboxyl groups and R 2 is hydrogen or alkyl and a paramagnetic metal atom.

Claim 144

Dependent Claim 18 words

A complex in accordance with claim 139 wherein the paramagnetic metal atom is gadolinium, manganese, chromium or iron.

Claim 145

Dependent Claim 14 words

A complex in accordance with claim 139 wherein the metal chelating ligand is 4,7,10-triscarboxymethyl-1-oxa-4,7,10-triazacyclododecane.

Claim 146

Dependent Claim 14 words

A complex in accordance with claim 139 wherein the metal chelating ligand is 1,4,7-triscarboxymethyl-1,4,10-tetraazacyclododecane.

Claim 147

Dependent Claim 13 words

A complex in accordance with claim 139 wherein the chelating ligand is 1-methyl-4,7,10-triscarboxymethyl-,1,4,7,10-tetraazacyclododecane.

Claim 148

Dependent Claim 13 words

A complex in accordance with claim 139 wherein the chelating ligand is 1-benzyl-4,7,10-triscarboxymethyl-1,4,7,10-tetraazacyclododecane.

Annuity Stage	Window Opens	Payment Deadline	Surcharge Period Until	Estimated Fee	Status
3.5 Years (Year 4)	1992-12-04	1993-06-05	1993-12-05	$2000.00	Window Closed / Lapsed
7.5 Years (Year 8)	1996-12-04	1997-06-05	1997-12-05	$3760.00	Window Closed / Lapsed
11.5 Years (Year 12)	2000-12-04	2001-06-05	2001-12-05	$7700.00	Window Closed / Lapsed

1-substituted-1,4,7-triscarboxymethyl-1,4,7,10-tetraazacyclododecane and analogs

Abstract

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