US5080884A
Expired / Lapsed
US
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Hydrocarbylphenyl diaminodithiol radionuclide complexes and their use in imaging
Assignee: Medi Physics Inc
•
Filing: 1991-02-22
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Granted: 1992-01-14
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Expires: 2011-02-22
Abstract
Abstract An agent for imaging organs using a radioactive complex of a radioactive metal with a benzene ring having two 2-mercapto-2-methylpropylamino substituents where one of these mercapto substituents is substituted with a hydrocarbyl group.
Inventors
- 👤 William J. McBride
- 👤 Ronald M. Baldwin
- 👤 Janice M. Kerr
- 👤 Lisa M. Schultze
- 👤 Nilda Salazar
- 👤 James M. Chinitz
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 20:14
CPC Classifications
C; C07; C07F; C07F13/00; C07F13/005; A; A61; A61K; A61K51/00; A61K51/02; A61K51/04; A61K51/0474; A61K51/0478; C07C; C07C323/00; C07C323/23; C07C323/24; C07C323/25; C07C323/50; C07C323/51; C07C323/60; C07D; C07D285/00
Claims Analysis
Total Claims: 51
Claim 1
Independent Claim
116 words
An agent comprising a complex of a radioactive metal with a compound of the formula ##STR21## wherein R 1 , R 2 , R 3 , and R 4 are halogen, hydrogen or lower alkyl containing from 1 to 7 carbon atoms, with at least one of R 3 and R 4 being hydrogen; and one of R 5 and R 5 ' being hydrogen whereas the other of said R 5 and R 5 ' being alkyl containing from 1 to 10 carbon atoms, alkenyl containing from 2 to 10 carbon atoms, alkynyl containing from 2 to 10 carbon atoms or lower alkylcycloloweralkyl containing from 4 to 13 carbon atoms; or with a salt thereof.
Claim 2
Dependent Claim
116 words
An agent comprising a complex of a radioactive metal with a compound of the formula ##STR21## wherein R 1 , R 2 , R 3 , and R 4 are halogen, hydrogen or lower alkyl containing from 1 to 7 carbon atoms, with at least one of R 3 and R 4 being hydrogen; and one of R 5 and R 5 ' being hydrogen whereas the other of said R 5 and R 5 ' being alkyl containing from 1 to 10 carbon atoms, alkenyl containing from 2 to 10 carbon atoms, alkynyl containing from 2 to 10 carbon atoms or lower alkylcycloloweralkyl containing from 4 to 13 carbon atoms; or with a salt thereof.
Claim 3
Dependent Claim
12 words
The agent of claim 1 wherein said radioactive metal is technetium 99m.
Claim 4
Dependent Claim
24 words
The agent of claim 2 wherein R 5 is hydrogen and R 5 ' is lower alkyl containing from 1 to 7 carbon atoms.
Claim 5
Dependent Claim
28 words
The agent of claim 3 wherein R 5 ' is ##STR22## wherein R 6 is hydrogen or methyl and n is an integer of from 0 to 5.
Claim 6
Dependent Claim
19 words
The agent of claim 4 wherein R 1 , R 2 , R 3 and R 4 are hydrogen.
Claim 7
Dependent Claim
13 words
The agent of claim 5 wherein said agent is Tc-99m complex of 2-(2-mercapto-2-methylpropylamino)-1-[2-propylthio-2-methylpropylamino]benzene.
Claim 8
Dependent Claim
13 words
The agent of claim 5 wherein said agent is Tc-99m complex of 2-(2-butylthio-2-methylpropylamino)-1-(2-mercapto-2-methylpropylamino)benzene.
Claim 9
Dependent Claim
13 words
The agent of claim 5 wherein said agent is Tc-99m complex of 1-[2-methylthio-2-methylpropylamino]-2-(2-mercapto-2-methylpropylamino)benzene.
Claim 10
Dependent Claim
10 words
The agent of claim 5 wherein R 6 is methyl.
Claim 11
Dependent Claim
14 words
The agent of claim 9 wherein said compound is Tc-99m complex of 2-(2- mercapto-2-methylpropylamino)-1-[2-(1-methylethylthio)-2-methylpropylamino]-benzene.
Claim 12
Dependent Claim
14 words
The agent of claim 9 wherein said compound is Tc-99m complex of 1-(2-mercapto-2-methylpropylamino)-2-(2-(1-methylpropylthio)-2-methylpropylamino) benzene.
Claim 13
Dependent Claim
21 words
The agent of claim 3 wherein R 4 is methyl and R 1 , R 2 and R 3 are hydrogen.
Claim 14
Dependent Claim
13 words
The agent of claim 12 wherein said compound is Tc-99m complex of 2-(2-butylthio)-2-methylpropylamino)-1-(2-mercapto-2-methylpropylamino)benzene.
Claim 15
Dependent Claim
10 words
The agent of claim 2 wherein R 5 is alkenyl.
Claim 16
Dependent Claim
48 words
The agent of claim 14 wherein R 5 ' is ##STR23## wherein R 6 and R 7 are individually hydrogen or methyl, x is an integer of from 0 to 3, is an integer from 0 to 2 and z is an integer of from 0 to 1.
Claim 17
Dependent Claim
19 words
The agent of claim 14 wherein R 1 , R 2 , R 3 and R 4 are hydrogen.
Claim 18
Dependent Claim
14 words
The agent of claim 16 wherein y is an integer from 1 to 2.
Claim 19
Dependent Claim
14 words
The agent of claim 17 wherein said compound is Tc-99m complex of 1[2-trans-2-butenylthio)-2-methylpropylamino]-2-(2-mercapto-2-methylpropylamino) benzene.
Claim 20
Dependent Claim
9 words
The agent of claim 14 wherein y is 0.
Claim 21
Dependent Claim
13 words
The agent of claim 19 wherein said agent is Tc-99m complex of 2-(2-mercapto-2-methylpropylamino)-1-[2-(4-pentenylthio)-2-methylpropylamino]-benzene.
Claim 22
Dependent Claim
13 words
The agent of claim 19 wherein aid compound is Tc-99m complex of 1-[2-(2-methyl-2-propenylthio)-2-methylpropylamino]-2-(2-mercapto-2-methylpropylamino)benzene.
Claim 23
Dependent Claim
13 words
The agent of claim 19 wherein said compound is Tc-99m complex of 1-(2-allylthio-2-methylpropylamino)-2-(2-mercapto-2-methylpropylamino)benzene.
Claim 24
Dependent Claim
13 words
The agent of claim 19 wherein said compound is Tc-99m complex of 1-[2-(3-butenylthio)-2-methylpropylamino-2-(2-mercapto-2-methylpropylamino)benzene.
Claim 25
Dependent Claim
13 words
The agent of claim 19 wherein said compound is Tc-99m complex of 1-(2-vinylthio-2-methylpropylamino)-2-(2-mercapto-2-methylpropylamino)benzene.
Claim 26
Dependent Claim
16 words
The agent of claim 2 wherein R 5 is hydrogen and R 5 ' is alkynyl.
Claim 27
Dependent Claim
35 words
The agent of claim 25 wherein R 5 ' is ##STR24## wherein R 6 is hydrogen or methyl, x is an integer from 0 to 3 and y is an integer from 0 to 2.
Claim 28
Dependent Claim
19 words
The agent of claim 26 wherein R 1 , R 2 , R 3 and R 4 are hydrogen.
Claim 29
Dependent Claim
9 words
The agent of claim 27 wherein y is 0.
Claim 30
Dependent Claim
14 words
The agent of claim 28 wherein said compound is a Tc-99m complex of 2-(2-mercapto-2-methylpropylamino)-1-[2-(2-propynylthio)-2-methylpropylamino]-benzene.
Claim 31
Dependent Claim
18 words
The agent of claim 2 wherein R 5 ' is loweralkylcycloalkyl containing from 4 to 13 carbon atoms.
Claim 32
Dependent Claim
36 words
The agent of claim 30 wherein R 5 ' is ##STR25## wherein n is an integer of from 0 to 5; p is an integer from 0 to 3 and R 6 is hydrogen or methyl.
Claim 33
Dependent Claim
19 words
The agent of claim 31 wherein R 1 , R 2 , R 3 and R 4 are hydrogen.
Claim 34
Dependent Claim
13 words
The agent of claim 32 wherein said compound is Tc-99m complex of 1-(2-cyclopropylmethylthio-2-methylpropylamino)-2-(2-mercapto-2-methylpropylamino)benzene.
Claim 35
Independent Claim
151 words
A method of imaging organs of the body comprising intravenously injecting into a patient an effective amount of a complex of a radioactive metal with a compound of the formula: ##STR26## wherein R 1 , R 2 , R 3 and R 4 are halogen, hydrogen or lower alkyl containing from 1 to 7 carbon atoms with at least one of R 3 and R 4 being hydrogen; and one of R 5 and R 5 ' being hydrogen whereas the other of said R 5 and R 5 ' being alkyl containing from 1 to 8 carbon atoms, alkenyl containing from 2 to 10 carbon atoms, alkynyl containing from 2 to 10 carbon atoms or lower alkylcycloloweralkyl containing from 4 to 13 carbon atoms; or with a salt thereof, said complex being injected in a carrier suitable for intravenous injection and scanning the organ to be imaged with scintiscanning means.
Claim 36
Independent Claim
151 words
A method of imaging organs of the body comprising intravenously injecting into a patient an effective amount of a complex of a radioactive metal with a compound of the formula: ##STR26## wherein R 1 , R 2 , R 3 and R 4 are halogen, hydrogen or lower alkyl containing from 1 to 7 carbon atoms with at least one of R 3 and R 4 being hydrogen; and one of R 5 and R 5 ' being hydrogen whereas the other of said R 5 and R 5 ' being alkyl containing from 1 to 8 carbon atoms, alkenyl containing from 2 to 10 carbon atoms, alkynyl containing from 2 to 10 carbon atoms or lower alkylcycloloweralkyl containing from 4 to 13 carbon atoms; or with a salt thereof, said complex being injected in a carrier suitable for intravenous injection and scanning the organ to be imaged with scintiscanning means.
Claim 37
Dependent Claim
12 words
The method of claim 34 wherein said radioactive metal is technetium 99m.
Claim 38
Dependent Claim
14 words
The method of claim 35 wherein the organ to be imaged is the brain.
Claim 39
Dependent Claim
28 words
The process of claim 36 wherein R 5 ' is ##STR27## wherein R 6 is hydrogen or methyl and n is an integer of from 0 to 5.
Claim 40
Dependent Claim
13 words
The process of claim 36 wherein said complex is Tc-99m complex of 2-(2-mercapto-2-methylpropylamino)-1-(2-propylthio-2-methylpropylamino)benzene.
Claim 41
Dependent Claim
13 words
The process of claim 36 wherein said complex is Tc-99m complex of 2-(2-butylthio-2-methylpropylamino)-1-(2-mercapto-2-methylpropylamino)-3-methylbenzene.
Claim 42
Dependent Claim
49 words
The process of claim 36 wherein R 5 ' is ##STR28## wherein R 6 and R 7 are individually hydrogen or methyl, x is an integer of from 0 to 3, y is an integer from 0 to 2 and z is an integer of from 0 to 1.
Claim 43
Dependent Claim
13 words
The process of claim 40 wherein said complex is Tc-99m complex of 2-(2-mercapto-2-methylpropylamino)-1-[2-4-pentenylthio)-2-methylpropylamino]benzene.
Claim 44
Dependent Claim
13 words
The process of claim 40 wherein said complex is Tc-99m complex of 1-(2-allylthio-2-methylpropylamino)-2-(2-mercapto-2-methylpropylamino)benzene.
Claim 45
Dependent Claim
13 words
The process of claim 40 wherein said complex is Tc-99m complex of 1-[2-(3-butenylthio)-2-methylpropylamino-2-(2-mercapto-2-methylpropylamino)benzene.
Claim 46
Dependent Claim
16 words
The process of claim 36 wherein R 5 is hydrogen and R 5 ' is alkynyl.
Claim 47
Dependent Claim
36 words
The process of claim 44 wherein R 5 ' is ##STR29## ##STR30## wherein R 6 is hydrogen or methyl, x is an integer from 0 to 3 and y is an integer from 0 to 2.
Claim 48
Dependent Claim
13 words
The process of claim 45 wherein said compound is Tc-99m complex of 2-(2-mercapto-2-methylpropylamino)1-[2-(2-propynylthio)-2-methylpropylamino]benzene.
Claim 49
Dependent Claim
18 words
The process of claim 36 wherein R 5 ' is loweralkylcycloalkyl containing from 4 to 13 carbon atoms.
Claim 50
Dependent Claim
36 words
The process of claim 47 wherein R 5 ' is ##STR31## wherein n is an integer of from 0 to 5; p is an integer from 0 to 3 and R 6 is hydrogen or methyl.
Claim 51
Dependent Claim
13 words
The process of claim 47 wherein said compound is Tc-99m complex of 1-(2-cyclopropylmethylthio-2-methylpropylamino)-2-(2-mercapto-2-methylpropylamino)-benzene.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1995-01-13 | 1995-07-15 | 1996-01-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1999-01-13 | 1999-07-15 | 2000-01-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2003-01-13 | 2003-07-15 | 2004-01-14 | $7700.00 | Window Closed / Lapsed |