US5460807A
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US
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Antiproliferative oligomers
Assignee: Aventis Pharmaceuticals Inc
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Filing: 1993-06-15
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Granted: 1995-10-24
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Expires: 2013-06-15
Abstract
Abstract The oligomers of the present invention are polyureas or polyamides having a number average molecular weight of <10,000. These oligomers are water-soluble, have a rigid backbone with a predictable anion spacing, and are pharmaceutically-acceptable. The oligomers are useful for inhibiting the proliferation of smooth muscle cell.
Inventors
- 👤 Alan D. Cardin
- 👤 Steven J. Busch
- 👤 Masayuki Mano
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 03:53
CPC Classifications
A; A61; A61K; A61K31/00; A61K31/185; A61K31/74; A61K31/785; A61K31/795; A61K31/80; A61P; A61P43/00
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
293 words
A method of inhibiting proliferation of smooth muscle cells in a patient in need thereof which comprises administering to the patient an antiproliferative amount of an anionic polyamide or polyurea oligomer of formulae 1a and 1b, respectively, ##STR10## wherein X and X 3 each independently represent either a phenylene group of the formulae: ##STR11## or a biphenylene group of the formulae: ##STR12## with the proviso that in a compound of formula 1a at least one of X and X 3 must be a biphenylene moiety; X" is a group of the formulae: ##STR13## m is an integer 0 or 1, with the proviso that in a compound of formula 1b when m is 0, R is a hydrogen atom; X' can be selected from any of the phenyl or biphenyl groups of X and X 3 ; n is an integer of from 3 to 20; R represents a hydrogen atom, a C 1 -C 4 alkyl group, a phenyl group, or a phenyl group optionally substituted with 1 or 2 substituents selected from --SO 3 R 2 , --CO 2 R 2 , --PO 3 (R 2 ) 2 , or --OPO 3 R 2 and optionally substituted with from 1 to 3 substituents selected from chloro, bromo, or C 1 -C 4 alkyl; R 1 represents --SO 3 R 2 , --CO 2 R 2 , --PO 3 (R 2 ) 2 , or --OPO 3 R 2 ; R 2 represents a hydrogen atom or a pharmaceutically acceptable cation; R 3 represents --R or --X"--NH 2 , where R and X" are defined as before; R 6 represents H 2 N--X"--NH--, R 2 O--, RNH--, or R--C(═O)--NH--X"--NH--; and R 7 represents a hydrogen atom, R 2 O--C(═O)--X"--C(═O)--, R--C(═O)--, or RNH--C(═O)--X"--C(═O)--.
Claim 2
Independent Claim
293 words
A method of inhibiting proliferation of smooth muscle cells in a patient in need thereof which comprises administering to the patient an antiproliferative amount of an anionic polyamide or polyurea oligomer of formulae 1a and 1b, respectively, ##STR10## wherein X and X 3 each independently represent either a phenylene group of the formulae: ##STR11## or a biphenylene group of the formulae: ##STR12## with the proviso that in a compound of formula 1a at least one of X and X 3 must be a biphenylene moiety; X" is a group of the formulae: ##STR13## m is an integer 0 or 1, with the proviso that in a compound of formula 1b when m is 0, R is a hydrogen atom; X' can be selected from any of the phenyl or biphenyl groups of X and X 3 ; n is an integer of from 3 to 20; R represents a hydrogen atom, a C 1 -C 4 alkyl group, a phenyl group, or a phenyl group optionally substituted with 1 or 2 substituents selected from --SO 3 R 2 , --CO 2 R 2 , --PO 3 (R 2 ) 2 , or --OPO 3 R 2 and optionally substituted with from 1 to 3 substituents selected from chloro, bromo, or C 1 -C 4 alkyl; R 1 represents --SO 3 R 2 , --CO 2 R 2 , --PO 3 (R 2 ) 2 , or --OPO 3 R 2 ; R 2 represents a hydrogen atom or a pharmaceutically acceptable cation; R 3 represents --R or --X"--NH 2 , where R and X" are defined as before; R 6 represents H 2 N--X"--NH--, R 2 O--, RNH--, or R--C(═O)--NH--X"--NH--; and R 7 represents a hydrogen atom, R 2 O--C(═O)--X"--C(═O)--, R--C(═O)--, or RNH--C(═O)--X"--C(═O)--.
Claim 3
Dependent Claim
15 words
A method of claim 1 wherein n is an integer of from 6 to 15.
Claim 4
Dependent Claim
11 words
A method of claim 1 wherein n is the integer 9.
Claim 5
Dependent Claim
15 words
A method of claim 2 wherein R 1 is a --SO 3 R 2 group.
Claim 6
Dependent Claim
12 words
A method of claim 4 wherein R 2 is a sodium cation.
Claim 7
Dependent Claim
12 words
A method of claim 4 wherein R 6 is a R--C(═O)--NH--X"--NH-- group.
Claim 8
Dependent Claim
14 words
A method of claim 6 wherein R is a phenyl or a 4-methylphenyl group.
Claim 9
Dependent Claim
14 words
A method of claim 6 wherein X" is a group of the formulae ##STR14##
Claim 10
Dependent Claim
12 words
A method of claim 4 wherein R 7 is a R--C(═O)-- group.
Claim 11
Dependent Claim
14 words
A method of claim 9 wherein R is a phenyl or a 4-methylphenyl group.
Claim 12
Dependent Claim
12 words
A method of claim 4 wherein X 3 is a paraphenylene group.
Claim 13
Dependent Claim
14 words
A method of claim 4 wherein X is a group of the formula ##STR15##
Claim 14
Dependent Claim
38 words
A method of claim 4 wherein R 6 is a R--C(═O)--NH--X"--NH--, X 3 is a paraphenylene group, X is a biphenylene group of the formulae ##STR16## R 7 is a R--C(═O)-- group, and R is a 4-methylphenyl group.
Claim 15
Dependent Claim
11 words
A method of claim 4 wherein m is the integer 1.
Claim 16
Dependent Claim
13 words
A method of claim 14 wherein R is a phenyl or 4-methylphenyl group.
Claim 17
Dependent Claim
16 words
A method of claim 14 wherein X' is a group of one of the formulae ##STR17##
Claim 18
Dependent Claim
26 words
A method of claim 14 wherein R is a 4-methylphenyl group, X' is a group of the formulae ##STR18## and R 3 is a 4-methylphenyl group.
Claim 19
Dependent Claim
44 words
A method of claim 1 wherein the oligomer is a polyurea of Formula I wherein R and R 3 are a 4-methylphenyl group; m is 1; n is 3 to 15; X represents ##STR19## and R 2 is as defined as in claim 1.
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