US4698442A
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ω-Guanidino-substituted-α-amino acids
Assignee: Syntex USA LLC
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Filing: 1986-06-13
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Granted: 1987-10-06
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Expires: 2006-06-13
Abstract
Abstract α-amino acids having a substituted ω-guanidino group are disclosed herein.
Inventors
- 👤 John J. Nestor
- 👤 Brian H. Vickery
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 08:31
CPC Classifications
C; C07; C07K; C07K7/00; C07K7/04; C07K7/23; A; A61; A61K; A61K38/00
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
156 words
An α-amino acid which has the formula: ##STR6## or a pharmaceutically acceptable salt thereof, wherein n is 1 to 5; R 1 is alkyl of 1-12 carbon atoms, halo lower alkyl or --NHR 3 wherein R 3 is alkyl of 2-6 carbon atoms, cycloalkyl, phenyl, benzyl, halo lower alkyl, morpholino or --(CH 2 ) n N(R 4 ) 2 wheren n is 1-5 and R 4 is lower alkyl; R 2 is hydrogen, alkyl of 1-6 carbon atoms, cycloalkyl, phenyl, benzyl, halo lower alkyl, morpholino or --(CH 2 ) n N(R 4 ) 2 wherein n is 1-5 and R 4 is lower alkyl, but is not hydrogen when R 1 is NHR 3 ; or R 1 and R 2 comprises a ring represented by one of the following structural formulas: ##STR7## wherein m is 0-6; A and B are independently hydrogen, alkyl of 1-6 carbon atoms or cycloalkyl; and X is halo or A.
Claim 2
Dependent Claim
156 words
An α-amino acid which has the formula: ##STR6## or a pharmaceutically acceptable salt thereof, wherein n is 1 to 5; R 1 is alkyl of 1-12 carbon atoms, halo lower alkyl or --NHR 3 wherein R 3 is alkyl of 2-6 carbon atoms, cycloalkyl, phenyl, benzyl, halo lower alkyl, morpholino or --(CH 2 ) n N(R 4 ) 2 wheren n is 1-5 and R 4 is lower alkyl; R 2 is hydrogen, alkyl of 1-6 carbon atoms, cycloalkyl, phenyl, benzyl, halo lower alkyl, morpholino or --(CH 2 ) n N(R 4 ) 2 wherein n is 1-5 and R 4 is lower alkyl, but is not hydrogen when R 1 is NHR 3 ; or R 1 and R 2 comprises a ring represented by one of the following structural formulas: ##STR7## wherein m is 0-6; A and B are independently hydrogen, alkyl of 1-6 carbon atoms or cycloalkyl; and X is halo or A.
Claim 3
Dependent Claim
76 words
A compound of claim 1 wherein n is 3 or 4, R 1 is --NHR 3 wherein R 3 is alkyl of 2-6 carbon atoms and R 2 is alkyl of 1-6 carbon atoms, or R 1 and R 2 comprise a ring represented by one of the following structural formulas: ##STR8## wherein m is 0-2 and A and B are hydrogen or alkyl of 1 to 4 carbon atoms, or a pharmaceutically acceptable salt thereof.
Claim 4
Dependent Claim
30 words
A compound of claim 1 wherein R 1 is --NHR 3 in which R 3 is alkyl of 2-6 carbon atoms or cycloalkyl, or a pharmaceutically acceptable salt thereof A.
Claim 5
Dependent Claim
39 words
A compound according to claim 3 wherein R 1 is --NHR 3 wherein R 3 is alkyl of 2 to 6 carbon atoms and R 2 is the same as R 3 , or a pharmaceutically acceptable salt thereof.
Claim 6
Dependent Claim
32 words
A compound according to claim 4 wherein n is 4 and R 2 and R 3 are the same and are ethyl, n-propyl, n-butyl, or n-hexyl, or a pharmaceutically acceptable salt thereof.
Claim 7
Dependent Claim
15 words
A compound according to claim 5 which is N,N'-guanidino-diethylhomoarginine, or a pharmaceutically acceptable salt thereof.
Claim 8
Dependent Claim
15 words
A compound according to claim 5 which is N,N'-guanidino-dibutylhomoarginine, or a pharmaceutically acceptable salt thereof.
Claim 9
Dependent Claim
15 words
A compound according to claim 5 which is N,N'-guanidino-dipropylhomoarginine, or a pharmaceutically acceptable salt thereof.
Claim 10
Dependent Claim
49 words
A compound according to claim 3 wherein R 1 is --NHR 3 wherein R 3 is alkyl of 2 to 6 carbon atoms and R 2 is alkyl of 1 to 6 carbon atoms but is not the same as R 3 , or a pharmaceutically acceptable salt thereof.
Claim 11
Dependent Claim
15 words
A compound according to claim 9 which is N,N'-guanidino-methyl,propylhomoarginine, or a pharmaceutically acceptable salt thereof.
Claim 12
Dependent Claim
15 words
A compound according to claim 9 which is N,N'-guanidino-methyl,butylhomoarginine, or a pharmaceutically acceptable salt thereof.
Claim 13
Dependent Claim
15 words
A compound according to claim 9 which is N,N'-guanidino-methyl,hexylhomoarginine, or a pharmaceutically acceptable salt thereof.
Claim 14
Dependent Claim
15 words
A compound according to claim 1 which is N,N'-guanidino-bis(2,2,2-trifluoroethyl)homoarginine, or a pharmaceutically acceptable salt thereof.
References Cited (Backward Citations)
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