Patent US3026066A successfully refreshed from Google Patents.
Patent US3959356A successfully refreshed from Google Patents.
US3959356A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Acetylene derivatives of amino acids
Assignee: Richardson Vicks Inc
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Filing: 1975-03-18
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Granted: 1976-05-25
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Expires: 1995-03-18
Abstract
Abstract Novel compounds of the following general formula are useful pharmacologic agents: ##EQU1## R is selected from hydrogen, alkylcarbonyl wherein the alkyl moiety contains from 1 to 4 carbon atoms, alkoxy-carbonyl wherein the alkoxy moiety contains from 1 to 4 carbon atoms and may be straight or branched, and ##EQU2## wherein R 10 is selected from hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl and p-hydroxybenzyl; R 2 is selected from hydroxy, a straight or branched alkoxy group of from 1 to 8 carbon atoms, a lower alkylamino group wherein the alkyl moiety contains from 1 to 4 carbon atoms, and ##EQU3## wherein R 4 is selected from hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl, and p-hydroxybenzyl; [A] is selected from ##EQU4## AND --CH=CH-- wherein R 1 is selected from hydrogen, lower alkyl of from 1 to 4 carbon atoms, phenyl and substituted phenyl wherein the substituents on the substituted phenyl may be attached at the ortho, meta or para positions of the phenyl ring and are selected from halogen, lower alkoxy of from 1 to 4 carbon atoms, and lower alkyl of from 1 to 4 carbon atoms; n is an integer of from 1 to 5; and the lactams of said compounds wherein [A] represents ##EQU5## R and R 1 represent hydrogen and n is the integer 2 or 3; and pharmaceutically acceptable salts and individual optical isomers thereof.
Inventors
- 👤 Brian Walter Metcalf
- 👤 Michel Jung
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 23:51
CPC Classifications
C; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/0803; C07F7/081; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/55
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
217 words
A compound of the formula ##EQU32## wherein R is hydrogen, alkylcarbonyl wherein the alkyl moiety contains from 1 to 4 carbon atoms, alkoxycarbonyl wherein the alkoxy moiety contains from 1 to 4 carbon atoms and may be straight or branched or ##EQU33## wherein R 10 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl; R 2 is hydroxy, straight or branched alkoxy group of from 1 to 8 carbon atoms, a lower alkylamino group wherein the alkyl moiety contains from 1 to 4 carbon atoms or ##EQU34## wherein R 4 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl with the proviso that when R 2 is lower alkylamino group, R is alkoxycarbonyl; [A] is --CH=CH-- or ##EQU35## wherein R 1 is hydrogen, lower alkyl of from 1 to 4 carbon atoms, phenyl or substituted phenyl wherein the substituents on the substituted phenyl may be attached at the ortho, meta or para-positions of the phenyl ring and are halogen, lower alkoxy of from 1 to 4 carbon atoms or lower alkyl of from 1 to 4 carbon atoms; n is an integer of from 1 to 5; and the pharmaceutically acceptable salts and individual optical isomers thereof.
Claim 2
Dependent Claim
217 words
A compound of the formula ##EQU32## wherein R is hydrogen, alkylcarbonyl wherein the alkyl moiety contains from 1 to 4 carbon atoms, alkoxycarbonyl wherein the alkoxy moiety contains from 1 to 4 carbon atoms and may be straight or branched or ##EQU33## wherein R 10 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl; R 2 is hydroxy, straight or branched alkoxy group of from 1 to 8 carbon atoms, a lower alkylamino group wherein the alkyl moiety contains from 1 to 4 carbon atoms or ##EQU34## wherein R 4 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl with the proviso that when R 2 is lower alkylamino group, R is alkoxycarbonyl; [A] is --CH=CH-- or ##EQU35## wherein R 1 is hydrogen, lower alkyl of from 1 to 4 carbon atoms, phenyl or substituted phenyl wherein the substituents on the substituted phenyl may be attached at the ortho, meta or para-positions of the phenyl ring and are halogen, lower alkoxy of from 1 to 4 carbon atoms or lower alkyl of from 1 to 4 carbon atoms; n is an integer of from 1 to 5; and the pharmaceutically acceptable salts and individual optical isomers thereof.
Claim 3
Dependent Claim
25 words
A compound of claim 1 of the formula ##EQU36## wherein R, R 1 , R 2 and n have the meanings defined in claim 1.
Claim 4
Dependent Claim
19 words
A compound of claim 2 wherein R 2 is hydroxy or alkoxy of from 1 to 8 carbon atoms.
Claim 5
Dependent Claim
13 words
A compound of claim 3 wherein n is the integer 1 or 2.
Claim 6
Dependent Claim
16 words
A compound of claim 3 which is 4-acetamido-5-yne-hexanoic acid methyl ester and individual optical isomers thereof.
Claim 7
Dependent Claim
9 words
A compound of claim 4 wherein R is hydrogen.
Claim 8
Dependent Claim
18 words
A compound of claim 6 which is 3-amino-4-yne-pentanoic acid an pharmaceutically acceptable salts and individual optical isomers thereof.
Claim 9
Dependent Claim
18 words
A compound of claim 6 which is 4-amino-5-yne-hexanoic acid and pharmaceutically acceptable salts and individual optical isomers thereof.
Claim 10
Dependent Claim
14 words
A compound of claim 6 which is (+)4-amino-5-yne-hexanoic acid and pharmaceutically acceptable salts thereof.
Claim 11
Dependent Claim
21 words
A compound of claim 1 of the formula ##EQU37## wherein R and R 2 have the meanings defined in claim 1.
Claim 12
Dependent Claim
18 words
A compound of claim 10 which is 4-amino-5-yne-2-ene-hexanoic acid an pharmaceutically acceptable salts and individual optical isomers thereof.
Claim 13
Dependent Claim
164 words
A compound of the formula ##EQU38## wherein R is hydrogen, alkylcarbonyl wherein the alkyl moiety contains from 1 to 4 carbon atoms, alkoxycarbonyl wherein the alkoxy moiety contains from 1 to 4 carbon atoms and may be straight or branched or ##EQU39## wherein R 10 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl; R 2 is hydroxy, a straight or branched alkoxy group of from 1 to 8 carbon atoms, a lower alkylamino group wherein the alkyl moiety contains from 1 to 4 carbon atoms or ##EQU40## wherein R 4 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl with ;he proviso that when R 2 is an lower alkylamino group, R is an alkoxycarbonyl; [A'] is --CH=CH-- or -(CH 2 ) n - wherein n is an integer of from 1 to 5 and pharmaceutically acceptable salts and individual optical isomers thereof.
Claim 14
Dependent Claim
164 words
A compound of the formula ##EQU38## wherein R is hydrogen, alkylcarbonyl wherein the alkyl moiety contains from 1 to 4 carbon atoms, alkoxycarbonyl wherein the alkoxy moiety contains from 1 to 4 carbon atoms and may be straight or branched or ##EQU39## wherein R 10 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl; R 2 is hydroxy, a straight or branched alkoxy group of from 1 to 8 carbon atoms, a lower alkylamino group wherein the alkyl moiety contains from 1 to 4 carbon atoms or ##EQU40## wherein R 4 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl with ;he proviso that when R 2 is an lower alkylamino group, R is an alkoxycarbonyl; [A'] is --CH=CH-- or -(CH 2 ) n - wherein n is an integer of from 1 to 5 and pharmaceutically acceptable salts and individual optical isomers thereof.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-05-25 | 1979-11-24 | 1980-05-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-05-25 | 1983-11-24 | 1984-05-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-05-25 | 1987-11-24 | 1988-05-25 | $7700.00 | Window Closed / Lapsed |