US4154954A
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11-(2-Hydroxyethylthio) prostenoic acid E series derivatives
Assignee: Wyeth Holdings LLC
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Filing: 1977-10-17
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Granted: 1979-05-15
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Expires: 1997-10-17
Abstract
Abstract This disclosure describes certain 11-(2-hydroxyethylthio)-9-keto-prostenoic acid E series derivatives, and their intermediates, useful as bronchodilators and inflammatory medeator release inhibitors.
Inventors
- 👤 Martin J. Weiss
- 👤 Gerald J. Siuta
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 04:52
CPC Classifications
C; C07; C07C; C07C29/00; C07C29/09; C07C29/10; C07C29/095; C07C29/36; C07C29/38; C07C29/40; C07C29/42; C07C29/62; C07C31/00; C07C31/13; C07C31/133; C07C31/1336; C07C35/00; C07C35/02; C07C35/06; C07C405/00; C07C405/0008; C07C405/0033; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/0803; C07F7/081; C07F7/0812; C07F7/18; C07F7/1804; C07F7/22; C07F7/2208; C07B; C07B2200/00; C07B2200/07; C07B2200/09; C07C2601/00; C07C2601/02; C07C2601/04; C07C2601/06; C07C2601/08; C07C2601/12; C07C2601/14
Claims Analysis
Total Claims: 33
Claim 1
Independent Claim
27 words
An optically active compound of the formula: ##STR43## wherein Z is a divalent moiety selected from the gorup consisting of -(CH 2 ) 6 - and ##STR44##
Claim 2
Dependent Claim
27 words
An optically active compound of the formula: ##STR43## wherein Z is a divalent moiety selected from the gorup consisting of -(CH 2 ) 6 - and ##STR44##
Claim 3
Dependent Claim
118 words
R 1 is selected from the group consisting of hydroxy and C 1 -C 6 aloxy; and R is a moiety selected from the group consisting of ##STR45## wherein R 6 is selected from the group consisting of C 3 -C 5 alkyl, R 7 is selected from the group consisting of C 2 -C 4 alkyl, R 10 is selected from the group consisting of C 1 -C 4 alkyl, R 11 is selected from the group consisting C 3 -C 7 alkyl and R 12 is selected from the group consisting of C 1 -C 3 alkyl; the racemic mixture thereof; the mirror image thereof; and when R 1 is hydroxy, the pharmaceutically acceptable salts thereof.
Claim 4
Dependent Claim
118 words
R 1 is selected from the group consisting of hydroxy and C 1 -C 6 aloxy; and R is a moiety selected from the group consisting of ##STR45## wherein R 6 is selected from the group consisting of C 3 -C 5 alkyl, R 7 is selected from the group consisting of C 2 -C 4 alkyl, R 10 is selected from the group consisting of C 1 -C 4 alkyl, R 11 is selected from the group consisting C 3 -C 7 alkyl and R 12 is selected from the group consisting of C 1 -C 3 alkyl; the racemic mixture thereof; the mirror image thereof; and when R 1 is hydroxy, the pharmaceutically acceptable salts thereof.
Claim 5
Dependent Claim
27 words
An optically active compound according to claim 1, wherein Z, R and R 1 are as previously defined; and the substituent at the carbon-11 position is β-(2-hydroxyethylthio).
Claim 6
Dependent Claim
27 words
An optically active compound according to claim 1, wherein Z, R and R 1 are as previously defined; and the substituent at the carbon-11 position is α-(2-hydroxyethylthio).
Claim 7
Dependent Claim
45 words
An optically active compound according to claim 3, wherein Z and R 1 are as previously defined; and R is a moiety selected from the group consisting of ##STR46## wherein R 6 , R 10 , R 11 and R 12 are as previously defined.
Claim 8
Dependent Claim
36 words
An optically active compound according to claim 3, wherein Z and R 1 are as previously defined, and R is a moiety selected from the group consisting of ##STR47## wherein R 7 is as previously defined.
Claim 9
Dependent Claim
28 words
An optically active compound according to claim 5, wherein Z and R 1 are as previously defined; and R is ##STR48## wherein R 7 is as previously defined.
Claim 10
Dependent Claim
29 words
An optically active compound according to claim 4, wherein Z and R 1 are as previously defined; and R is a moiety selected from the group consisting of ##STR49##
Claim 11
Dependent Claim
29 words
An optically active compound according to claim 4, wherin Z and R 1 are as previously defined; and R is a moiety selected from the group consisting of ##STR50##
Claim 12
Dependent Claim
11 words
The optically active compound according to claim 2, methyl nat. 11β-(2-hydroxyethylthio)-16(R)-hydroxy-9-oxo-13-trans-prostenoate.
Claim 13
Dependent Claim
11 words
The optically active compound according to claim 2, methyl nat. 11β-(2-hydroxyethylthio)-16(S)-hydroxy-9-oxo-13-trans-prostenoate.
Claim 14
Dependent Claim
9 words
The racemic compound according to claim 2, methyl dl-11β-(2-hydroxyethylthio)-16-hydroxy-9-oxo-13-transprostenoate.
Claim 15
Dependent Claim
10 words
The racemic compound according to claim 2, dl-11β-(2-hydroxyethylthio)-16-hydroxy-16-methyl-9-oxo-5-cis, 13-trans-prostadienoic acid.
Claim 16
Dependent Claim
10 words
The racemic compound according to claim 6, methyl di-11α-(2 -hydroxyethylthio)-16-hydroxy-17-methyl-9-oxo-5-cis,13-trans-prostenoate.
Claim 17
Dependent Claim
9 words
The racemic compound according to claim 6, dl-11α-(2-hydroxyethylthio)-16-hydroxy-17-methyl-9-oxo-13-trans-prostenoic acid.
Claim 18
Dependent Claim
11 words
The optically active compound according to claim 7, methyl nat. 11α-(2-hydroxyethylthio)-16(S)-hydroxy-9-oxo-13-trans-prostenoate.
Claim 19
Dependent Claim
11 words
The optically active compound according to claim 7, methyl nat. 11α(2-hydroxyethylthio)-16(R)-hydroxy-9-oxo-13-trans-prostenoate.
Claim 20
Dependent Claim
12 words
The optically acitive compound according to claim 7, nat. 11α-(2-hydroxyethylthio)-16(S)-hydroxy-5-cis, 13-trans-prostadienoc acid.
Claim 21
Dependent Claim
11 words
The optically active compound according to claim 7, nat. 11α-(2-hydroxyethylthio)-16(R)-hydroxy-5-cis,13-trans-prostadienoic acid.
Claim 22
Dependent Claim
8 words
The racemic according to claim 7, methyl dl-11α-(2-hydroxyethylthio)-16-hydroxy-9-oxo-13-trans-prostenoate.
Claim 23
Dependent Claim
9 words
The racemic compound according to claim 7, dl-11α-(2-hydroxyethylthio)-16-5-cis,13-trans-prostadienoic acid.
Claim 24
Dependent Claim
9 words
The racemeic compound according to claim 7, dl-11α-(2-hydroxyethylthio)-16-hydroxy-5-cis,13-trans,17-trans-prostatrienoic acid.
Claim 25
Dependent Claim
9 words
The racemic compound according to claim 7, dl-11α-(2-hydroxyethylthio)-16-hydroxy-9-oxo-13-trans,17-trans-prostadienoic acid.
Claim 26
Dependent Claim
9 words
The racemic compound according to claim 8, dl-11α-(2-hydroxyethylthio)-16-hydroxy-16-methyl-9-oxo-5-cis,13-trans-prostadieoic acid.
Claim 27
Dependent Claim
9 words
The racemic compound according to claim 8, dl-11α-(2-hydroxyethylthio)-16-hydroxy-16-cyclopropyl-9-oxo-5-cis,13-trans-prostadienoic acid.
Claim 28
Dependent Claim
9 words
The racemic compound according to claim 8, dl-11α-(2-hydroxyethylthio)16-hydroxy-16-vinyl-9-oxo-5-cis,13-trans-prostadienoic acid.
Claim 29
Dependent Claim
9 words
The racemic compound according to claim 8, dl-11α-(2-hydroxyethylthio)-16-hydroxy-16-methyl-9-oxo-5-cis,13-trans,17-trans-prostatrienoic acid.
Claim 30
Dependent Claim
9 words
The racemic compound according to claim 8, dl-11α-(2-hydroxyethylthio)-16-hydroxy-16-cyclopropyl-9-oxo-13-trans-prostenoic acid.
Claim 31
Dependent Claim
9 words
The racemic compound according to claim 8, dl-11α(2-hydroxyethylthio)-16-hydroxy-16-vinyl-9-oxo-13-trans-prostenoic acid.
Claim 32
Dependent Claim
9 words
The racemic compound according to claim 8, dl-11α-(2-hydroxyethylthio)-16-hydroxy-16-methyl-9-oxo-13-trans-17-trans-prostadienoic acid.
Claim 33
Dependent Claim
9 words
The racemic compound according to claim 8, dl-11α-(2-hydroxyethylthio)-16-hydroxy-16-methyl-9-oxo-13-trans-prostenoic acid.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-05-14 | 1982-11-13 | 1983-05-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-05-14 | 1986-11-13 | 1987-05-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-05-14 | 1990-11-13 | 1991-05-15 | $7700.00 | Window Closed / Lapsed |