US4131737A
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US
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15-Deoxy-16-hydroxy-16-substituted-3-thia-prostanoic acids
Assignee: Wyeth Holdings LLC
•
Filing: 1977-03-30
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Granted: 1978-12-26
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Expires: 1997-03-30
Abstract
Abstract This disclosure describes novel 15-deoxy-16-hydroxy-16-substituted prostanoic acids and conomers thereof having utility as bronchodilators as hypotensive agents, and as agents for the control of excessive gastric secretion.
Inventors
- 👤 Middleton B. Floyd, Jr.
- 👤 Martin J. Weiss
- 👤 Charles V. Gredeinskas
- 👤 Sow-mei C. Chen
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 11:11
CPC Classifications
C; C07; C07C; C07C405/00; C07C405/0008; C07C405/0033; A; A61; A61P; A61P1/00; A61P15/00; A61P15/04; A61P25/00; A61P29/00; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/18; C07F7/1804; C07F7/22; C07F7/2208
Claims Analysis
Total Claims: 56
Claim 1
Independent Claim
87 words
A compound of the formula: ##STR27## wherein R 1 is selected from the group consisting of hydrogen and C 1 -C 6 alkyl; R 2 is selected from the group consisting of C 3 -C 7 alkyl; X is a divalent moiety selected from the group consisting of those of the formulae: ##STR28## wherein R 3 is selected from the group consisting of vinyl and cyclopropyl; n is an integer from 3 to 5, inclusive; and when R 1 is hydrogen, the pharmacologically acceptable cation salts thereof.
Claim 2
Dependent Claim
87 words
A compound of the formula: ##STR27## wherein R 1 is selected from the group consisting of hydrogen and C 1 -C 6 alkyl; R 2 is selected from the group consisting of C 3 -C 7 alkyl; X is a divalent moiety selected from the group consisting of those of the formulae: ##STR28## wherein R 3 is selected from the group consisting of vinyl and cyclopropyl; n is an integer from 3 to 5, inclusive; and when R 1 is hydrogen, the pharmacologically acceptable cation salts thereof.
Claim 3
Dependent Claim
10 words
The compound according to claim 1 wherein n is 4.
Claim 4
Dependent Claim
8 words
The compound according to claim 2, 11α,16-dihydroxy-16-vinyl-9-oxo-3-thia-13-trans-prostenoic acid.
Claim 5
Dependent Claim
9 words
The compound according to claim 2, 11α, 16-dihydroxy-16-vinyl-20-methyl-9-oxo-3-thia-13-trans-prostenoic acid.
Claim 6
Dependent Claim
9 words
The compound according to claim 2, 11α ,16-dihydroxy-16-vinyl-9-oxo-20-ethyl-3-thia-13-trans-prostenoic acid.
Claim 7
Dependent Claim
8 words
The compound according to claim 2, methyl 11α,16-dihydroxy-16-vinyl-9-oxo-3-thia-13-trans-prostenoate.
Claim 8
Dependent Claim
8 words
The compound according to claim 2, 11α,16-dihydroxy-16-cyclopropyl-9-oxo-3-thia-13trans-prostenoic acid.
Claim 9
Dependent Claim
9 words
The compound according to claim 2, 11α ,16-dihydroxy-16-cyclopropyl-9-oxo-20-methyl-3-thia-13-trans-prostenoic acid.
Claim 10
Dependent Claim
8 words
The compound according to claim 2, 11α,16-dihydroxy-16-cyclopropyl-9-oxo-20-ethyl-3-thia-13-trans-prostenoic acid.
Claim 11
Dependent Claim
10 words
The compound according to claim 2, methyl 11α, 16-dihydroxy-16-cyclopropyl-9-oxo-3-thia-13-trans-prostenoate. 14
Claim 12
Dependent Claim
7 words
The compound according to claim 2, methyl-9-oxo-11α,16-dihydroxy-16-vinyl-20-ethyl-13-trans-3-thia-prostenoate.
Claim 13
Dependent Claim
8 words
The compound according to claim 2, methyl 11α,16-dihydroxy-16-vinyl-20-methyl-9-oxo-3-thia-13-trans-prostenoate.
Claim 14
Dependent Claim
8 words
The compound according to claim 2, methyl 11α,16-dihydroxy-16-cyclopropyl-9-oxo-20-methyl-3-thia-13-trans-prostenoate.
Claim 15
Dependent Claim
8 words
The compound according to claim 2, methyl 11α,16-dihydroxy-16-cyclopropyl-9-oxo-20-ethyl-3-thia-13-trans-prostenoate.
Claim 16
Dependent Claim
8 words
The compound according to claim 2, 9-oxo-11α,16-dihydroxy-16-vinyl-20-nor-13-trans-3-thia-prostenoic acid.
Claim 17
Dependent Claim
9 words
The compound according to claim 2, methyl 9-oxo-11α,16-dihydroxy- 16-vinyl-20-nor-13-trans-3-thia-prostenoate.
Claim 18
Dependent Claim
103 words
A compound of the formula: ##STR29## wherein Y is a divalent moiety selected from the group consisting of those of the formulae: ##STR30## R 1 is selected from the group consisting of hydrogen and C 1 -C 6 alkyl; R 2 is selected from the group consisting of C 3 -C 7 alkyl; X is a divalent moiety selected from the group consisting of those of the formulae: ##STR31## wherein R 3 is selected from the group consisting of vinyl and cyclopropyl; n is an integer from 3 to 5 inclusive; and when R 1 is hydrogen, the pharmacologically acceptable cation salts thereof.
Claim 19
Dependent Claim
103 words
A compound of the formula: ##STR29## wherein Y is a divalent moiety selected from the group consisting of those of the formulae: ##STR30## R 1 is selected from the group consisting of hydrogen and C 1 -C 6 alkyl; R 2 is selected from the group consisting of C 3 -C 7 alkyl; X is a divalent moiety selected from the group consisting of those of the formulae: ##STR31## wherein R 3 is selected from the group consisting of vinyl and cyclopropyl; n is an integer from 3 to 5 inclusive; and when R 1 is hydrogen, the pharmacologically acceptable cation salts thereof.
Claim 20
Dependent Claim
10 words
The compound according to claim 17, wherein n is 4.
Claim 21
Dependent Claim
8 words
The compound according to claim 18, 9β,11α,16-trihydroxy-16-cyclopropyl-20-nor-3-thia-13-trans-prostenoic acid.
Claim 22
Dependent Claim
8 words
The compound according to claim 18, methyl 9β,11α,16-trihydroxy-16-cyclopropyl-20-nor-3-thia-13-trans-prostenoate.
Claim 23
Dependent Claim
8 words
The compound according to claim 18, 9β,11α,16-trihydroxy-16-cyclopropyl-20-methyl-3-thia-13-trans-prostenoic acid.
Claim 24
Dependent Claim
8 words
The compound according to claim 18, methyl 9β,11α,16-trihydroxy-16-cyclopropyl-20-methyl-3-thia-13-trans-prostenoate.
Claim 25
Dependent Claim
8 words
The compound according to claim 18, 9β,11α,16-trihydroxy-16-cyclopropyl-20-ethyl-13-trans-prostenoic acid.
Claim 26
Dependent Claim
8 words
The compound according to claim 18, methyl 9β,11α,16-trihydroxy-16-cyclopropyl-20-ethyl-13-trans-prostenoate.
Claim 27
Dependent Claim
8 words
The compound according to claim 18, 9β,11α,16-trihydroxy-16-vinyl-20nor-13-trans-prostenoic acid.
Claim 28
Dependent Claim
8 words
The compound according to claim 18, methyl 9β,11α,16-trihydroxy-16-vinyl-20-nor-13-trans-prostenoate.
Claim 29
Dependent Claim
8 words
The compound according to claim 18, 9β,11α,16-trihydroxy-16-vinyl-20-methyl-13-trans-3-thia-prostenoic acid.
Claim 30
Dependent Claim
8 words
The compound according to claim 18, methyl 9β,11α,16-trihydroxy-16-vinyl-20-methyl-13-trans-3-thia-prostenoate.
Claim 31
Dependent Claim
8 words
The compound according to claim 18, 9β,11α,16-trihydroxy-16-vinyl-20-ethyl-13-trans-3-thia-prostenoic acid.
Claim 32
Dependent Claim
8 words
The compound according to claim 18, methyl 9β,11α,16-trihydroxy-16-vinyl-20-ethyl-13-trans-3-thia-prostenoate.
Claim 33
Dependent Claim
8 words
The compound according to claim 18, 9β,11α,16-trihydroxy-16-cyclopropyl-13-trans-3-thia-prostenoic acid.
Claim 34
Dependent Claim
8 words
The compound according to claim 18, methyl 9β,11α,16-trihydroxy-16-cyclopropyl-13-trans-3-thia-prostenoate
Claim 35
Dependent Claim
8 words
The compound according to claim 18, 9β,11α,16-trihydroxy-16-vinyl-13-trans-3-thia-prostenoic acid.
Claim 36
Dependent Claim
8 words
The compound according to claim 18, methyl 9β,11α,16-trihydroxy-16vinyl-13-trans-3-thia-prostenoate.
Claim 37
Dependent Claim
10 words
The compound according to claim 20, wherein n is 4.
Claim 38
Dependent Claim
23 words
A compound according to claim 17, wherein R 1 , R 2 X and n are as previously defined; and Y is ##STR32##
Claim 39
Dependent Claim
8 words
The compound according to claim 36, 9α,11α,16-trihydroxy-16-vinyl-3-thia-13-trans-prostenoic acid.
Claim 40
Dependent Claim
8 words
The compound according to claim 36, 9α,11α,16-trihydroxy-16-vinyl-20-ethyl-3-thia-13-trans-prostenoic acid.
Claim 41
Dependent Claim
8 words
The compound according to claim 36, methyl 9α,-11α,16-trihydroxy-16-vinyl-3-thia-13-trans-prostenoate.
Claim 42
Dependent Claim
8 words
The compound according to claim 36, 9α,11α,16-trihydroxy-16-cyclopropyl-3-thia-13-trans-prostenoic acid.
Claim 43
Dependent Claim
8 words
The compound according to claim 36, 9α,11α,16-trihydroxy-16-cyclopropyl-20-ethyl-3-thia-13-trans-prostenoic acid.
Claim 44
Dependent Claim
8 words
The compound according to claim 36, methyl 9α,11α,16-trihydroxy-16-cyclopropyl-3-thia-13-trans-prostenoate.
Claim 45
Dependent Claim
8 words
The compound according to claim 36, 9α,11α,16-trihydroxy-16-cyclopropyl-20-nor-13-trans-3-thia-prostenoic acid.
Claim 46
Dependent Claim
8 words
The compound according to claim 36, methyl 9α,11α,16-trihydroxy-16-cyclopropyl-20-nor-13-trans-3-thia-prostenoate.
Claim 47
Dependent Claim
10 words
The compound according to claim 36, 9α ,11α ,16-trihydroxy-16-cyclopropyl-20-methyl-13-trans-3-thia-prostenoic acid.
Claim 48
Dependent Claim
8 words
The compound according to claim 36, methyl 9α,11α,16-trihydroxy-16-cyclopropyl-20-methyl-13-trans-3-thia-prostenoate.
Claim 49
Dependent Claim
8 words
The compound according to claim 36, 9α,11α,16-trihydroxy-16-vinyl-20-nor-13-trans-3-thia-prostenoic acid.
Claim 50
Dependent Claim
8 words
The compound according to claim 36, methyl 9α,11α,16-trihydroxy-16-vinyl-20-nor-13-trans-3-thia-prostenoate.
Claim 51
Dependent Claim
8 words
The compound according to claim 36, 9α,11α,16-trihydroxy-16-vinyl-20-methyl-13-trans-3-thia-prostenoic acid.
Claim 52
Dependent Claim
8 words
The compound according to claim 36, methyl 9α,11α,16-trihydroxidy-16-vinyl-20-methyl-13-trans-3-thia-prostenoate.
Claim 53
Dependent Claim
8 words
The compound according to claim 36, methyl 9α,11α,16-trihydroxy-16-vinyl-20-ethyl-3-thia-13-trans-prostenoate.
Claim 54
Dependent Claim
10 words
The compound according to claim 36, methyl 9α,11α,16-trihydroxy-16-cyclopropyl-20-ethyl-3-thia-13-trans-prostenoate. Examples 21-25
Claim 55
Dependent Claim
20 words
In the manner of Example 10 the following 4-substituted-1-alkyn-4-ols of Table 4 below are converted to their corresponding trimethylsilyl ethers.
Claim 56
Dependent Claim
20 words
In the manner of Example 10 the following 4-substituted-1-alkyn-4-ols of Table 4 below are converted to their corresponding trimethylsilyl ethers.
References Cited (Backward Citations)
US3965143A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-12-25 | 1982-06-26 | 1982-12-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-12-25 | 1986-06-26 | 1986-12-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-12-25 | 1990-06-26 | 1990-12-26 | $7700.00 | Window Closed / Lapsed |