US4227011A
Expired / Lapsed
US
⏱️ 0.0 years remaining
15-Deoxy-16-hydroxy-16-chloromethyl or bromomethyl prostaglandins of the E and F series
Assignee: Wyeth Holdings LLC
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Filing: 1979-06-07
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Granted: 1980-10-07
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Expires: 1999-06-07
Abstract
Abstract The invention disclosed herein relates to pharmacologically active prostaglandins of the E and F series in which C-16 is substituted with hydroxyl and chloromethyl or bromomethyl as well as the pharmacologically acceptable, nontoxic lower alkyl esters and salts thereof, and to the intermediates and processes for producing such compounds.
Inventors
- 👤 Sow-mei L. Chen
- 👤 Charles V. Grudzinskas
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 12:16
CPC Classifications
C; C07; C07C; C07C29/00; C07C29/36; C07C29/38; C07C29/42; C07C405/00; C07C405/0008; C07C405/0025; C07C45/00; C07C45/45; C07C45/61; C07C45/63; C07C45/67; C07C45/68; C07C45/70; C07C45/71; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/18; C07F7/1804; C07F7/22; C07F7/2208
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
111 words
An optically active compound of the formula: ##STR15## wherein Y is ##STR16## X is ##STR17## R 1 is hydrogen or hydroxyl; R 2 is hydrogen or C 1 to C 6 alkyl; R 3 is chloromethyl and bromomethyl; R 4 is hydrogen and C 1 to C 3 alkyl; Z is selected from the group consisting of a divalent moiety of the formula --(CH 2 ) n --, --(CH 2 ) m OCH 2 -- and --(CH 2 ) m SCH 2 -- wherein n is 5 to 7 and M is 3 to 5 and the racemic mixture thereof, and when R 1 is hydrogen, the pharmaceutically acceptable salts thereof.
Claim 2
Dependent Claim
111 words
An optically active compound of the formula: ##STR15## wherein Y is ##STR16## X is ##STR17## R 1 is hydrogen or hydroxyl; R 2 is hydrogen or C 1 to C 6 alkyl; R 3 is chloromethyl and bromomethyl; R 4 is hydrogen and C 1 to C 3 alkyl; Z is selected from the group consisting of a divalent moiety of the formula --(CH 2 ) n --, --(CH 2 ) m OCH 2 -- and --(CH 2 ) m SCH 2 -- wherein n is 5 to 7 and M is 3 to 5 and the racemic mixture thereof, and when R 1 is hydrogen, the pharmaceutically acceptable salts thereof.
Claim 3
Dependent Claim
13 words
A compound according to claim 1 wherein R 3 is --CH 2 Cl.
Claim 4
Dependent Claim
20 words
The racemic compounds according to claim 2, 11α,16-dihydroxy-9-oxo-16-chloromethyl-13-trans-prostenoic acid, the individual 16α- and 16β-hydroxy racemates, and the methyl esters thereof.
Claim 5
Dependent Claim
22 words
The optically active compounds according to claim 2, nat. 11α,16-dihydroxy-9-oxo-16-chloromethyl-13-trans-prostenoic acid, the individual 16α- and 16β-hydroxy isomers, and the methyl esters thereof.
Claim 6
Dependent Claim
15 words
The optically active compound according to claim 4, nat. 11α,16-dihydroxy-9-oxo-16-chloromethyl-13 trans prostenoic acid, methyl ester.
References Cited (Backward Citations)
US4191699A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-10-07 | 1984-04-07 | 1984-10-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-10-07 | 1988-04-07 | 1988-10-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-10-07 | 1992-04-07 | 1992-10-07 | $7700.00 | Window Closed / Lapsed |