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US4260786A
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13,14-Didehydro-inter-phenylene-11-deoxy-19-oxo-PGE1 compounds
Assignee: Pharmacia and Upjohn Co
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Filing: 1980-03-20
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Granted: 1981-04-07
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Expires: 2000-03-20
Abstract
Abstract The present invention provides novel 13,14-didehydro-interphenylene-11-deoxy-19-oxo-PGE 1 compounds, which are useful for a variety of pharmacological purposes, e.g., antiasthmatic indications.
Inventors
- 👤 John C. Sih
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 17:13
CPC Classifications
C; C07; C07D; C07D307/00; C07D307/77; C07D307/93; C07D307/935; C07C; C07C405/00; C07C405/0008; C07C405/0016; C07C405/0025; C07C405/0041; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/38; C07F9/40; C07F9/4003; C07F9/4015
Claims Analysis
Total Claims: 7
Claim 1
Independent Claim
6 words
A compound of the formula ##STR2##
Claim 2
Dependent Claim
6 words
A compound of the formula ##STR2##
Claim 3
Dependent Claim
183 words
wherein D is (1) --(m-Ph)--(CH 2 ) 2 --; or (2) --(m-Ph)--O--CH 2 --, wherein --(m-Ph)-- is inter-meta-phenylene; wherein Q is α-OH:β-R 5 or α-R 5 :β-OH, wherein R 5 is hydrogen or methyl; wherein R 6 is (a) hydrogen, (b) alkyl of one to 12 carbon atoms, inclusive, (c) cycloalkyl of 3 to 10 carbon atoms, inclusive, (d) aralkyl of 7 to 12 carbon atoms, inclusive, (e) phenyl, (f) phenyl substituted with one, 2, or 3 chloro or alkyl groups of one to 3 carbon atoms, inclusive, (g) --(p-Ph)--CO--CH 3 , (h) --(p-Ph)--NH--CO--(p-Ph)--NH--CO--CH 3 , (i) --(p-Ph)--NH--CO--(p-Ph), (j) --(p-Ph)--NH--CO--CH 3 , (k) --(p-Ph)--NH--CO--NH 2 , (l) --(p-Ph)--CH═N--NH--CO--NH 2 , (m) β-naphthyl, (n) --CH 2 --CO--R 28 , wherein (p-Ph) is para-phenyl or inter-para-phenylene, wherein R 28 is phenyl, p-bromophenyl, p-biphenylyl, p-nitrophenyl, p-benzamidophenyl, or 2-naphthyl, or (o) a pharmacologically acceptable cation; wherein R 3 and R 4 are hydrogen, methyl, or fluoro, being the same or different, with the proviso that one of R 3 and R 4 is fluoro only when the other is hydrogen or fluoro; and wherein X is --C.tbd.C--.
Claim 4
Dependent Claim
183 words
wherein D is (1) --(m-Ph)--(CH 2 ) 2 --; or (2) --(m-Ph)--O--CH 2 --, wherein --(m-Ph)-- is inter-meta-phenylene; wherein Q is α-OH:β-R 5 or α-R 5 :β-OH, wherein R 5 is hydrogen or methyl; wherein R 6 is (a) hydrogen, (b) alkyl of one to 12 carbon atoms, inclusive, (c) cycloalkyl of 3 to 10 carbon atoms, inclusive, (d) aralkyl of 7 to 12 carbon atoms, inclusive, (e) phenyl, (f) phenyl substituted with one, 2, or 3 chloro or alkyl groups of one to 3 carbon atoms, inclusive, (g) --(p-Ph)--CO--CH 3 , (h) --(p-Ph)--NH--CO--(p-Ph)--NH--CO--CH 3 , (i) --(p-Ph)--NH--CO--(p-Ph), (j) --(p-Ph)--NH--CO--CH 3 , (k) --(p-Ph)--NH--CO--NH 2 , (l) --(p-Ph)--CH═N--NH--CO--NH 2 , (m) β-naphthyl, (n) --CH 2 --CO--R 28 , wherein (p-Ph) is para-phenyl or inter-para-phenylene, wherein R 28 is phenyl, p-bromophenyl, p-biphenylyl, p-nitrophenyl, p-benzamidophenyl, or 2-naphthyl, or (o) a pharmacologically acceptable cation; wherein R 3 and R 4 are hydrogen, methyl, or fluoro, being the same or different, with the proviso that one of R 3 and R 4 is fluoro only when the other is hydrogen or fluoro; and wherein X is --C.tbd.C--.
Claim 5
Dependent Claim
13 words
A compound according to claim 1, wherein R 6 is hydrogen or methyl.
Claim 6
Dependent Claim
9 words
13,14-Didehydro-3,7-inter-m-phenylene-4,5,6-trinor-3-oxa-11-deoxy-19-oxo-PGE 1 , a compound according to claim 2.
Claim 7
Dependent Claim
9 words
13,14-Didehydro-3,7-inter-m-phenylene-4,5,6-trinor-3-oxa-11-deoxy-15(R)-19-oxo-PGE 1 , a compound according to claim 2.
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) | 1984-04-06 | 1984-10-06 | 1985-04-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-04-06 | 1988-10-06 | 1989-04-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-04-06 | 1992-10-06 | 1993-04-07 | $7700.00 | Window Closed / Lapsed |