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US4281168A Expired / Lapsed US ⏱️ 0.0 years remaining

11-Deoxy-inter-oxa-19-oxo-PGE1 compounds

Assignee: Pharmacia and Upjohn Co
•
Filing: 1980-03-20
•
Granted: 1981-07-28
•
Expires: 2000-03-20
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Abstract

Abstract The present invention provides novel 11-deoxy-inter-oxa-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 2026-10-29 21:53
CPC Classifications
C; C07; C07C; C07C405/00; C07C405/0008; C07C405/0016; C07C405/0025

Claims Analysis

Total Claims: 5
Claim 1
Independent Claim 201 words
A compound of the formula ##STR2## wherein D is (1) (CH 2 ) 3 --O--CH 2 --, (2) (CH 2 ) 3 --O--CF 2 --, or (3) --CH 2 --O--(CH 2 ) 3 --; 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 cis- or trans-CH═CH--.
Claim 2
Dependent Claim 201 words
A compound of the formula ##STR2## wherein D is (1) (CH 2 ) 3 --O--CH 2 --, (2) (CH 2 ) 3 --O--CF 2 --, or (3) --CH 2 --O--(CH 2 ) 3 --; 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 cis- or trans-CH═CH--.
Claim 3
Dependent Claim 13 words
A compound according to claim 1, wherein R 6 is hydrogen or methyl.
Claim 4
Dependent Claim 9 words
11-Deoxy-5-oxa-19-oxo-PGE 1 , a compound according to claim 2.
Claim 5
Dependent Claim 9 words
11-Deoxy-5-Oxa-15(R)-19-oxo-PGE 1 , a compound according to claim 2.

References Cited (Backward Citations)

JPS5182245A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-07-27 1985-01-26 1985-07-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-07-27 1989-01-26 1989-07-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-07-27 1993-01-26 1993-07-28 $7700.00 Window Closed / Lapsed

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