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US4360685A Expired / Lapsed US ⏱️ 0.0 years remaining

Dioxatricyclic prostacyclin analogs

Assignee: ER Squibb and Sons LLC
•
Filing: 1981-09-25
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Granted: 1982-11-23
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Expires: 2001-09-25
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Abstract

Abstract New dioxatricyclic prostacyclin analogs are provided which have the general formula ##STR1## wherein R is hydrogen or lower alkyl, Q is a single bond or --CH 2 --, m is 1 to 9 and n is 3 or 4, and all stereoisomers thereof, and are useful as cardiovascular agents.

Inventors

  • 👤 Martin F. Haslanger
  • 👤 Peter W. Sprague

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 17:31
CPC Classifications
C; C07; C07D; C07D493/00; C07D493/02; C07D493/08; A; A61; A61P; A61P7/00; A61P7/02

Claims Analysis

Total Claims: 25
Claim 1
Independent Claim 39 words
A compound having the structural formula ##STR20## and including all stereoisomers thereof, wherein R is hydrogen or lower alkyl, Q is a single bond or --CH 2 --, m is 1 to 9, and n is 3 or 4.
Claim 2
Dependent Claim 39 words
A compound having the structural formula ##STR20## and including all stereoisomers thereof, wherein R is hydrogen or lower alkyl, Q is a single bond or --CH 2 --, m is 1 to 9, and n is 3 or 4.
Claim 3
Dependent Claim 14 words
The compound of claim 1 having the structure ##STR21## and including all stereoisomers thereof.
Claim 4
Dependent Claim 14 words
The compound of claim 1 having the structure ##STR22## and including all stereoisomers thereof.
Claim 5
Dependent Claim 27 words
The compound of claim 1 wherein R is hydrogen and m is 4 so that (CH 2 ) m CH 3 represents C 5 H 11 .
Claim 6
Dependent Claim 9 words
The compound of claim 2 having the structure ##STR23##
Claim 7
Dependent Claim 22 words
The compound of claim 5 wherein R is H and --(CH 2 ) m CH 3 is --C 5 H 11 .
Claim 8
Dependent Claim 18 words
The compound of claim 6 wherein n is 3 and having the name [2α,3aα,5Z,7α,7aα,8S*(1E,3R)]-5-[hexahydro-8-(3-hydroxy-1-octenyl)-2,7-methano-5H-furo[3,2-b]pyran-5-ylidene]pentanoic acid or [2α,3aα,5α(E),7α,7aα,8S*(1E,3R)]-5-[hexahydro-8-(3-hydroxy-1-octenyl)-2,7-methano-2H-furo[3,2-b]pyran-5-yl]-4-pentenoic acid.
Claim 9
Dependent Claim 18 words
The compound of claim 6 wherein n is 4 and having the name [2α,3aα,6Z,7α,7aα,8S*(1E,3R)]-6-[hexahydro-8-(3-hydroxy-1-octenyl)-2,7-methano-5H-furo[3,2-b]pyran-6-ylidine]hexanoic acid or [2α,3aα,5α(E),7α,7aα,8S*(1E,3R)]-6-[hexahydro-8-(3-hydroxy-1-octenyl)-2,7-methano-2H-furo[3,2-b]pyran-6-yl]-5-hexenoic acid.
Claim 10
Dependent Claim 9 words
The compound of claim 2 having the structure ##STR24##
Claim 11
Dependent Claim 21 words
The compound of claim 9 wherein R is H and --(CH 2 ) m CH is --C 5 H 11 .
Claim 12
Dependent Claim 18 words
The compound of claim 10 wherein n is 3 and having the name [2α,3aα,5Z,7α,7aα,8S*(1E,3S)]-5-[hexahydro-8-(3-hydroxy-1-octenyl)-2,7-methano-5H-furo[3,2-b]pyran-5-ylidene]pentanoic acid or [2α,3aα,5α(E),7α,7aα,8S*(1E,3S)]-5-[hexahydro-8-(3-hydroxy-1-octenyl)-2,7-methano-2H-furo[3,2-b]-pyran-5-yl]-4-pentenoic acid.
Claim 13
Dependent Claim 18 words
The compound of claim 10 wherein n is 4 and having the name [2α,3aα,6Z,7α,7aα,8S*(1E,3S)]-6-[hexahydro-8-(3-hydroxy-1-octenyl)-2,7-methano-5H-furo[3,2-]pyran-6-ylidine]hexanoic acid or [2α,3aα,5α(E),7α,7aα,8S*(1E,3S)]-6-[hexahydro-8-(3-hydroxy-1-octenyl)-2,7-methano-2H-furo-[3,2-b]pyran-6-yl]-5-hexenoic acid.
Claim 14
Dependent Claim 9 words
The compound of claim 3 having the structure ##STR25##
Claim 15
Dependent Claim 22 words
The compound of claim 13 wherein R is H and --(CH 2 ) m CH 3 is C 5 H 11 .
Claim 16
Dependent Claim 18 words
The compound of claim 14 wherein n is 3 and having the name [2α,3aα,6Z,6α,6aα,7S*(1E,3R)]-6-[tetrahydro-7-(3-hydroxy-1-octenyl)-2,6-methano-furo[3,2-b]furan-5(2H)-ylidene]hexanoic acid or [2α,3aα,5α(E),6α,6aα,7S*(1E,3R)]-6-[hexahydro-7-(3-hydroxy-1-octenyl)-2,6-methano-furo[3,2-b]-furan-5-yl]-5-hexanoic acid.
Claim 17
Dependent Claim 18 words
The compound of claim 14 wherein n is 4 and having the name [2α,3aα,5Z,6α,6aα,7S*(1E,3R)]-5-[tetrahydro-7-(3-hydroxy-1-octenyl)-2,6-methano-furo[3,2-b]furan-5(2H)-ylidene]pentanoic acid or [2α,3aα,5α(E),6α,6aα,7S*(1E,3R)]-5-[hexahydro-7-(3-hydroxy-1-octenyl)-2,6-methano-furo[3,2-b]-furan-5-yl]-4-pentenoic acid.
Claim 18
Dependent Claim 9 words
The compound of claim 13 having the structure ##STR26##
Claim 19
Dependent Claim 22 words
The compound of claim 17 wherein R is H and --(CH 2 ) m CH 3 is --C 5 H 11 .
Claim 20
Dependent Claim 18 words
The compound of claim 18 wherein n is 3 and having the name [2α,3aα,5Z,6α,6aα,7S*(1E,3S)]-5-[tetrahydro-7-(3-hydroxy-1-octenyl)-2,6-methano-furo[3,2-b]furan-5(2H)-ylidine]pentanoic acid or [2α,3aα,5α(E),6α,7aα,7S*(1E,3S)]-5-[hexahydro-7-(3-hydroxy-1-octenyl)-2,6-methano-furo[3,2-b]furan-5-yl]-4-pentenoic acid.
Claim 21
Dependent Claim 18 words
The compound of claim 18 wherein n is 4 and having the name [2α,3aα,6Z,6α,6aα,7S*(1E,3S)]-6-[tetrahydro-7-(3-hydroxy-1-octenyl)-2,6-methano-furo[3,2-b]furan-5(2H)-ylidene]hexanoic acid or [2α,3aα,5α(E),6α,6aα,7S*(1E,3S)]-6-[hexahydro-7-(3-hydroxy-1-octenyl)-2,6-methano-furo[3,2-b]-furan-5-yl]-5-hexenoic acid.
Claim 22
Dependent Claim 10 words
The compound of claim 1 wherein R is lower alkyl.
Claim 23
Dependent Claim 23 words
The compound of claim 21 wherein R is CH 3 and (CH 2 ) m CH 3 is C 5 H 11 .
Claim 24
Dependent Claim 23 words
The compound of claim 2 wherein R is CH 3 and (CH 2 ) m CH 3 is C 5 H 11 .
Claim 25
Dependent Claim 23 words
The compound of claim 3 wherein R is CH 3 and (CH 2 ) m CH 3 is C 5 H 11 .

References Cited (Backward Citations)

US4143054A Cited
US4187236A Cited
US4220594A Cited
US4254044A Cited
US4228180A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-11-22 1986-05-24 1986-11-23 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-11-22 1990-05-24 1990-11-23 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-11-22 1994-05-24 1994-11-23 $7700.00 Window Closed / Lapsed

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