US4463015A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Aryl substituted 7-oxabicycloheptane compounds, useful in inhibiting platelet aggregation
Assignee: ER Squibb and Sons LLC
•
Filing: 1982-08-18
•
Granted: 1984-07-31
•
Expires: 2002-08-18
Abstract
Abstract 7-Oxabicycloheptane and prostaglandin analogs are provided having the structural formula ##STR1## and including all stereoisomers thereof. The compounds are cardiovascular agents useful, for example, in the treatment of thrombolytic disease.
Inventors
- 👤 Martin F. Haslanger
- 👤 Masami Nakane
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 01:47
CPC Classifications
C; C07; C07D; C07D493/00; C07D493/02; C07D493/08; C07D211/00; C07D211/92; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/38; C07F9/40; C07F9/4003; C07F9/4018; C07F9/4056; C07F9/4059
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
339 words
A compound having the structural formula ##STR72## and including all stereoisomers thereof; wherein Z is ##STR73## n is 1 or 2; R 1 is H or lower alkyl; B is --CH═CH--, --C.tbd.C-- or (CH 2 ) 2 ; Y is alkyl; aryl-lower alkyl; alkenyl; alkynyl; aryl, pyridyl, pyridyl-lower alkyl; substituted pyridyl wherein the substituent is 1 or 2 halogen or lower alkyl groups; thienyl; thienylalkyl; substituted thienyl wherein the substituent is 1 or 2 halogen or lower alkyl groups; cycloalkyl; substituted cycloalkyl wherein the substituent is 1 or 2 halogens, 1 or 2 lower alkyl groups or lower alkoxy groups; cycloalkylalkyl or substituted cycloalkylalkyl wherein the substituent is 1 or 2 halogens, 1 or 2 lower alkyl groups or lower alkoxy groups; y is 0 or 1, where y is 1, R 3 is H or lower alkyl; R 2 is lower alkyl, lower alkoxy, aryl, alkylamino, arylamino, aryloxy, pyridinyl or cycloalkyl or where y is 0 as indicated by ##STR74## R 2 can be a --(CH 2 ) x linking group (wherein x is 3, 4 or 5) which together with ##STR75## may form an N-containing 5-, 6- or 7-membered heterocycle, with the proviso that when R 3 is H, R 2 is lower alkoxy; R 4 is lower alkyl, cycloalkyl, aryl, aryl-alkyl or alkanoyl; p is 0 to 5; m is 1 to 8; and R 5 is lower alkyl, lower alkoxy, aralkoxy or ##STR76## wherein R 6 is lower alkyl or phenyl; wherein alkyl or lower alkyl by itself or part of another group contains 1 to 12 carbons, aryl by itself or part of another part refers to a monocyclic or bicyclic aromatic group which contains 6 to 10 carbon atoms in the ring and which ring may be unsubstituted or contain 1 or 2 halogen, lower alkyl and/or lower alkoxy groups, alkenyl contains 3 to 6 carbon atoms, alkynyl contains 3 to 6 carbon atoms, and cycloalkyl contains 3 to 6 carbon atoms, and cycloalkyl contains 3 to 12 carbon atoms in the ring.
Claim 2
Dependent Claim
339 words
A compound having the structural formula ##STR72## and including all stereoisomers thereof; wherein Z is ##STR73## n is 1 or 2; R 1 is H or lower alkyl; B is --CH═CH--, --C.tbd.C-- or (CH 2 ) 2 ; Y is alkyl; aryl-lower alkyl; alkenyl; alkynyl; aryl, pyridyl, pyridyl-lower alkyl; substituted pyridyl wherein the substituent is 1 or 2 halogen or lower alkyl groups; thienyl; thienylalkyl; substituted thienyl wherein the substituent is 1 or 2 halogen or lower alkyl groups; cycloalkyl; substituted cycloalkyl wherein the substituent is 1 or 2 halogens, 1 or 2 lower alkyl groups or lower alkoxy groups; cycloalkylalkyl or substituted cycloalkylalkyl wherein the substituent is 1 or 2 halogens, 1 or 2 lower alkyl groups or lower alkoxy groups; y is 0 or 1, where y is 1, R 3 is H or lower alkyl; R 2 is lower alkyl, lower alkoxy, aryl, alkylamino, arylamino, aryloxy, pyridinyl or cycloalkyl or where y is 0 as indicated by ##STR74## R 2 can be a --(CH 2 ) x linking group (wherein x is 3, 4 or 5) which together with ##STR75## may form an N-containing 5-, 6- or 7-membered heterocycle, with the proviso that when R 3 is H, R 2 is lower alkoxy; R 4 is lower alkyl, cycloalkyl, aryl, aryl-alkyl or alkanoyl; p is 0 to 5; m is 1 to 8; and R 5 is lower alkyl, lower alkoxy, aralkoxy or ##STR76## wherein R 6 is lower alkyl or phenyl; wherein alkyl or lower alkyl by itself or part of another group contains 1 to 12 carbons, aryl by itself or part of another part refers to a monocyclic or bicyclic aromatic group which contains 6 to 10 carbon atoms in the ring and which ring may be unsubstituted or contain 1 or 2 halogen, lower alkyl and/or lower alkoxy groups, alkenyl contains 3 to 6 carbon atoms, alkynyl contains 3 to 6 carbon atoms, and cycloalkyl contains 3 to 6 carbon atoms, and cycloalkyl contains 3 to 12 carbon atoms in the ring.
Claim 3
Dependent Claim
11 words
The compound as defined in claim 1 wherein n is 2.
Claim 4
Dependent Claim
11 words
The compound as defined in claim 1 wherein n is 1.
Claim 5
Dependent Claim
20 words
The compound as defined in claim 1 wherein COOR 1 is in the para position and R 1 is H.
Claim 6
Dependent Claim
15 words
The compound as defined in claim 1 having the formula ##STR77## including all stereoisomers thereof.
Claim 7
Dependent Claim
15 words
The compound as defined in claim 1 having the formula ##STR78## including all stereoisomers thereof.
Claim 8
Dependent Claim
15 words
The compound as defined in claim 1 having the formula ##STR79## including all stereoisomers thereof.
Claim 9
Dependent Claim
15 words
The compound as defined in claim 1 having the formula ##STR80## including all stereoisomers thereof.
Claim 10
Dependent Claim
15 words
The compound as defined in claim 1 wherein n is 2 and Z is ##STR81##
Claim 11
Dependent Claim
11 words
The compound as defined in claim 9 wherein B is --CH═CH.
Claim 12
Dependent Claim
11 words
The compound as defined in claim 10 wherein Y is cycloalkyl.
Claim 13
Dependent Claim
14 words
The compound as defined in claim 10 wherein --COOR 1 is in the para-position.
Claim 14
Dependent Claim
21 words
The compound as defined in claim 1 having the name [1β,2β,3α(1E),4β]-4-[2-[3-(3-cyclohexyl-3-hydroxy-1-propenyl)-7-oxabicyclo[2.2.1]hept-2-yl]ethyl]benzoic acid or its methyl ester including all isomers of each.
Claim 15
Dependent Claim
21 words
The compound as defined in claim 1 having the name [1β,2α,3α(1E),4β]-4-[2-[3-(3-cyclohexyl-3-hydroxy-1-propenyl)-7-oxabicyclo[2.2.1]hept-2-yl]ethyl]benzoic acid or its methyl ester and including all isomers thereof.
Claim 16
Dependent Claim
36 words
A method of inhibiting platelet aggregation and bronchoconstriction, which comprises administering to the circulatory system of a mammalian host an effective amount of a compound as defined in claim 1 or a pharmaceutically acceptable salt thereof.
Claim 17
Dependent Claim
26 words
The method as defined in claim 15 wherein said compound is administered in an amount within the range of from about 1 to about 100 ml/kg.
Claim 18
Dependent Claim
32 words
A composition for inhibiting platelet aggregation and bronchoconstriction comprising an effective amount of a compound as defined in claim 1 or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier therefor.
Claim 19
Dependent Claim
30 words
A method of inhibiting platelet aggregation which comprises administering to a mammalian host an effective amount of a compound as defined in claim 1 or a pharmaceutically acceptable salt thereof.
Claim 20
Dependent Claim
32 words
A method of inhibiting bronchoconstriction associated with asthma, which comprises administering to a mammalian host an effective amount of a compound as defined in claim 1 or a pharmaceutically acceptable salt thereof.
References Cited (Backward Citations)
US4143054A
Cited
US4187236A
Cited
US4220594A
Cited
US4254044A
Cited
GB2039909A
Cited
US4228180A
Cited
EP0043292A2
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-07-31 | 1988-01-30 | 1988-07-31 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-07-31 | 1992-01-30 | 1992-07-31 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-07-31 | 1996-01-30 | 1996-07-31 | $7700.00 | Window Closed / Lapsed |