US4649200A
Expired / Lapsed
US
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Substituted pyrroles with opioid receptor activity
Assignee: University of Minnesota System
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Filing: 1986-05-08
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Granted: 1987-03-10
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Expires: 2006-05-08
Abstract
Abstract Substituted pyrroles of the formula: <IMAGE> are disclosed wherein R1 is (C1-C5)alkyl, C3-C6(cycloalkyl) alkyl, C5-C7(cycloalkenyl)alkyl, aryl, aralkyl, trans-(C4-C5) alkenyl, allyl or furan-2-ylalkyl; R2 is H or OH, R3 is H, (C1-C5)alkyl or (C1-C5)alkanoyl and R4 is H or (C1-C5) alkyl; as well as the pharmaceutically-acceptable salts thereof. These compounds are useful as analgesics and/or as selective kappa-opioid antagonists.
Inventors
- 👤 Philip S. Portoghese
- 👤 Andrzej W. Lipkowski
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 05:53
CPC Classifications
C; C07; C07D; C07D491/00; C07D491/22
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
81 words
A composition of matter comprising a substituted pyrrole of the formula: ##STR8## wherein R 1 is (C 1 -C 5 ) alkyl, C 3 -C 6 (cycloalkyl)alkyl, C 5 -C 7 (cycloalkenyl)alkyl, aryl, aralkyl, trans-(C 4 -C 5 )alkenyl, allyl or furan-2-ylalkyl; R 2 is H or OH, R 3 is H, (C 1 -C 5 ) alkyl or (C 1 -C 5 )alkanoyl and R 4 is H or (C 1 -C 5 ) alkyl; and the pharmaceutically-acceptable salts thereof.
Claim 2
Dependent Claim
81 words
A composition of matter comprising a substituted pyrrole of the formula: ##STR8## wherein R 1 is (C 1 -C 5 ) alkyl, C 3 -C 6 (cycloalkyl)alkyl, C 5 -C 7 (cycloalkenyl)alkyl, aryl, aralkyl, trans-(C 4 -C 5 )alkenyl, allyl or furan-2-ylalkyl; R 2 is H or OH, R 3 is H, (C 1 -C 5 ) alkyl or (C 1 -C 5 )alkanoyl and R 4 is H or (C 1 -C 5 ) alkyl; and the pharmaceutically-acceptable salts thereof.
Claim 3
Dependent Claim
20 words
The composition of claim 1 wherein R 1 is C 3 -C 6 (cycloalkyl)alkyl or C 5 -C 7 (cycloalkenyl)alkyl.
Claim 4
Dependent Claim
12 words
The composition of claim 1 wherein R 2 is H or OH.
Claim 5
Dependent Claim
16 words
The composition of claim 1 wherein R 4 is H or (C 1 -C 5 )alkyl.
Claim 6
Dependent Claim
60 words
A composition of matter comprising a substituted pyrrole of the formula: ##STR9## wherein R 1 is C 3 -C 6 (cycloalkyl)alkyl or allyl, R 2 is H or OH, R 4 is H or (C 1 -C 5 )alkyl and R 3 is H, (C 1 -C 5 )alkyl or (C 1 -C 5 )alkanoyl; and the pharmaceutically-acceptable salts thereof.
Claim 7
Dependent Claim
60 words
A composition of matter comprising a substituted pyrrole of the formula: ##STR9## wherein R 1 is C 3 -C 6 (cycloalkyl)alkyl or allyl, R 2 is H or OH, R 4 is H or (C 1 -C 5 )alkyl and R 3 is H, (C 1 -C 5 )alkyl or (C 1 -C 5 )alkanoyl; and the pharmaceutically-acceptable salts thereof.
Claim 8
Dependent Claim
10 words
The composition of claim 5 wherein R 1 is cyclopropylmethyl.
Claim 9
Dependent Claim
13 words
The composition of claim 5 wherein R 4 is H, methyl or ethyl.
Claim 10
Dependent Claim
13 words
The composition of claim 5 wherein R 3 is H, methyl or acetyl.
Claim 11
Dependent Claim
22 words
The composition of claim 10 wherein R 4 is H, methyl or ethyl, R 2 is OH and R 3 is H.
Claim 12
Dependent Claim
10 words
The composition of claim 5 wherein R 1 is allyl.
Claim 13
Dependent Claim
13 words
The composition of claim 6 wherein R 2 and R 3 are H.
Claim 14
Dependent Claim
23 words
A method for blocking kappa-opioid receptors in mammalian tissue comprising contacting said receptors with an effective amount of the compound of claim 5.
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) | 1990-03-09 | 1990-09-08 | 1991-03-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1994-03-09 | 1994-09-08 | 1995-03-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1998-03-09 | 1998-09-08 | 1999-03-10 | $7700.00 | Window Closed / Lapsed |