US4284635A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Analgesic 1,2,4,5-tetra-alkyl-4-arylpiperidines
Assignee: Eli Lilly and Co
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Filing: 1978-11-29
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Granted: 1981-08-18
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Expires: 1998-11-29
Abstract
Abstract 4-Phenylpiperidines bearing substituents at the 1,2,4 and 5-positions are potent analgesics. Pharmaceutical formulations containing such compounds and a method for effecting analgesia are provided.
Inventors
- 👤 Dennis M. Zimmerman
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 19:10
CPC Classifications
C; C07; C07D; C07D211/00; C07D211/04; C07D211/06; C07D211/08; C07D211/18; C07D211/20; C07D211/22; A; A61; A61P; A61P25/00; A61P25/04; C07D211/10; C07D211/14; C07D211/68; C07D211/70
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
68 words
A compound having the formula ##STR7## wherein: R 1 is hydrogen, hydroxy or methoxy; R 2 , R 3 and R 4 independently are C 1 -C 5 alkyl; R 5 is C 1 -C 10 alkyl, benzyl or CH 2 R 6 , in which R 6 is C 2 -C 7 alkenyl or C 3 -C 6 cycloalkyl; or a pharmaceutically acceptable acid addition salt thereof.
Claim 2
Dependent Claim
68 words
A compound having the formula ##STR7## wherein: R 1 is hydrogen, hydroxy or methoxy; R 2 , R 3 and R 4 independently are C 1 -C 5 alkyl; R 5 is C 1 -C 10 alkyl, benzyl or CH 2 R 6 , in which R 6 is C 2 -C 7 alkenyl or C 3 -C 6 cycloalkyl; or a pharmaceutically acceptable acid addition salt thereof.
Claim 3
Dependent Claim
14 words
The compound of claim 1 wherein R 5 is C 1 -C 10 alkyl.
Claim 4
Dependent Claim
14 words
The compound of claim 1 wherein R 5 is CH 2 R 6 .
Claim 5
Dependent Claim
14 words
The compound of claim 3 wherein R 6 is C 2 -C 7 alkenyl.
Claim 6
Dependent Claim
14 words
The compound of claim 3 wherein R 6 is C 3 -C 6 cycloalkyl.
Claim 7
Dependent Claim
16 words
The compound of claim 2 wherein R 3 and R 4 independently are methyl or ethyl.
Claim 8
Dependent Claim
13 words
The compound of claim 6 wherein R 2 is methyl, ethyl or n-propyl.
Claim 9
Dependent Claim
10 words
The compound of claim 2 wherein R 1 is hydrogen.
Claim 10
Dependent Claim
10 words
The compound of claim 2 wherein R 1 is methoxy.
Claim 11
Dependent Claim
19 words
The compound of claim 9 wherein R 2 , R 3 , R 4 and R 5 are methyl.
Claim 12
Dependent Claim
20 words
The compound of claim 9 wherein R 2 is n-propyl, R 3 , R 4 and R 5 are methyl.
Claim 13
Dependent Claim
10 words
The compound of claim 2 wherein R 1 is hydroxy.
Claim 14
Dependent Claim
19 words
The compound of claim 12 wherein R 2 , R 3 , R 4 and R 5 are methyl.
Claim 15
Dependent Claim
20 words
The compound of claim 12 wherein R 2 is n-propyl, R 3 , R 4 and R 5 are methyl.
Claim 16
Dependent Claim
29 words
A pharmaceutical formulation useful in the treatment of pain in animals comprising an analgesically effective amount of a compound of claim 1 in combination with a suitable carrier therefor.
Claim 17
Dependent Claim
44 words
The formulation of claim 15 wherein the active ingredient has the formula ##STR8## wherein R 1 is hydroxy or methoxy; R 2 is C 1 -C 3 alkyl; R 3 and R 4 are methyl; and R 5 is C 1 -C 5 alkyl
Claim 18
Dependent Claim
19 words
A method of inducing analgesia in animals comprising administering an analgesically effective dose of a compound of claim 1.
Claim 19
Dependent Claim
41 words
The method of claim 17 wherein in the compound administered, R 1 is hydroxy or methoxy, R 2 is C 1 -C 3 alkyl, R 3 and R 4 both are methyl and R 5 is C 1 -C 5 alkyl.
Claim 20
Dependent Claim
21 words
The method of claim 18 wherein in the compound administered, R 1 is hydroxy, R 2 and R 5 are methyl.
Claim 21
Dependent Claim
21 words
The method of claim 18 wherein in the compound administered, R 1 is methoxy, R 2 and R 5 are methyl.
Claim 22
Dependent Claim
23 words
The method of claim 18 wherein in the compound administered, R 1 is methoxy, R 2 is n-propyl, and R 5 is methyl.
Claim 23
Dependent Claim
23 words
The method of claim 18 wherein in the compound administered, R 1 is hydroxy, R 2 is n-propyl and R 5 is methyl.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-08-17 | 1985-02-16 | 1985-08-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-08-17 | 1989-02-16 | 1989-08-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-08-17 | 1993-02-16 | 1993-08-18 | $7700.00 | Window Closed / Lapsed |