US4663343A
Expired / Lapsed
US
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Substituted naphthalenyloxy-1,2-diaminocyclohexyl amide compounds
Assignee: Warner Lambert Co LLC
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Filing: 1985-07-19
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Granted: 1987-05-05
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Expires: 2005-07-19
Abstract
Abstract Substituted naphthalenyloxy- or naphthalenylthiooxyamides of trans-1,2-diaminocyclohexanes possess selective kappa opioid receptor site binding activity and are thus useful as analgesic or diuretic agents. Methods of preparing the compounds, pharmaceutical compositions, and a method for their use as analgesic agents are also disclosed.
Inventors
- 👤 David C. Horwell
- 👤 David Schofield
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 03:20
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/12; C07D295/135
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
94 words
A compound having structural formula 1 ##STR13## wherein R 1 and R 2 taken together with the nitrogen atom to which they are attached form a pyrrolidinyl ring; and where A is ##STR14## where n is an integer of from one to six; X is oxygen or sulfur; and R 6 and R 7 are independently hydrogen, fluorine, chlorine, bromine, nitro, alkyl of from one to four carbon atoms, alkoxy of from one to four carbon atoms, or acetoxy; or an N-oxide of the pyrrolidinyl nitrogen atom or pharmaceutically acceptable acid addition salts thereof.
Claim 2
Dependent Claim
94 words
A compound having structural formula 1 ##STR13## wherein R 1 and R 2 taken together with the nitrogen atom to which they are attached form a pyrrolidinyl ring; and where A is ##STR14## where n is an integer of from one to six; X is oxygen or sulfur; and R 6 and R 7 are independently hydrogen, fluorine, chlorine, bromine, nitro, alkyl of from one to four carbon atoms, alkoxy of from one to four carbon atoms, or acetoxy; or an N-oxide of the pyrrolidinyl nitrogen atom or pharmaceutically acceptable acid addition salts thereof.
Claim 3
Dependent Claim
11 words
A compound as defined by claim 1 wherein X is oxygen.
Claim 4
Dependent Claim
59 words
A compound as defined by claim 2 wherein A is ##STR15## where n is an integer of from one to six; and R 6 and R 7 are independently hydrogen, fluorine, chlorine, nitro, alkyl of from one to four carbon atoms, alkoxy of from one to four carbon atoms or acetoxy; and the pharmaceutically acceptable acid addition salts thereof.
Claim 5
Dependent Claim
19 words
A compound as defined by claim 3 having the name N-methyl-2-(1-naphthalenyloxy)-N-[2-(1-pyrrolidinyl)cyclohexyl]acetamide and the pharmaceutically acceptable acid addition salts thereof.
Claim 6
Dependent Claim
19 words
A compound as defined by claim 3 having the name N-methyl-2-(2-naphthalenyloxy)-N-[2-(1-pyrrolidinyl)cyclohexyl]acetamide and the pharmaceutically acceptable acid addition salts thereof.
Claim 7
Dependent Claim
19 words
A compound as defined by claim 3 having the name trans-N-methyl-2-[(2-methyl-1-naphthalenyl)oxy]-N-[2-(1-pyrrolidinyl)cyclohexyl]acetamide and the pharmaceutically acceptable acid addition salts thereof.
Claim 8
Dependent Claim
19 words
A compound as defined by claim 3 having the name trans-2-[(2-chloro-1-naphthalenyl)oxy]-N-methyl-N-[2-(1-pyrrolidinyl)cyclohexyl]acetamide and the pharmaceutically acceptable acid addition salts thereof.
Claim 9
Dependent Claim
19 words
A compound as defined by claim 3 having the name trans-2-[(4-chloro-1-naphthalenyl)oxy]-N-methyl-N-[2-(1-pyrrolidinyl)cyclohexyl]acetamide and the pharmaceutically acceptable acid addition salts thereof.
Claim 10
Dependent Claim
19 words
A compound as defined by claim 3 having the name trans-2-[(2,4-dichloro-1-naphthalenyl)oxy]-N-[2-(1-pyrrolidinyl)cyclohexyl]-N-methylacetamide and the pharmaceutically acceptable acid addition salts thereof.
Claim 11
Dependent Claim
19 words
A compound as defined by claim 3 having the name trans-2-[(2-acetoxy-1-naphthalenyl)oxy]-N-methyl-N-[2-(1-pyrrolidinyl)cyclohexyl]acetamide and the pharmaceutically acceptable acid addition salts thereof.
Claim 12
Dependent Claim
19 words
A compound as defined by claim 3 having the name trans-2-[(4-methoxy-1-naphthalenyl)oxy]-N-methyl-N-[2-(1-pyrrolidinyl)cyclohexyl]acetamide and the pharmaceutically acceptable acid addition salts thereof.
Claim 13
Dependent Claim
19 words
A compound as defined by claim 3 having the name trans-N-methyl-2-[(2-nitro-1-naphthalenyl)oxy]-N-[2-(1-pyrrolidinyl)cyclohexyl]acetamide and the pharmaceutically acceptable acid addition salts thereof.
Claim 14
Dependent Claim
30 words
A pharmaceutical composition useful for treating pain in a mammal comprising an analgesically effective amount of a compound in accordance with claim 1 in combination with a pharmaceutically acceptable carrier.
Claim 15
Dependent Claim
37 words
A method of treating pain in a mammal comprising administering to a mammal in need of such treatment an analgesically effective amount of a compound in accordance with claim 1 in combination with a pharmaceutically acceptable carrier.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1990-05-04 | 1990-11-03 | 1991-05-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1994-05-04 | 1994-11-03 | 1995-05-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1998-05-04 | 1998-11-03 | 1999-05-05 | $7700.00 | Window Closed / Lapsed |