US3974157A
Expired / Lapsed
US
⏱️ 0.0 years remaining
1-(Amino-alkyl)-2-aryl-cyclohexane alcohols and esters
Assignee: Fisons Corp
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Filing: 1975-01-29
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Granted: 1976-08-10
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Expires: 1995-01-29
Abstract
Abstract Analgesics, local anesthetics, and antiarrhythmics which are 1-(amino-alkyl)-2-aryl-cyclohexane alcohols and esters having the structure WHEREIN R1 is hydrogen or alkanoyl; R2 and R3 individually are hydrogen, lower alkyl, or lower alkenyl, or R2 and R3 together with the nitrogen to which they are attached form a morpholine radical, a piperazine radical or a carbocyclic ring; R4 is hydrogen or lower alkyl; R5 and R6 individually are hydrogen, lower alkyl, hydroxyl or lower alkoxy; and the pharmaceutically acceptable acid addition and quaternary salts thereof, as well as stereoisomers and optical isomers thereof. This invention relates also to processes for making and using the foregoing compounds.
Inventors
- 👤 Bola Vithal Shetty
- 👤 Telfer Lawson Thomas
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 14:47
CPC Classifications
C; C07; C07D; C07D263/00; C07D263/52; C07D295/00; C07D295/04; C07D295/08; C07D295/096
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
134 words
A compound having the formula: ##SPC15## wherein R 1 is hydrogen or alkanoyl containing 1 to 8 carbon atoms; R 2 and R 3 individually are hydrogen, alkyl containing 1 to 8 carbon atoms, or lower alkenyl containing 3 to 8 carbon atoms or R 2 and R 3 together with the nitrogen to which they are attached form a morpholine radical, a piperazine radical or a ring structure containing 3 to 6 methylene groups; R 4 is hydrogen or lower alkyl containing 1 to 8 carbon atoms; R 5 and R 6 individually are hydrogen, lower alkyl containing 1 to 8 carbon atoms, hydroxyl, or lower alkoxy containing 1 to 8 carbon atoms; n is 0 or 1; the pharmaceutically acceptable acid addition and quaternary salts thereof; and stereoisomers and optical isomers thereof.
Claim 2
Dependent Claim
134 words
A compound having the formula: ##SPC15## wherein R 1 is hydrogen or alkanoyl containing 1 to 8 carbon atoms; R 2 and R 3 individually are hydrogen, alkyl containing 1 to 8 carbon atoms, or lower alkenyl containing 3 to 8 carbon atoms or R 2 and R 3 together with the nitrogen to which they are attached form a morpholine radical, a piperazine radical or a ring structure containing 3 to 6 methylene groups; R 4 is hydrogen or lower alkyl containing 1 to 8 carbon atoms; R 5 and R 6 individually are hydrogen, lower alkyl containing 1 to 8 carbon atoms, hydroxyl, or lower alkoxy containing 1 to 8 carbon atoms; n is 0 or 1; the pharmaceutically acceptable acid addition and quaternary salts thereof; and stereoisomers and optical isomers thereof.
Claim 3
Dependent Claim
18 words
The compound of claim 1 wherein R 1 is an alkanoyl radical containing 1 to 8 carbon atoms.
Claim 4
Dependent Claim
10 words
The compound of claim 1 wherein R 1 is hydrogen.
Claim 5
Dependent Claim
20 words
The compound of claim 1 wherein R 2 and R 3 are alkyl radicals containing 1 to 8 carbon atoms.
Claim 6
Dependent Claim
23 words
The compound of claim 1 wherein R 2 is hydrogen and R 3 is an alkyl radical containing 1 to 8 carbon atoms.
Claim 7
Dependent Claim
13 words
The compound of claim 1 wherein R 2 and R 3 are hydrogen.
Claim 8
Dependent Claim
25 words
The compound of claim 1 wherein R 2 and R 3 together with the nitrogen atom to which they are attached form a piperazine ring.
Claim 9
Dependent Claim
18 words
The compound of claim 1 wherein R 4 is an alkyl radical containing 1 to 8 carbon atoms.
Claim 10
Dependent Claim
18 words
The compound of claim 1 wherein R 5 is an alkoxy radical containing 1 to 8 carbon atoms.
Claim 11
Dependent Claim
20 words
The compound of claim 1 wherein R 5 and R 6 are alkoxy radicals containing 1 to 8 carbon atoms.
Claim 12
Dependent Claim
9 words
The compound of claim 1 wherein n is 0.
Claim 13
Dependent Claim
9 words
The compound of claim 1 wherein n is 1.
Claim 14
Dependent Claim
10 words
The compound of claim 1 which is 1-(2-dimethylamino-1-methylethyl)-2-phenyl-cyclohexyl acetate hydrochloride.
Claim 15
Dependent Claim
9 words
The compound of claim 1 which is 1-(2-dimethylamino-1-methylethyl)-2-phenyl-cyclohexanol p-toluenesulfonate.
Claim 16
Dependent Claim
9 words
The compound of claim 1 which is (+)-1-(2-dimethylamino-1-methylethyl)-2-phenyl-cyclohexyl acetate.
Claim 17
Dependent Claim
10 words
The compound of claim 1 which is (-) -1-(2-dimethylamino-1-methylethyl)-2-phenyl-cyclohexyl acetate.
Claim 18
Dependent Claim
10 words
The compound of claim 1 which is 1-(1-methyl-2-[4-phenyl-1-piperazinyl]-ethyl)-2-phenyl-cyclohexyl acetate hydrochloride.
Claim 19
Dependent Claim
10 words
The compound of claim 1 which is 1-(-1-methyl-2-morpholinoethyl)-2-phenyl-cyclohexyl acetate hydrochloride.
Claim 20
Dependent Claim
10 words
A compound of claim 1 which is 1-(2-dimethylamino-1-methylethyl)-2-(p-methoxy-phenyl)-cyclohexyl acetate hydrochloride.
Claim 21
Dependent Claim
9 words
The compounds of claim 1 which is 1-(2-dimethylamino-1-methylethyl)-2-(p-methoxy-phenyl)-cyclohexanol hydrochloride.
Claim 22
Dependent Claim
10 words
The compound of claim 1 which is 2-(3,4-dimethoxy-phenyl)-1-(2-dimethylamino-1-methyl-ethyl)-cyclohexyl acetate hydrochloride.
Claim 23
Dependent Claim
9 words
The compound of claim 1 which is 1-(1-methylamino-ethyl)-2-phenyl-cyclohexanol hydrochloride.
Claim 24
Dependent Claim
9 words
The compound of claim 1 which is 1-(1-aminoethyl)-2-phenylcyclohexanol hydrochloride.
Claim 25
Dependent Claim
10 words
The compound of claim 1 wherein R 4 is hydrogen.
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) | 1979-08-10 | 1980-02-09 | 1980-08-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-08-10 | 1984-02-09 | 1984-08-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-08-10 | 1988-02-09 | 1988-08-10 | $7700.00 | Window Closed / Lapsed |