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Derivatives of thienylacetic acid amides and their pharmaceutically acceptable acid salts and a process for the preparation thereof

Assignee: Leavoson-Gesellschaft MbH and Co KG
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Filing: 1983-11-22
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Granted: 1985-02-12
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Expires: 2003-11-22
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Abstract

Abstract Novel derivatives of thienylacetic acid amides of the general formula ##STR1## in which the two nitrogens on the cyclohexane ring are transconnected, the basic acetic acid amide radical is in position 2 or 3 of the thiophene nucleus, R is C 1 -C 3 alkyl, R 1 and R 2 are independently C 1 -C 3 -alkyl or represent together with the nitrogen atom to which they are attached a pyrrolidine or piperidine ring and X and Y are independently hydrogen, chlorine or bromine in position 2 to 5 of the thiophene nucleus in dependence on the position of the basic acetic acid amide group, and their pharmaceutically acceptable acid addition salts are μ-specific analgetics, which do not cause any physical dependence. Therefore, they are suitable for protracted treatment of pain conditions.

Inventors

  • 👤 Dieter Binder

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 03:33
CPC Classifications
C; C07; C07D; C07D333/00; C07D333/02; C07D333/04; C07D333/06; C07D333/24; A; A61; A61P; A61P25/00; A61P25/04; C07D333/26; C07D333/28

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 110 words
A thienylacetic acid amide of the general formula ##STR11## in which the two nitrogens on the cyclohexane ring are transconnected, the basic acetic acid amide radical is in position 2 or 3 of the thiophene nucleus, R is C 1 -C 3 alkyl, R 1 and R 2 are independently C 1 -C 3 -alkyl or represent together with the nitrogen atom to which they are attached a pyrrolidine or piperidine ring and X and Y are independently hydrogen, chlorine or bromine in position 2 to 5 of the thiophene nucleus in dependence on the position of the basic acetic acid amide group, and their pharmaceutically acceptable acid addition salts.
Claim 2
Dependent Claim 110 words
A thienylacetic acid amide of the general formula ##STR11## in which the two nitrogens on the cyclohexane ring are transconnected, the basic acetic acid amide radical is in position 2 or 3 of the thiophene nucleus, R is C 1 -C 3 alkyl, R 1 and R 2 are independently C 1 -C 3 -alkyl or represent together with the nitrogen atom to which they are attached a pyrrolidine or piperidine ring and X and Y are independently hydrogen, chlorine or bromine in position 2 to 5 of the thiophene nucleus in dependence on the position of the basic acetic acid amide group, and their pharmaceutically acceptable acid addition salts.
Claim 3
Dependent Claim 3 words
trans-N-Methyl-[2-(1-pyrrolidinyl)-cyclohexyl]-4,5-dichloro-2-thienylacetic acid amide.
Claim 4
Dependent Claim 3 words
trans-N-Methyl-[2-(1-pyrrolidinyl)-cyclohexyl]-4,5-dichloro-2-thienylacetic acid amide.
Claim 5
Dependent Claim 3 words
trans-N-Methyl-N-[2-(1-pyrrolidinyl)-cyclohexyl]-5-chloro-2-thienylacetic acid amide.
Claim 6
Dependent Claim 3 words
trans-N-Methyl-N-[2-(1-pyrrolidinyl)-cyclohexyl]-5-chloro-2-thienylacetic acid amide.
Claim 7
Dependent Claim 3 words
trans-N-Methyl-N-[2-(1-pyrrolidinyl)-cyclohexyl]-2,5-dichloro-3-thienylacetic acid amide.
Claim 8
Dependent Claim 3 words
trans-N-Methyl-N-[2-(1-pyrrolidinyl)-cyclohexyl]-2,5-dichloro-3-thienylacetic acid amide.

References Cited (Backward Citations)

US4098904A Cited
US4192885A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-02-12 1988-08-13 1989-02-12 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-02-12 1992-08-13 1993-02-12 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-02-12 1996-08-13 1997-02-12 $7700.00 Window Closed / Lapsed

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