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US4172143A Expired / Lapsed US ⏱️ 0.0 years remaining

2-Methoxy-benzamide derivatives

Assignee: Synthelabo SA
•
Filing: 1977-06-16
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Granted: 1979-10-23
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Expires: 1997-06-16
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Abstract

Abstract The invention provides novel 2-methoxy-benzamide derivatives of the formula: ##STR1## WHEREIN, M IS AN INTEGER FROM 2 TO 5; A is a linear or branched alkylene chain of 1 to 4 carbon atoms; R 2 is chlorine, SO 2 R 5 or SO 2 NR 6 R 7 ; R 3 is hydrogen or alkyl of 1 to 4 carbon atoms; R 5 is alkyl of 1 to 4 carbon atoms; EACH OF R 6 and R 7 is independently hydrogen or alkyl of 1 to 4 carbon atoms in the form of racemates or optical isomers and their pharmaceutically acceptable acid addition salts which are useful in the treatment of psychosomatic and psychotic disturbances.

Inventors

  • 👤 Jean-Pierre Kaplan
  • 👤 Bernard M. Raizon
  • 👤 Daniel C. L. Obitz
  • 👤 Philippe M. J. Manoury
  • 👤 Henry Najer
  • 👤 Maurice Jalfre
  • 👤 Don P. R. L. Giudicelli

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 06:42
CPC Classifications
C; C07; C07D; C07D207/00; C07D207/02; C07D207/18; C07D207/22; C07D207/24; C07D207/26; C07D207/263; C07D207/27; C07D207/04; C07D207/08; C07D207/20; C07D211/00; C07D211/04; C07D211/06; C07D211/08; C07D211/18; C07D211/26; C07D211/68; C07D211/70; C07D211/72; C07D211/74; C07D211/76

Claims Analysis

Total Claims: 19
Claim 1
Independent Claim 100 words
A 2-methoxy-benzamide of the formula: ##STR86## wherein, m is an integer from 2 to 5; A is a linear or branched alkylene chain of 1 to 4 carbon atoms; R 2 is chlorine, SO 2 R 5 or SO 2 NR 6 R 7 ; R 3 is hydrogen or alkyl of 1 to 4 carbon atoms; R 5 is alkyl of 1 to 4 carbon atoms; each of R 6 and R 7 is independently hydrogen or alkyl of 1 to 4 carbon atoms in the form of racemates or optical isomers and their pharmaceutically acceptible acid addition salts.
Claim 2
Dependent Claim 100 words
A 2-methoxy-benzamide of the formula: ##STR86## wherein, m is an integer from 2 to 5; A is a linear or branched alkylene chain of 1 to 4 carbon atoms; R 2 is chlorine, SO 2 R 5 or SO 2 NR 6 R 7 ; R 3 is hydrogen or alkyl of 1 to 4 carbon atoms; R 5 is alkyl of 1 to 4 carbon atoms; each of R 6 and R 7 is independently hydrogen or alkyl of 1 to 4 carbon atoms in the form of racemates or optical isomers and their pharmaceutically acceptible acid addition salts.
Claim 3
Dependent Claim 12 words
Racemic N-[(1-cyclopropylmethyl-pyrrolidinyl-2)-methyl]-2-methoxy-5-sulphamoyl-benzamide, its optical isomers and their pharmaceutically acceptable acid addition salts.
Claim 4
Dependent Claim 12 words
Racemic N-[(1-cyclopropylmethyl-pyrrolidinyl-2)-methyl]-2-methoxy-5-sulphamoyl-benzamide, its optical isomers and their pharmaceutically acceptable acid addition salts.
Claim 5
Dependent Claim 12 words
Racemic N-[(1-cyclopropylmethyl-pyrrolidinyl-2)-methyl]-2-methoxy-5-methylsulphonyl-benzamide, its optical isomers and their pharmaceutically acceptable acid addition salts.
Claim 6
Dependent Claim 12 words
Racemic N-[(1-cyclopropylmethyl-pyrrolidinyl-2)-methyl]-2-methoxy-5-methylsulphonyl-benzamide, its optical isomers and their pharmaceutically acceptable acid addition salts.
Claim 7
Dependent Claim 12 words
Racemic N-[(1-cyclopropylmethyl-pyrrolidinyl-2)-methyl]-2-methoxy-5-ethylsulphonyl-benzamide, its optical isomers and their pharmaceutically acceptable acid addition salts.
Claim 8
Dependent Claim 12 words
Racemic N-[(1-cyclopropylmethyl-pyrrolidinyl-2)-methyl]-2-methoxy-5-ethylsulphonyl-benzamide, its optical isomers and their pharmaceutically acceptable acid addition salts.
Claim 9
Dependent Claim 12 words
Racemic N-[(1-cyclopropylmethyl-pyrrolidinyl-2)-methyl]-2-methoxy-5-dimethylsulphamoyl-benzamide, its optical isomers and their pharmaceutically acceptable acid addition salts.
Claim 10
Dependent Claim 12 words
Racemic N-[(1-cyclopropylmethyl-pyrrolidinyl-2)-methyl]-2-methoxy-5-dimethylsulphamoyl-benzamide, its optical isomers and their pharmaceutically acceptable acid addition salts.
Claim 11
Dependent Claim 12 words
Racemic N-[(1-cyclopropylmethyl-pyrrolidinyl-2)-methyl]-2-methoxy-5-chloro-benzamide, its optical isomers and their pharmaceutically acceptable acid addition salts.
Claim 12
Dependent Claim 12 words
Racemic N-[(1-cyclopropylmethyl-pyrrolidinyl-2)-methyl]-2-methoxy-5-chloro-benzamide, its optical isomers and their pharmaceutically acceptable acid addition salts.
Claim 13
Dependent Claim 29 words
A method of treating psychosomatic or psychotic disturbances in a patient, which method comprises administering to the patient an effective amount of a compound as claimed in claim 1.
Claim 14
Dependent Claim 27 words
A method of treating psychosomatic disturbances in a patient, which method comprises administering to the patient an effective amount of a compound as claimed in claim 2.
Claim 15
Dependent Claim 21 words
The method of claim 7, wherein said compound is racemic N-[(1-cyclopentylmethyl-pyrrolidinyl-2)-methyl]-2-methoxy-5-sulphamoyl-benzamide, its optical isomers and their pharmaceutically acceptable acid addition salts.
Claim 16
Dependent Claim 21 words
The method of claim 7, wherein said compound is racemic N-[(1-cyclohexylmethyl-pyrrolidinyl-2)-methyl]-2-methoxy-5-sulphamoyl-benzamide, its optical isomers and their pharmaceutically, acceptable acids addition salts.
Claim 17
Dependent Claim 20 words
The method of claim 7, wherein said compound is racemic-N-[(1-cyclobutylmethyl-pyrrolidinyl-2)-methyl]-2-methoxy-5-sulphamoyl-benzamide, its optical isomers and their pharmaceutically acceptable acid addition salts.
Claim 18
Dependent Claim 29 words
A pharmaceutical composition capable of treating a psychosomatic or psychotic disturbance which comprises an effective amount of a compound of claim 1 to treat said psychosomatic or psychotic disturbance.
Claim 19
Dependent Claim 22 words
A pharmaceutical composition of claim 12 containing, as active ingredient, racemic N-[(1-cyclopropylmethyl-pyrrolidinyl-2)-methyl]-2-methoxy-5-sulphamoyl-benzamide, its optical isomers or pharmaceutically acceptable acid addition salts thereof.

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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) 1982-10-22 1983-04-23 1983-10-23 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-10-22 1987-04-23 1987-10-23 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-10-22 1991-04-23 1991-10-23 $7700.00 Window Closed / Lapsed

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