FR2447911A1 - Neuroleptics used to treat psychoses and depression - are N-1-cycloalkyl-alkyl-2-pyrrolidinyl-methyl 2-methoxy 5-tri:fluoro:methyl-benzamide(s) - Google Patents

Neuroleptics used to treat psychoses and depression - are N-1-cycloalkyl-alkyl-2-pyrrolidinyl-methyl 2-methoxy 5-tri:fluoro:methyl-benzamide(s)

Info

Publication number
FR2447911A1
FR2447911A1 FR7902838A FR7902838A FR2447911A1 FR 2447911 A1 FR2447911 A1 FR 2447911A1 FR 7902838 A FR7902838 A FR 7902838A FR 7902838 A FR7902838 A FR 7902838A FR 2447911 A1 FR2447911 A1 FR 2447911A1
Authority
FR
France
Prior art keywords
methyl
methoxy
benzamide
pyrrolidinyl
fluoro
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
FR7902838A
Other languages
French (fr)
Other versions
FR2447911B1 (en
Inventor
Jean Pierre Kaplan Henry Najer
Daniel Charles Leon Obitz
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Synthelabo SA
Original Assignee
Synthelabo SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Synthelabo SA filed Critical Synthelabo SA
Priority to FR7902838A priority Critical patent/FR2447911A1/en
Publication of FR2447911A1 publication Critical patent/FR2447911A1/en
Application granted granted Critical
Publication of FR2447911B1 publication Critical patent/FR2447911B1/fr
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/08—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
    • C07D207/09—Radicals substituted by nitrogen atoms, not forming part of a nitro radical

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Hydrogenated Pyridines (AREA)

Abstract

N-(1-Cycloalkylalkyl-2-pyrrolidinylmethyl)-2-methoxy-5-trifluorom- ethyl benzamide derivs. of formula (I), as the racemate or enantiomers, and their acid addn. salts are new. where m,n are independently 1,2,3 or 4; the case where both are 1 is specifically claimed. Used to treat depressive states and psychoses by oral, rectal or parenteral admin. in daily doses of 1-200mg. Toxicity tests show the i.p. LD50 in mice varies from 75-200mg/kg. In the Gourmet apomorphine induced climbing antagonism test the cpds. had an i.p. AD50 of 0.03-0.08mg kg.
FR7902838A 1979-02-05 1979-02-05 Neuroleptics used to treat psychoses and depression - are N-1-cycloalkyl-alkyl-2-pyrrolidinyl-methyl 2-methoxy 5-tri:fluoro:methyl-benzamide(s) Granted FR2447911A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR7902838A FR2447911A1 (en) 1979-02-05 1979-02-05 Neuroleptics used to treat psychoses and depression - are N-1-cycloalkyl-alkyl-2-pyrrolidinyl-methyl 2-methoxy 5-tri:fluoro:methyl-benzamide(s)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7902838A FR2447911A1 (en) 1979-02-05 1979-02-05 Neuroleptics used to treat psychoses and depression - are N-1-cycloalkyl-alkyl-2-pyrrolidinyl-methyl 2-methoxy 5-tri:fluoro:methyl-benzamide(s)

Publications (2)

Publication Number Publication Date
FR2447911A1 true FR2447911A1 (en) 1980-08-29
FR2447911B1 FR2447911B1 (en) 1982-01-29

Family

ID=9221587

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7902838A Granted FR2447911A1 (en) 1979-02-05 1979-02-05 Neuroleptics used to treat psychoses and depression - are N-1-cycloalkyl-alkyl-2-pyrrolidinyl-methyl 2-methoxy 5-tri:fluoro:methyl-benzamide(s)

Country Status (1)

Country Link
FR (1) FR2447911A1 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2678266A1 (en) * 1991-06-28 1992-12-31 Delagrange Laboratoires New 2-hydroxy-4-amino-5-(ethylsulphonyl)benzamide derivatives which are useful as anxiolytic agents
WO1998039295A1 (en) * 1997-03-05 1998-09-11 Jouveinal (r)n-(1-cyclopropylmethylpyrrolidin-2-ylmethyl)benzamide and its use as an antidiarrhoeal

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE658250A (en) * 1964-01-13 1965-07-13
FR2393794A2 (en) * 1977-06-06 1979-01-05 Synthelabo Therapeutic 2-methoxy benzamido methyl heterocycle(s) prepn. - from 2-methoxy benzoic ester(s) and amino methyl heterocycle(s)
FR2395261A2 (en) * 1977-06-24 1979-01-19 Synthelabo Optically active (2)-amino-methyl-(1)-substd. pyrrolidine derivs. - intermediates for benzoylamino-methyl-pyrrolidine pharmaceuticals

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE658250A (en) * 1964-01-13 1965-07-13
FR2393794A2 (en) * 1977-06-06 1979-01-05 Synthelabo Therapeutic 2-methoxy benzamido methyl heterocycle(s) prepn. - from 2-methoxy benzoic ester(s) and amino methyl heterocycle(s)
FR2395261A2 (en) * 1977-06-24 1979-01-19 Synthelabo Optically active (2)-amino-methyl-(1)-substd. pyrrolidine derivs. - intermediates for benzoylamino-methyl-pyrrolidine pharmaceuticals

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2678266A1 (en) * 1991-06-28 1992-12-31 Delagrange Laboratoires New 2-hydroxy-4-amino-5-(ethylsulphonyl)benzamide derivatives which are useful as anxiolytic agents
WO1998039295A1 (en) * 1997-03-05 1998-09-11 Jouveinal (r)n-(1-cyclopropylmethylpyrrolidin-2-ylmethyl)benzamide and its use as an antidiarrhoeal
FR2760454A1 (en) * 1997-03-05 1998-09-11 Jouveinal Inst Rech (R) N- (1-CYCLOPROPYLMETHYL-PYRROLIDINE-2YLMETHYL) -BENZAMIDE AND ITS UTILITY AS ANTIDIARRHEIC

Also Published As

Publication number Publication date
FR2447911B1 (en) 1982-01-29

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Legal Events

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