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GB966493A - Novel n,n-disubstituted piperazine compounds and their preparation - Google Patents

Novel n,n-disubstituted piperazine compounds and their preparation

Info

Publication number
GB966493A
GB966493A GB40505/61A GB4050561A GB966493A GB 966493 A GB966493 A GB 966493A GB 40505/61 A GB40505/61 A GB 40505/61A GB 4050561 A GB4050561 A GB 4050561A GB 966493 A GB966493 A GB 966493A
Authority
GB
United Kingdom
Prior art keywords
phenyl
radical
carbon atoms
alkyl
acid
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.)
Expired
Application number
GB40505/61A
Inventor
Jacques Boissier
Roger Ratouis
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.)
Societe Industrielle pour la Fabrication des Antibiotiques SA SIFA
Original Assignee
Societe Industrielle pour la Fabrication des Antibiotiques SA SIFA
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 Societe Industrielle pour la Fabrication des Antibiotiques SA SIFA filed Critical Societe Industrielle pour la Fabrication des Antibiotiques SA SIFA
Priority to GB40505/61A priority Critical patent/GB966493A/en
Priority to FR915027A priority patent/FR2533M/en
Priority to FR915028A priority patent/FR1339793A/en
Publication of GB966493A publication Critical patent/GB966493A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/02—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements
    • C07D295/027—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring
    • C07D295/03—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring with the ring nitrogen atoms directly attached to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/06—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by halogen atoms or nitro radicals
    • C07D295/073—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by halogen atoms or nitro radicals with the ring nitrogen atoms and the substituents separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
    • C07D295/096—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention comprises compounds of the general formula: <FORM:0966493/C1/1> and their acid addition salts in which R1 represents a phenyl, 4-methoxy phenyl or 3,4-dimethoxyphenyl radical, R2 represents a 2-pyridyl, phenyl, 2-halophenyl, 2-alkoxyphenyl or 2-alkylphenyl radical (the alkyl and alkoxy radicals containing 1 to 3 carbon atoms) and X represents a linear or branched divalent saturated aliphatic hydrocarbon radical containing 3 or 4-carbon atoms and the preparation thereof either by reacting a piperazine of the formula: <FORM:0966493/C1/2> with a halide R1-X-Hal in the presence of an alkaline agent capable of fixing the hydrohalic acid formed during the reaction or when the carbon atom of X bonded to the nitrogen atom is part of the methylene radical) with an acid R1-Y-COOH or an ester R1-Y-COOH where Y represents a saturated or unsaturated linear or branched divalent aliphatic hydrocarbon radical containing 2 or 3 atoms and A represents a C1- 4 alkyl radical in a reaction medium which permits the elimination of the water formed during the reaction or with an acid chloride R1-Y-CO-Hal or acid anhydride (R1-Y-CO)2O in the presence of an alkaline agent then, in each case, reacting the intermediate formed with a double metal hydride and decomposing the complex with water.ALSO:Pharmaceutical compositions useful as potentiators of barbiturates or as adrenolytics, hypotensors and central nervous system depressants comprise one or more compounds of the general formula <FORM:0966493/A5-A6/1> and their acid addition salts in which R1 represents a phenyl, 4-methoxyphenyl or 3,4-dimethoxyphenyl radical, R2 represents a 2-pyridyl, phenyl, 2-halophenyl, 2-alkoxyphenyl, or 2-alkyl phenyl (the alkyl and alkoxy groups containing 1-3 carbon atoms) and X represents a linear or branched divalent saturated aliphatic hydrocarbon radical containing 3- or 4-carbon atoms on an inert carrier. The compositions are in forms suitable for oral rectal and parenteral administration.
GB40505/61A 1961-11-13 1961-11-13 Novel n,n-disubstituted piperazine compounds and their preparation Expired GB966493A (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
GB40505/61A GB966493A (en) 1961-11-13 1961-11-13 Novel n,n-disubstituted piperazine compounds and their preparation
FR915027A FR2533M (en) 1961-11-13 1962-11-12 New derivatives of piperazine.
FR915028A FR1339793A (en) 1961-11-13 1962-11-12 New derivatives of piperazine, and their preparation

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB40505/61A GB966493A (en) 1961-11-13 1961-11-13 Novel n,n-disubstituted piperazine compounds and their preparation

Publications (1)

Publication Number Publication Date
GB966493A true GB966493A (en) 1964-08-12

Family

ID=10415241

Family Applications (1)

Application Number Title Priority Date Filing Date
GB40505/61A Expired GB966493A (en) 1961-11-13 1961-11-13 Novel n,n-disubstituted piperazine compounds and their preparation

Country Status (2)

Country Link
FR (1) FR2533M (en)
GB (1) GB966493A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1161211B (en) * 1961-10-31 1964-01-09 Rothe Erde Eisenwerk Bar grate conveyor
EP0507863A1 (en) * 1989-12-28 1992-10-14 Virginia Commonwealth University Sigma receptor ligands and the use thereof
US6025355A (en) 1997-05-19 2000-02-15 Cambridge Neuroscience, Inc. Pharmaceutically active compounds and methods of use
US6242198B1 (en) 1996-07-25 2001-06-05 Cambridge Neuroscience, Inc. Methods of treatment of eye trauma and disorders
US6756389B2 (en) 1996-08-09 2004-06-29 Cambridge Neuroscience, Inc. Pharmaceutically active compounds and methods of use
US6887878B2 (en) * 2003-06-30 2005-05-03 Ing-Jun Chen KMST isoeugenol derivatives and pharmaceutical activity

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2602771B1 (en) * 1986-08-12 1988-11-04 Rhone Poulenc Sante NOVEL BENZYL-4 PIPERAZINE DERIVATIVES, THEIR PREPARATION AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
SE8803429D0 (en) * 1988-09-28 1988-09-28 Pharmacia Ab NOVEL PYRIDYL AND PYRIMIDYL DERIVATIVES

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1161211B (en) * 1961-10-31 1964-01-09 Rothe Erde Eisenwerk Bar grate conveyor
EP0507863A1 (en) * 1989-12-28 1992-10-14 Virginia Commonwealth University Sigma receptor ligands and the use thereof
EP0507863A4 (en) * 1989-12-28 1993-07-07 Virginia Commonwealth University Sigma receptor ligands and the use thereof
US6358993B1 (en) 1996-02-15 2002-03-19 Cenes Pharmaceuticals, Inc. Pharmaceutically active nitrogen ring compounds and methods of use thereof
US6242198B1 (en) 1996-07-25 2001-06-05 Cambridge Neuroscience, Inc. Methods of treatment of eye trauma and disorders
US6358696B1 (en) 1996-07-25 2002-03-19 Mcburney Robert N. Methods of treatment of eye trauma and disorders
US6673557B2 (en) 1996-07-25 2004-01-06 Mcburney Robert N. Methods of treatment of eye trauma and disorders
US6756389B2 (en) 1996-08-09 2004-06-29 Cambridge Neuroscience, Inc. Pharmaceutically active compounds and methods of use
US6025355A (en) 1997-05-19 2000-02-15 Cambridge Neuroscience, Inc. Pharmaceutically active compounds and methods of use
US6887878B2 (en) * 2003-06-30 2005-05-03 Ing-Jun Chen KMST isoeugenol derivatives and pharmaceutical activity

Also Published As

Publication number Publication date
FR2533M (en) 1964-05-19

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