GB971041A - New phenylpiperazine compounds - Google Patents

New phenylpiperazine compounds

Info

Publication number
GB971041A
GB971041A GB3728/60A GB372860A GB971041A GB 971041 A GB971041 A GB 971041A GB 3728/60 A GB3728/60 A GB 3728/60A GB 372860 A GB372860 A GB 372860A GB 971041 A GB971041 A GB 971041A
Authority
GB
United Kingdom
Prior art keywords
group
nitro
groups
acylamido
derivative
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
GB3728/60A
Inventor
Anthony Stanley Fenton Ash
Andrew Malcolm Creighton
William Robert Wragg
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.)
May and Baker Ltd
Original Assignee
May and Baker Ltd
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 May and Baker Ltd filed Critical May and Baker Ltd
Priority to GB3728/60A priority Critical patent/GB971041A/en
Priority to LU39711D priority patent/LU39711A1/xx
Priority to ES0264470A priority patent/ES264470A1/en
Priority to BE599763A priority patent/BE599763A/en
Priority to FR851367A priority patent/FR1421210A/en
Priority to DEM47904A priority patent/DE1201843B/en
Priority to CH122761A priority patent/CH398614A/en
Priority to FR854365A priority patent/FR1086M/en
Publication of GB971041A publication Critical patent/GB971041A/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
    • C07D295/04—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
    • C07D295/12—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 or doubly bound nitrogen atoms
    • C07D295/135—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 or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D263/16—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D263/18—Oxygen atoms
    • C07D263/20—Oxygen atoms attached in position 2
    • C07D263/22—Oxygen atoms attached in position 2 with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to other ring carbon atoms

Landscapes

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

Abstract

The invention comprises compounds of general formula <FORM:0971041/C1/1> wherein X represents a straight saturated hydrocarbon chain of two to four carbon atoms which, when the chain contains four carbon atoms, may be substituted by an oxo group on the carbon atom adjacent to the phenyl groups, Ar represents a phenyl group optionally substituted by a haloalkyl (e.g. CF3-) group or halogen atom, R1 represents a meta- or para-group from amino, monoalkylamino, acylamido (including alkanesulphonamido), N-alkylacylamido, carbamoylamino, alkoxycarbonylamino, chloroalkoxycarbonylamino and N-oxazolidone groups, R2 represents a group in any unoccupied position and is a nitro group or any group within the definition of R1 except an N-oxazolidone group (alkyl, haloalkyl, acylamido and alkoxy groups have 1-4 carbons); and their acid addition salts; and their preparation by reacting a compound of formula <FORM:0971041/C1/2> with a compound of formula <FORM:0971041/C1/3> wherein Y represents the acid residue of a reactive ester, and if desired converting by known methods R1 and/or R2 into different groups within those definitions. Conversions described are reduction of nitro and hydrolysis and reduction of acylamido groups to form amino and alkylamino compounds and the treatment of amino groups to yield alkylamino, acylamido, carbamoylamino, alkoxycarbonylamino and chloroalkoxycarbonylamino derivatives, forming from the last-named an N-oxazolidone derivative. Phenalkyl halides III prepared are 2-p-aminophenylethyl bromide by hydrogenation of the nitro derivative) which on acetylation and nitration yields 2-(4-acetamido-2 and 3-nitrophenyl)-ethyl bromides and on treatment with methane-sulphonyl chloride yields 2-p-methane-sulphonamido-phenylethyl bromide from which the 3-nitro-derivative is obtained; also 4-p-acetamidophenyl-4-oxobutyl chloride (from acetanilide and 4-chlorobutyryl chloride) from which the 3-nitro-derivative is obtained. Pharmaceutical compositions comprise comprise compounds I or non-toxic acid addition salts thereof with a pharmaceutical carrier. Forms (tablets, pills, powders, granules, capsules, syrups, elixirs, solutions, suspensions, emulsions) are described for oral and parenteral administration. The compounds have psychotropic properties.
GB3728/60A 1960-02-02 1960-02-02 New phenylpiperazine compounds Expired GB971041A (en)

Priority Applications (8)

Application Number Priority Date Filing Date Title
GB3728/60A GB971041A (en) 1960-02-02 1960-02-02 New phenylpiperazine compounds
LU39711D LU39711A1 (en) 1960-02-02 1961-01-30
ES0264470A ES264470A1 (en) 1960-02-02 1961-01-31 New phenylpiperazine compounds
BE599763A BE599763A (en) 1960-02-02 1961-02-01 New derivatives of piperazine
FR851367A FR1421210A (en) 1960-02-02 1961-02-01 New piperazine derivatives
DEM47904A DE1201843B (en) 1960-02-02 1961-02-02 Process for the preparation of N-phenyl-piperazine derivatives
CH122761A CH398614A (en) 1960-02-02 1961-02-02 Process for the preparation of new piperazine derivatives
FR854365A FR1086M (en) 1960-02-02 1961-03-02 New derivatives of n-phenylpiperazine.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB3728/60A GB971041A (en) 1960-02-02 1960-02-02 New phenylpiperazine compounds
GB3121860 1960-09-09

Publications (1)

Publication Number Publication Date
GB971041A true GB971041A (en) 1964-09-30

Family

ID=26238547

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3728/60A Expired GB971041A (en) 1960-02-02 1960-02-02 New phenylpiperazine compounds

Country Status (7)

Country Link
BE (1) BE599763A (en)
CH (1) CH398614A (en)
DE (1) DE1201843B (en)
ES (1) ES264470A1 (en)
FR (1) FR1086M (en)
GB (1) GB971041A (en)
LU (1) LU39711A1 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2515648A1 (en) * 1981-11-03 1983-05-06 Cortial NOVELS (PHENYL-4 PIPERAZINYLETHYL) -2-ANILINES, METHOD FOR THE PREPARATION THEREOF AND THERAPEUTIC USE THEREOF
FR2531082A1 (en) * 1982-07-29 1984-02-03 Cortial NOVELS ((PHENYL-4 PIPERAZINYLTHYL) -2-ANILINO) -3 ISOBENZOFURANNONES, THEIR PREPARATION METHOD AND THEIR THERAPEUTIC APPLICATION

Also Published As

Publication number Publication date
CH398614A (en) 1966-03-15
DE1201843B (en) 1965-09-30
ES264470A1 (en) 1961-04-16
LU39711A1 (en) 1961-03-30
BE599763A (en) 1961-05-29
FR1086M (en) 1962-01-29

Similar Documents

Publication Publication Date Title
ES8207508A1 (en) Mannich-base hydroxamic acid prodrugs for the improved bioavailability of non-steroidal anti-inflammatory agents, a process for preparing and a pharmaceutical composition containing them.
GB1325192A (en) Phloroglucinol derivatives
GB925429A (en) Indole derivatives
ES444804A1 (en) Process for preparing (1-acylaminomethyl)-1,2,3,4-tetrahydroisoquinolines
GB1069797A (en) ª‡-aminoketone derivatives
GB971041A (en) New phenylpiperazine compounds
US3905968A (en) Preparation of 1,2-dichloro-3-amino propane derivatives
GB1028805A (en) Novel hydroxy-amines
GB1061946A (en) Novel dibenzocycloheptene derivatives and a process for the manufacture thereof
ES8200689A1 (en) Acylated cephalosporin analogs, process for their preparation and pharmaceutical compositions comprising them.
US2759943A (en) Derivatives of 2-n-methyl-1, 2, 3, 4-tetrahydro-gamma-carbolines
US2828340A (en) Hydroxy-lower-alkyl-bis(cyclohexylpropyl) amines, salts thereof, and preparation thereof
GB1460427A (en) Phenothiazine derivatives
GB858792A (en) New pyridazine derivatives and processes for their manufacture
US2250422A (en) Alkyl-crotyl barbituric acids and their salts
US3167564A (en) New process for the preparation of thiazole compounds
GB959993A (en) Camphor derivatives
GB951026A (en) The manufacture of sulphonamides
US2762804A (en) 3-methyl-5-phenyl-2, 6-piperazinedione and derivatives thereof and method of preparing same
GB1205687A (en) Aminoalkanol esters and their pharmaceutically acceptable acid-addition salts, and production thereof
IE58684B1 (en) Aminobenzamide derivatives
US2752345A (en) Gentisic acid salts of aminoalkyl-
GB1088224A (en) Acetamidine derivatives
GB810304A (en) Improvements in or relating to amines
GB1124663A (en) New iminodibenzyls and a process for their preparation