GB943739A - Heterocyclic compounds and processes for their preparation - Google Patents

Heterocyclic compounds and processes for their preparation

Info

Publication number
GB943739A
GB943739A GB983659A GB983659A GB943739A GB 943739 A GB943739 A GB 943739A GB 983659 A GB983659 A GB 983659A GB 983659 A GB983659 A GB 983659A GB 943739 A GB943739 A GB 943739A
Authority
GB
United Kingdom
Prior art keywords
group
defined above
phenyl
amino
piperazine
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
GB983659A
Inventor
Donald Robert Maxwell
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 GB983659A priority Critical patent/GB943739A/en
Priority claimed from GB29532/59A external-priority patent/GB889395A/en
Priority to BE588826A priority patent/BE588826A/en
Publication of GB943739A publication Critical patent/GB943739A/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
    • C07D295/12—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

Abstract

The invention comprises N-phenyl-piperazine compounds of the formula: <FORM:0943739/C2/1> and their acid addition salts wherein X represents a straight, saturated or ethylenically unsaturated hydrocarbon chain of two to four carbon atoms which may be substituted by a lower alkyl or a hydroxy group and in which when the chain contains four carbon atoms the carbon atom adjacent to the Ar2 group may be substituted by an oxo group, Ar1 represents an unsubstituted phenyl group or a phenyl group containing up to three substituents selected from lower alkyl and lower alkoxy groups and halogen atoms, and Ar2 represents a phenyl group containing in the meta or para-position an amino, mono-lower alkylamino, di-(lower-alkyl) amino, mono-lower hydroxy alkylamino, di-(lower-hydroxy-alkyl) amino, acylamido, acylalkylamido, carbamoylamino, alkoxycarbonyl-amino, or an N-oxazolidone group, Ar2 optionally containing up to two further substituents selected from lower alkyl and lower alkoxy and halogen atoms, and wherein one or two of the hydrogen atoms of the piperazine nucleus may be replaced by a lower alkyl group, pharmaceutical compositions thereof, and processes for the preparation thereof by reacting together (a) the compound: <FORM:0943739/C2/2> and Hal-X1-Ar3 wherein Hal represents a halogen atom, Ar1 is as defined above, Ar3 represents the group Ar2 as defined above or a phenyl group containing a meta- or para-nitro substituent and X1 represents the group X as defined above or a group containing a carbonyl function convertible by reduction to give a group X1 and then if necessary, converting the group Ar3 to the group Ar2 and the group X1 to the group X or an unsaturated group X to a saturated group X, (b) the compound: <FORM:0943739/C2/3> and H2N-X-Ar3 wherein Hal represents a halogen atom, Ar1 and X are as defined above and Ar3 is as defined in (a), and then if necessary, converting the group Ar3 to the group Ar2 (c) the compound: <FORM:0943739/C2/4> and CH2=CH-(CH=CH-)nAr3 wherein Ar1 is as defined above, n is O or 1 and Ar3 is a p-nitrophenyl group, and converting the group Ar3 into the group Ar2 and, if desired, when n is 1, reducing the ethylenic double bond in the resultant product (d) an N-phenyl-piperazine as defined above wherein Ar2 contains a primary amino group with an acylating agent or (e) an N-phenyl piperazine as defined above wherein Ar2 contains a primary or secondary amino group with an alkylating agent. Said composition having psychotropic, antiemetic, hypothermic and other pharmacological properties are employed orally or parenterally in tablets, pills, dispersible powders and granules, emulsions, solutions, suspensions, syrups and elixirs.
GB983659A 1959-03-20 1959-03-20 Heterocyclic compounds and processes for their preparation Expired GB943739A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
GB983659A GB943739A (en) 1959-03-20 1959-03-20 Heterocyclic compounds and processes for their preparation
BE588826A BE588826A (en) 1959-03-20 1960-03-18 New N-phenylpiperazines, their preparation and pharmaceutical compositions containing them

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB983659A GB943739A (en) 1959-03-20 1959-03-20 Heterocyclic compounds and processes for their preparation
GB29532/59A GB889395A (en) 1958-11-26 1959-11-20 Apparatus for treating textile fabric webs

Publications (1)

Publication Number Publication Date
GB943739A true GB943739A (en) 1963-12-04

Family

ID=9879705

Family Applications (1)

Application Number Title Priority Date Filing Date
GB983659A Expired GB943739A (en) 1959-03-20 1959-03-20 Heterocyclic compounds and processes for their preparation

Country Status (2)

Country Link
BE (1) BE588826A (en)
GB (1) GB943739A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104892431A (en) * 2003-08-29 2015-09-09 三井化学株式会社 Insecticide for agricultural or horticultural use and method of use thereof

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104892431A (en) * 2003-08-29 2015-09-09 三井化学株式会社 Insecticide for agricultural or horticultural use and method of use thereof

Also Published As

Publication number Publication date
BE588826A (en) 1960-09-19

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