GB1280290A - Novel derivatives of benzhydrylpiperazine, their process of preparation and their therapeutic application - Google Patents

Novel derivatives of benzhydrylpiperazine, their process of preparation and their therapeutic application

Info

Publication number
GB1280290A
GB1280290A GB23880/71A GB2388071A GB1280290A GB 1280290 A GB1280290 A GB 1280290A GB 23880/71 A GB23880/71 A GB 23880/71A GB 2388071 A GB2388071 A GB 2388071A GB 1280290 A GB1280290 A GB 1280290A
Authority
GB
United Kingdom
Prior art keywords
compounds
benzhydrylpiperazine
preparation
propargyloxy
therapeutic application
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
GB23880/71A
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
Delalande 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 Delalande SA filed Critical Delalande SA
Publication of GB1280290A publication Critical patent/GB1280290A/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
    • C07D295/16—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 acylated on ring nitrogen atoms
    • C07D295/18—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 acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
    • C07D295/182—Radicals derived from carboxylic acids
    • C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids
    • 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
    • C07D295/084—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 attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/088—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 attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
    • 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
    • C07D295/084—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 attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/092—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 attached to the same carbon chain, which is not interrupted by carbocyclic rings with aromatic radicals attached to the chain
    • 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
    • C07D295/10—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 doubly bound oxygen or sulphur atoms
    • C07D295/104—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 doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/108—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 doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
    • 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
    • C07D295/14—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 carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D295/145—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 carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/15—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 carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain

Abstract

1280290 Piperazine derivatives DELALANDE SA 19 April 1971 [18 March 1970] 23880/71 Heading C2C The invention comprises piperazine derivatives of the formula wherein R is CONH 2 , CONHCH(CH 3 ) 2 , 3,4,5- trimethoxyphenylcarbamoyl, pyrrolidin - 1- yl - carbonyl, morpholinocarbonyl, CH 3 CO-, CH 3 CH 2 OCO-, 2 - propargyloxy - 1 - hydroxyethyl or 1 - hydroxy - 1 - phenylethyl and their preparation. Compounds in which R is 2 - propargyloxy - 1 - hydroxyethyl or 1- hydroxy-1-phenylethyl are prepared by reacting 1-benzhydrylpiperazine with 1-propargyloxy - 2,3 - epoxypropane and 2 - phenyl- 2,3-epoxypropane respectively. The remaining compounds are obtained by reacting 1-benzhydrylpiperazine with compounds of the formula Pharmaceutical compositions, suitable for oral or parenteral administration, contain the above novel compounds and pharmaceutically acceptable carriers. The compounds have antihypertensive and analgesic properties.
GB23880/71A 1970-03-18 1971-04-19 Novel derivatives of benzhydrylpiperazine, their process of preparation and their therapeutic application Expired GB1280290A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR707009595A FR2081579B1 (en) 1970-03-18 1970-03-18

Publications (1)

Publication Number Publication Date
GB1280290A true GB1280290A (en) 1972-07-05

Family

ID=9052424

Family Applications (1)

Application Number Title Priority Date Filing Date
GB23880/71A Expired GB1280290A (en) 1970-03-18 1971-04-19 Novel derivatives of benzhydrylpiperazine, their process of preparation and their therapeutic application

Country Status (13)

Country Link
BE (1) BE763609A (en)
CH (1) CH518952A (en)
CS (1) CS168555B2 (en)
DE (1) DE2111776A1 (en)
ES (1) ES389129A1 (en)
FR (1) FR2081579B1 (en)
GB (1) GB1280290A (en)
IL (1) IL36345A (en)
LU (1) LU62723A1 (en)
NL (1) NL7103618A (en)
SE (1) SE380022B (en)
SU (1) SU433680A3 (en)
ZA (1) ZA711334B (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0113226A1 (en) * 1982-12-24 1984-07-11 Fujisawa Pharmaceutical Co., Ltd. Benzhydrylpiperazine derivatives, processes for the preparation thereof and pharmaceutical compositions comprising the same
US5225559A (en) * 1990-11-15 1993-07-06 Ube Industries, Ltd. Diarylmethoxypiperidine derivatives
US7355042B2 (en) 2001-10-16 2008-04-08 Hypnion, Inc. Treatment of CNS disorders using CNS target modulators
US7538114B2 (en) 2006-06-28 2009-05-26 Amgen Inc. Glycine transporter-1 inhibitors

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DK154078C (en) * 1981-02-06 1989-05-22 Ucb Sa METHOD OF ANALOGUE FOR THE PREPARATION OF 2- (2- (4- (DIPHENYL-METHYL) -1-PIPERAZINYL) ETHOXY) -ACETAMIDES OR ACID ADDITION SALTS.
FR2527605A1 (en) * 1982-05-25 1983-12-02 Fordonal Sa PIPERAZINE DERIVATIVES, MANUFACTURING PROCESS AND RESULTING MEDICINAL PRODUCTS
JPS59101475A (en) * 1982-12-02 1984-06-12 Nippon Chemiphar Co Ltd Novel piperazine derivative, its preparation and cerebral circulation improving agent containing the same

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1049383B (en) * 1959-01-29 Forest Brüssel Henri Morren (Belgien) Process for the preparation of antihistamine-active pipcrazine derivatives
BE649848A (en) * 1963-07-03 1964-12-29

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0113226A1 (en) * 1982-12-24 1984-07-11 Fujisawa Pharmaceutical Co., Ltd. Benzhydrylpiperazine derivatives, processes for the preparation thereof and pharmaceutical compositions comprising the same
US4591590A (en) * 1982-12-24 1986-05-27 Fujisawa Pharmaceutical Co., Ltd. Benzhydrylpiperazine derivatives, processes for the preparation thereof and pharmaceutical composition comprising the same
US5225559A (en) * 1990-11-15 1993-07-06 Ube Industries, Ltd. Diarylmethoxypiperidine derivatives
US7355042B2 (en) 2001-10-16 2008-04-08 Hypnion, Inc. Treatment of CNS disorders using CNS target modulators
US7538114B2 (en) 2006-06-28 2009-05-26 Amgen Inc. Glycine transporter-1 inhibitors
US8183244B2 (en) 2006-06-28 2012-05-22 Amgen Inc. Glycine transporter-1 inhibitors
US8735383B2 (en) 2006-06-28 2014-05-27 Amgen Inc. Glycine transporter-1 inhibitors
US9663476B2 (en) 2006-06-28 2017-05-30 Amgen Inc. Glycine transporter-1 inhibitors

Also Published As

Publication number Publication date
CH518952A (en) 1972-02-15
ZA711334B (en) 1971-11-24
LU62723A1 (en) 1971-10-13
CS168555B2 (en) 1976-06-29
SE380022B (en) 1975-10-27
BE763609A (en) 1971-09-01
FR2081579A1 (en) 1971-12-10
DE2111776A1 (en) 1971-10-07
SU433680A3 (en) 1974-06-25
IL36345A0 (en) 1971-05-26
FR2081579B1 (en) 1973-04-06
ES389129A1 (en) 1973-06-01
IL36345A (en) 1974-01-14
NL7103618A (en) 1971-09-21

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PLNP Patent lapsed through nonpayment of renewal fees