ES476526A1 - Procedimiento de nuevas cinamoil-piperazinas y homopiperazi-nas. - Google Patents

Procedimiento de nuevas cinamoil-piperazinas y homopiperazi-nas.

Info

Publication number
ES476526A1
ES476526A1 ES476526A ES476526A ES476526A1 ES 476526 A1 ES476526 A1 ES 476526A1 ES 476526 A ES476526 A ES 476526A ES 476526 A ES476526 A ES 476526A ES 476526 A1 ES476526 A1 ES 476526A1
Authority
ES
Spain
Prior art keywords
cinnamoyles
homopiperazines
piperazines
therapeutics
preparing
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
ES476526A
Other languages
English (en)
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 ES476526A1 publication Critical patent/ES476526A1/es
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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/08—Vasodilators for multiple indications
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C273/00—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C273/18—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas
    • C07C273/1809—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas with formation of the N-C(O)-N moiety
    • C07C273/1818—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas with formation of the N-C(O)-N moiety from -N=C=O and XNR'R"
    • C07C273/1827—X being H
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
    • C07D303/18—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
    • C07D303/20—Ethers with hydroxy compounds containing no oxirane rings
    • C07D303/22—Ethers with hydroxy compounds containing no oxirane rings with monohydroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
    • C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
    • C07D317/54—Radicals substituted by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
    • C07D317/62—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring 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 atoms of the carbocyclic ring
    • C07D317/64—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
    • C07D317/62—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring 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 atoms of the carbocyclic ring
    • C07D317/66—Nitrogen atoms not forming part of a nitro radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
    • C07D317/62—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring 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 atoms of the carbocyclic ring
    • C07D317/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D319/10—1,4-Dioxanes; Hydrogenated 1,4-dioxanes
    • C07D319/14—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems
    • C07D319/16—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D319/18—Ethylenedioxybenzenes, not substituted on the hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D321/00—Heterocyclic compounds containing rings having two oxygen atoms as the only ring hetero atoms, not provided for by groups C07D317/00 - C07D319/00
    • C07D321/02—Seven-membered rings
    • C07D321/10—Seven-membered rings condensed with carbocyclic rings or ring systems

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Veterinary Medicine (AREA)
  • Engineering & Computer Science (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Cardiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

Procedimiento de preparación de nuevas cinamoil-piperazinas y homopiperazinas que responden a la fórmula general (I), **fórmula** en la cual **fórmula** representa el grupo 3,4,5-trimetoxifenilo **fórmula**, tomando entonces el conjunto de los parámetros (n, R1,X,m) el valor (1,H,Oxígeno, O) y representando el radical Ar un heterociclo del tipo: en el cual R12 representa los grupos acetilo, acetamido, N-metil-carboxamido o N-metil-carbamoilamino, caracterizado dicho procedimiento porque consiste en condensar la piperazina de fórmula (IIc) : **fórmula** con un derivado clorado de fórmula (XXVIII) **fórmula** en la cual R12 representa los grupos acetilo, acetamido, N-metil-carboxamido ó N-metilcarbamoil-amino, en solución en acetonitrilo, en presencia de carbonato de potasio.
ES476526A 1977-04-19 1978-12-30 Procedimiento de nuevas cinamoil-piperazinas y homopiperazi-nas. Expired ES476526A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7711707A FR2387971A1 (fr) 1977-04-19 1977-04-19 Nouvelles trimethoxy cinnamoyles piperazines, leur procede de preparation et leur application en therapeutique

Publications (1)

Publication Number Publication Date
ES476526A1 true ES476526A1 (es) 1979-11-01

Family

ID=9189566

Family Applications (4)

Application Number Title Priority Date Filing Date
ES468869A Expired ES468869A1 (es) 1977-04-19 1978-04-17 Procedimiento de preparacion de nuevas cinamoilos-piperazi- nas y homopiperazinas
ES476525A Expired ES476525A1 (es) 1977-04-19 1978-12-30 Procedimiento de preparacion dle nuevas cinamoil-piperazinas y homopiperazinas.
ES476526A Expired ES476526A1 (es) 1977-04-19 1978-12-30 Procedimiento de nuevas cinamoil-piperazinas y homopiperazi-nas.
ES476524A Expired ES476524A1 (es) 1977-04-19 1978-12-30 Procedimiento de preparacion de nuevas cinamoil-piperazinas y homopiperazinas.

Family Applications Before (2)

Application Number Title Priority Date Filing Date
ES468869A Expired ES468869A1 (es) 1977-04-19 1978-04-17 Procedimiento de preparacion de nuevas cinamoilos-piperazi- nas y homopiperazinas
ES476525A Expired ES476525A1 (es) 1977-04-19 1978-12-30 Procedimiento de preparacion dle nuevas cinamoil-piperazinas y homopiperazinas.

Family Applications After (1)

Application Number Title Priority Date Filing Date
ES476524A Expired ES476524A1 (es) 1977-04-19 1978-12-30 Procedimiento de preparacion de nuevas cinamoil-piperazinas y homopiperazinas.

Country Status (15)

Country Link
US (2) US4178442A (es)
JP (2) JPS53132581A (es)
AU (1) AU517029B2 (es)
BE (1) BE865990A (es)
CH (2) CH633783A5 (es)
DE (1) DE2816785A1 (es)
ES (4) ES468869A1 (es)
FR (1) FR2387971A1 (es)
GB (2) GB1603521A (es)
GR (1) GR63200B (es)
IT (1) IT1094434B (es)
LU (1) LU79448A1 (es)
NL (2) NL7804137A (es)
SE (1) SE436876B (es)
ZA (1) ZA782201B (es)

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2507604A2 (fr) * 1977-04-19 1982-12-17 Delalande Sa Nouvelles trimethoxy-3,4,5 cinnamoyle piperazines, leur procede de preparation et leur application en therapeutique
FR2462432A2 (fr) 1979-08-03 1981-02-13 Delalande Sa Nouveaux derives de la 3,4,5 trimethoxy cinnamoyle piperazine, leur procede de preparation et leur application en therapeutique
FR2456738A2 (fr) * 1978-04-10 1980-12-12 Delalande Sa Nouvelles cinnamoyles piperazines et homopiperazines, leur procede de preparation et leur application en therapeutique
CH641468A5 (de) * 1978-05-30 1984-02-29 Hoffmann La Roche Cephemderivate.
US4368199A (en) * 1980-01-21 1983-01-11 Delalande S.A. Novel derivatives of 3,4,5-trimethoxy cinnamoyl piperazine, their salts, the process for preparing the same and their application in therapeutics
FR2474031A1 (fr) * 1980-01-21 1981-07-24 Delalande Sa Nouveaux derives de la trimethoxy-3,4,5 cinnamoyle piperazine, leurs sels, leur procede de preparation et leur application en therapeutique
JPS5888370A (ja) * 1981-11-19 1983-05-26 Hokuriku Seiyaku Co Ltd １−（３，４，５−トリメトキシシンナモイル）−４−アミノカルボニルエチル置換ピペラジン及びホモピペラジン誘導体、及びその製造方法
US4567264A (en) * 1983-05-18 1986-01-28 Syntex (U.S.A.) Inc. Cardioselective aryloxy- and arylthio- hydroxypropylene-piperazinyl acetanilides which affect calcium entry
IT1207990B (it) * 1983-11-15 1989-06-01 Euroresearch Srl Attivita' analgesica, processo per derivati metil-piperazinici edla loro preparazione e composizioni terapeutiche che li contengono.
DE3407695A1 (de) * 1984-03-02 1985-09-12 Röhm Pharma GmbH, 6108 Weiterstadt Pteridinverbindungen mit pharmazeutischer wirksamkeit
JPS6360749U (es) * 1986-10-09 1988-04-22
JPH01121755U (es) * 1988-02-15 1989-08-17
US4997836A (en) * 1988-11-11 1991-03-05 Takeda Chemical Industries, Ltd. Trisubstituted piperazine compounds, their production and use
DE19536378A1 (de) * 1995-09-29 1997-04-03 Bayer Ag Heterocyclische Aryl-, Alkyl- und Cycloalkylessigsäureamide
CA2272327A1 (en) * 1996-11-19 1998-05-28 Kyowa Hakko Kogyo Co., Ltd. Oxygen-containing heterocyclic compounds
US6673122B1 (en) 1997-02-26 2004-01-06 L'oréal Compositions for dyeing keratin fibers containing para-aminophenols, dyeing process, novel para-aminophenols and process for their preparation
FR2760012B1 (fr) * 1997-02-26 2000-08-18 Oreal Compositions pour la teinture des fibres keratiniques contenant des para-aminophenols, procede de teinture, nouveaux para-aminophenols et leur procede de prepraration
EP1425261A2 (de) * 2001-08-31 2004-06-09 Bayer Chemicals AG Verfahren zur herstellung von 4-amino-1-naphtholethern
US7078407B2 (en) * 2001-11-23 2006-07-18 Korea Research Institute Of Chemical Technology 4-hydroxycinnamamide derivatives as antioxidants and pharmaceutical compositions containing them
FR3000742B1 (fr) * 2013-01-08 2015-08-21 Pharmasynthese Nouveaux derives de l’acide sinapinique
CN115991683B (zh) * 2022-12-08 2024-05-07 贵州大学 一种含异丙醇胺结构的肉桂酸类化合物、制备方法及其应用

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2699438A (en) * 1952-04-19 1955-01-11 Rayonier Inc Linear polyesters of carboxy-2-hydroxymethyl benzodioxane
US3268407A (en) * 1963-10-04 1966-08-23 American Cyanamid Co Tranquilizing compositions and method of inducing a state of tranquility
DE1670482A1 (de) * 1967-01-07 1971-03-18 Cassella Farbwerke Mainkur Ag Verfahren zur Herstellung von Derivaten des Cumarins
GB1168108A (en) * 1967-09-29 1969-10-22 Delalande Sa Amide Derivatives of 1-Piperazine Acetic Acid and Process for their Preparation
US3753984A (en) * 1971-05-26 1973-08-21 Delalande Sa Amides derived from the esters of 1-piperazine propionic acid, their method of preparation and their application to therapeutics
US4038279A (en) * 1972-12-23 1977-07-26 Boehringer Ingelheim Gmbh N-aryl-n'-(phenyl-or phenoxy-alkyl)-piperazines and salts thereof
CH583713A5 (es) * 1973-06-29 1977-01-14 Cermol Sa
FR2244475B1 (es) * 1973-07-24 1977-11-10 Centre Etd Ind Pharma
NL175059C (nl) * 1974-02-23 Boehringer Mannheim Gmbh Bereiding van bloeddrukverlagende stoffen en van preparaten die ze bevatten.
FR2278340A1 (fr) * 1974-07-17 1976-02-13 Delalande Sa Nouveau derive de la n-(trimethoxy-3,4,5 cinnamoyl) piperazine, ses sels d'addition d'acides, son procede de preparation et son application en therapeutique
GB1473262A (en) * 1974-11-20 1977-05-11 Delalande Sa Derivatives of n-3,4,5-trimethoxy cinnamoyl-piperazine their process of preparation and their therapeutic application

Also Published As

Publication number Publication date
IT1094434B (it) 1985-08-02
IT7822434A0 (it) 1978-04-18
AU3514278A (en) 1979-10-25
SE436876B (sv) 1985-01-28
ES476524A1 (es) 1979-10-16
JPS53132581A (en) 1978-11-18
ES468869A1 (es) 1979-08-16
SE7804067L (sv) 1978-10-20
FR2387971B1 (es) 1981-01-09
ES476525A1 (es) 1979-10-16
US4178442A (en) 1979-12-11
FR2387971A1 (fr) 1978-11-17
DE2816785A1 (de) 1978-10-26
JPS6240358B2 (es) 1987-08-27
NL7804137A (nl) 1978-10-23
GR63200B (en) 1979-10-04
US4248788A (en) 1981-02-03
ZA782201B (en) 1979-03-28
JPS6250468B2 (es) 1987-10-24
CH633287A5 (fr) 1982-11-30
CH633783A5 (fr) 1982-12-31
NL7903035A (nl) 1979-09-28
BE865990A (fr) 1978-10-16
AU517029B2 (en) 1981-07-02
GB1603521A (en) 1981-11-25
DE2816785C2 (es) 1991-04-25
GB1603522A (en) 1981-11-25
JPS58150586A (ja) 1983-09-07
LU79448A1 (fr) 1978-11-28

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Legal Events

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FD1A Patent lapsed

Effective date: 20000601