FR2267104A1 - Hypotensive and antiarrhythmic piperazines - 1-(3-phenoxy-2-hydroxy propyl)-4-substd. piperazines - Google Patents

Hypotensive and antiarrhythmic piperazines - 1-(3-phenoxy-2-hydroxy propyl)-4-substd. piperazines

Info

Publication number
FR2267104A1
FR2267104A1 FR7413007A FR7413007A FR2267104A1 FR 2267104 A1 FR2267104 A1 FR 2267104A1 FR 7413007 A FR7413007 A FR 7413007A FR 7413007 A FR7413007 A FR 7413007A FR 2267104 A1 FR2267104 A1 FR 2267104A1
Authority
FR
France
Prior art keywords
substd
phenyl
alkoxy
piperazines
alk
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.)
Granted
Application number
FR7413007A
Other languages
French (fr)
Other versions
FR2267104B1 (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.)
FERLUX LABO SA
Original Assignee
FERLUX LABO 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 FERLUX LABO SA filed Critical FERLUX LABO SA
Priority to FR7413007A priority Critical patent/FR2267104A1/en
Publication of FR2267104A1 publication Critical patent/FR2267104A1/en
Application granted granted Critical
Publication of FR2267104B1 publication Critical patent/FR2267104B1/fr
Granted legal-status Critical Current

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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
    • C07D295/08—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
    • C07D295/12—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
    • C07D295/125—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 attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/13—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 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
    • 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

Landscapes

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

Abstract

Piperazine cpds. of formula (I) and their salts (where R1 is H, 1-6C alkyl or acyl nitro, or carbamoyl, R1 is -(CH2)nR7, -COR12 or benzimidazoyl, R2-6 are each H, halogen, 1-6C alk(en)yl NO2, phenyl or acylamino, or two adjacent gps. may with the phenyl ring form alpha or beta-naphtayl, R7 is OH, alkoxy, (substd.)alkoxy, nitro-oxy, amino, mono- or di-alkylamino, CN, carboxy, alkoxycarbonyl, aryloxy(opt. substd. esp. by 1 or more alkox, carbazoyl, or methylene-3,4-dioxy phenyl gps). -CONR8R9, -CONHN=CH-R10, 2,5-dimethyl-1-pyrrolyl carbamoyl, or -CHOHR11 (when n = 1), R8 and R9 are each H, alk(en)yl or (substd)phenyl, or together with the N atom form a heterocycle which may contain other hetero atoms, R10 is alk(en)yl, or phenyl (opt. substd. by halogen or 1-6C alkoxy), R11 = CH2OH, alkoxymethyl, phenyl, benzyl or -CH2-NRaRb, Ra and Rb are each H, alkyl or together with the N atom form pyrrolidino or morpholino, R12 is (ar)alkyl or (ar)alkenyl, opt. substd. by halogen, hydroxy or 1-6C alkoxy, and n = 1,2 or 3) are adrenolytics, hypotensives, anti-hypertensives and anti-arrhythmics.
FR7413007A 1974-04-12 1974-04-12 Hypotensive and antiarrhythmic piperazines - 1-(3-phenoxy-2-hydroxy propyl)-4-substd. piperazines Granted FR2267104A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR7413007A FR2267104A1 (en) 1974-04-12 1974-04-12 Hypotensive and antiarrhythmic piperazines - 1-(3-phenoxy-2-hydroxy propyl)-4-substd. piperazines

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7413007A FR2267104A1 (en) 1974-04-12 1974-04-12 Hypotensive and antiarrhythmic piperazines - 1-(3-phenoxy-2-hydroxy propyl)-4-substd. piperazines

Publications (2)

Publication Number Publication Date
FR2267104A1 true FR2267104A1 (en) 1975-11-07
FR2267104B1 FR2267104B1 (en) 1977-11-10

Family

ID=9137622

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7413007A Granted FR2267104A1 (en) 1974-04-12 1974-04-12 Hypotensive and antiarrhythmic piperazines - 1-(3-phenoxy-2-hydroxy propyl)-4-substd. piperazines

Country Status (1)

Country Link
FR (1) FR2267104A1 (en)

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4060613A (en) * 1976-05-19 1977-11-29 Ayerst Mckenna And Harrison Ltd. 3-Aryloxy-2(4-loweralkyl-1-piperazinyl)propanols, their alkylethers, and use thereof
FR2439778A1 (en) * 1978-10-23 1980-05-23 Nippon Shinyaku Co Ltd PROCESS FOR THE PREPARATION OF CARBAMOYLPIPERAZINE DERIVATIVES WITH B-ADRENERGIC BLOCKER ACTIVITY AND NOVEL PRODUCTS THUS OBTAINED
FR2456738A2 (en) * 1978-04-10 1980-12-12 Delalande Sa NOVEL CINNAMOYLES PIPERAZINES AND HOMOPIPERAZINES, THEIR PREPARATION PROCESS AND THEIR APPLICATION IN THERAPEUTICS
FR2479821A1 (en) * 1980-04-08 1981-10-09 Nippon Shinyaku Co Ltd N4-CARBAMOYLPIPERAZINOPROPANOL DERIVATIVES USEFUL FOR THEIR ADRENALINE B-BLOCKING ACTIVITY
FR2507604A2 (en) * 1977-04-19 1982-12-17 Delalande Sa Tri:methoxy cinnamoyl piperazine(s) - for treatment of cardiovascular disorders
EP0068544A2 (en) * 1981-06-23 1983-01-05 Janssen Pharmaceutica N.V. Novel N-aryl-piperazinealkanamides
EP0126449A1 (en) * 1983-05-18 1984-11-28 Syntex (U.S.A.) Inc. Cardioselective aryloxy- and arylthio-hydroxypropyl piperazinyl acetanilides wich affect calcium entry
US4499100A (en) * 1983-05-18 1985-02-12 Syntex (U.S.A.) Inc. Benzodioxanyl-hydroxyethyleneamino-piperidinyl acetanilides, ketones, esters and carbamates which effect immunity and calcium entry and β-blockade
US4558129A (en) * 1983-05-18 1985-12-10 Syntex (U.S.A.) Inc. Benzodioxanyl-hydroxyethylene-piperazinyl acetanilides which effect calcium entry and β-blockade
WO2001062711A2 (en) * 2000-02-22 2001-08-30 Cv Therapeutics, Inc. Substituted alkylene diamine compounds
US6693099B2 (en) * 2000-10-17 2004-02-17 The Procter & Gamble Company Substituted piperazine compounds optionally containing a quinolyl moiety for treating multidrug resistance
JP2006510670A (en) * 2002-12-05 2006-03-30 シーブイ・セラピューティクス・インコーポレイテッド Substituted heterocyclic compounds

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4170653A (en) 1976-05-19 1979-10-09 Ayerst McKenna and Harrison Limited Antidepressant naphthyloxy piperidino and pyrrolidino propanol ethers
US4071552A (en) 1976-05-19 1978-01-31 Ayerst Mckenna And Harrison Ltd. Aryloxy aminobutanols, their preparation and use thereof

Cited By (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4060613A (en) * 1976-05-19 1977-11-29 Ayerst Mckenna And Harrison Ltd. 3-Aryloxy-2(4-loweralkyl-1-piperazinyl)propanols, their alkylethers, and use thereof
FR2507604A2 (en) * 1977-04-19 1982-12-17 Delalande Sa Tri:methoxy cinnamoyl piperazine(s) - for treatment of cardiovascular disorders
FR2456738A2 (en) * 1978-04-10 1980-12-12 Delalande Sa NOVEL CINNAMOYLES PIPERAZINES AND HOMOPIPERAZINES, THEIR PREPARATION PROCESS AND THEIR APPLICATION IN THERAPEUTICS
FR2439778A1 (en) * 1978-10-23 1980-05-23 Nippon Shinyaku Co Ltd PROCESS FOR THE PREPARATION OF CARBAMOYLPIPERAZINE DERIVATIVES WITH B-ADRENERGIC BLOCKER ACTIVITY AND NOVEL PRODUCTS THUS OBTAINED
FR2479821A1 (en) * 1980-04-08 1981-10-09 Nippon Shinyaku Co Ltd N4-CARBAMOYLPIPERAZINOPROPANOL DERIVATIVES USEFUL FOR THEIR ADRENALINE B-BLOCKING ACTIVITY
EP0068544A2 (en) * 1981-06-23 1983-01-05 Janssen Pharmaceutica N.V. Novel N-aryl-piperazinealkanamides
EP0068544A3 (en) * 1981-06-23 1983-05-11 Janssen Pharmaceutica N.V. Novel n-aryl-piperazinealkanamides
US4499100A (en) * 1983-05-18 1985-02-12 Syntex (U.S.A.) Inc. Benzodioxanyl-hydroxyethyleneamino-piperidinyl acetanilides, ketones, esters and carbamates which effect immunity and calcium entry and β-blockade
EP0126449A1 (en) * 1983-05-18 1984-11-28 Syntex (U.S.A.) Inc. Cardioselective aryloxy- and arylthio-hydroxypropyl piperazinyl acetanilides wich affect calcium entry
US4558129A (en) * 1983-05-18 1985-12-10 Syntex (U.S.A.) Inc. Benzodioxanyl-hydroxyethylene-piperazinyl acetanilides which effect calcium entry and β-blockade
US4567264A (en) * 1983-05-18 1986-01-28 Syntex (U.S.A.) Inc. Cardioselective aryloxy- and arylthio- hydroxypropylene-piperazinyl acetanilides which affect calcium entry
WO2001062711A2 (en) * 2000-02-22 2001-08-30 Cv Therapeutics, Inc. Substituted alkylene diamine compounds
WO2001062711A3 (en) * 2000-02-22 2002-02-14 Cv Therapeutics Inc Substituted alkylene diamine compounds
US6638970B2 (en) 2000-02-22 2003-10-28 Cv Therapeutics, Inc. Substituted alkylene diamine compounds
US6693099B2 (en) * 2000-10-17 2004-02-17 The Procter & Gamble Company Substituted piperazine compounds optionally containing a quinolyl moiety for treating multidrug resistance
JP2006510670A (en) * 2002-12-05 2006-03-30 シーブイ・セラピューティクス・インコーポレイテッド Substituted heterocyclic compounds

Also Published As

Publication number Publication date
FR2267104B1 (en) 1977-11-10

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