FR2370472A2 - Heterocyclic aminoalcohol(s) - with spasmolytic activity and for treatment of cardiovascular disease (NO 13.6.77) - Google Patents

Heterocyclic aminoalcohol(s) - with spasmolytic activity and for treatment of cardiovascular disease (NO 13.6.77)

Info

Publication number
FR2370472A2
FR2370472A2 FR7634001A FR7634001A FR2370472A2 FR 2370472 A2 FR2370472 A2 FR 2370472A2 FR 7634001 A FR7634001 A FR 7634001A FR 7634001 A FR7634001 A FR 7634001A FR 2370472 A2 FR2370472 A2 FR 2370472A2
Authority
FR
France
Prior art keywords
substd
phenyl
alkyl
alkanoyl
mono
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
FR7634001A
Other languages
French (fr)
Other versions
FR2370472B2 (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.)
Continental Pharma Inc
Original Assignee
Continental Pharma Inc
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 Continental Pharma Inc filed Critical Continental Pharma Inc
Priority to FR7634001A priority Critical patent/FR2370472A2/en
Priority to NO763917A priority patent/NO147748C/en
Priority to OA56080A priority patent/OA05578A/en
Publication of FR2370472A2 publication Critical patent/FR2370472A2/en
Application granted granted Critical
Publication of FR2370472B2 publication Critical patent/FR2370472B2/fr
Granted legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/78Benzo [b] furans; Hydrogenated benzo [b] furans
    • C07D307/79Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/08Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D327/00Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms
    • C07D327/02Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms one oxygen atom and one sulfur atom
    • C07D327/06Six-membered rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/50Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/52Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
    • C07D333/54Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D335/00Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom
    • C07D335/04Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D335/06Benzothiopyrans; Hydrogenated benzothiopyrans
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D337/00Heterocyclic compounds containing rings of more than six members having one sulfur atom as the only ring hetero atom
    • C07D337/02Seven-membered rings
    • C07D337/06Seven-membered rings condensed with carbocyclic rings or ring systems
    • C07D337/08Seven-membered rings condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D339/00Heterocyclic compounds containing rings having two sulfur atoms as the only ring hetero atoms
    • C07D339/08Six-membered rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Aminoalcohols of formula (I) and their acid-addition salts are new (where R' is H, one or two 1-3C alkyl groups, phenyl or -CO2H; R2 is 1-3C alkyl; R3 is 3-18C mono- or poly-unsaturated alkenyl; 3-12C mono- or polyunsaturated alkenyl substd. by O, S or phenyl, 3-18C mono- or polyunsaturated alkynyl; 3-12C mono or polyunsaturated alkynyl substd. by O, S or phenyl; 3-10C cycloalkyl; 3-20C alkyl; 2-18C alkyl substd. by one or more O, S, 1-3C alkoxy-carbonyl, pyrrollidine, pyrrolidinone or imidazolidinone, phenyl, phenoxy, pheyllthio benzoyl, idanyloxy, naphtyoxy, phenyl, phenoxy, phenylthio or benzoyl substd. by one or two 1-4C alyl 1-4C alkoxy, halo, CN,OH,NH2, 2-6C alkanoyl, 2-4C alkanoyl, 1-4C alkoxycarbonyl or 1-4C alkylsulphonamido. R4 is H; or NR1R2 forms morpholine or pyrrolidine; or piperidine opt. substd. by 1-2 1-4c lkyl, phenyl or phenyl 1-4C alkyl; or piperazine substd. in the 4-position by phenyl substd. by one or two halo or b a CF3 group; R5 is H or 1-3C alkyl; R6 is H, 1-10C alkanoyl or o-8C cyclo-alkanoyl; n is 1,2 or 3; X is O, S or NH; Y is CH2 or S; provided that when X is O, Y is CH2, n is 2, R' and R5 are H, R2 is Me, and R6 is H or alkanoyl, R4+R3 and the attached N atom are not substd. piperazine.) (I) antihypertensive, spasmolytic, peripheral vasodilator, hypolipaemic, antithrombotic, beta-lytic, platelet aggregation inhibitory and tranquillilizing activity. A typical cpd., 1-(6-thoichromanyl)-2-octylamino-propan-1-ol was prepd. by bromination of 6-propionyl-thiochroman and treating the product. with octylamine in ethanol at reflux temp. and reducing the mixture with NaBH4.
FR7634001A 1975-11-18 1976-11-10 Heterocyclic aminoalcohol(s) - with spasmolytic activity and for treatment of cardiovascular disease (NO 13.6.77) Granted FR2370472A2 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
FR7634001A FR2370472A2 (en) 1976-11-10 1976-11-10 Heterocyclic aminoalcohol(s) - with spasmolytic activity and for treatment of cardiovascular disease (NO 13.6.77)
NO763917A NO147748C (en) 1975-11-18 1976-11-17 ANALOGY PROCEDURE FOR THE PREPARATION OF THERAPEUTIC ACTIVE AMINOAL ALCOHOL DERIVATIVES
OA56080A OA05578A (en) 1976-08-31 1977-02-19 Amino-alcohol derivatives, pharmaceutical composition based on these derivatives as well as their preparation process and their use.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7634001A FR2370472A2 (en) 1976-11-10 1976-11-10 Heterocyclic aminoalcohol(s) - with spasmolytic activity and for treatment of cardiovascular disease (NO 13.6.77)

Publications (2)

Publication Number Publication Date
FR2370472A2 true FR2370472A2 (en) 1978-06-09
FR2370472B2 FR2370472B2 (en) 1982-01-08

Family

ID=9179774

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7634001A Granted FR2370472A2 (en) 1975-11-18 1976-11-10 Heterocyclic aminoalcohol(s) - with spasmolytic activity and for treatment of cardiovascular disease (NO 13.6.77)

Country Status (1)

Country Link
FR (1) FR2370472A2 (en)

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0062919A1 (en) * 1981-04-13 1982-10-20 Schering Aktiengesellschaft Indole derivatives, process for their preparation and pharmaceutical compositions containing them
EP0099766A1 (en) * 1982-06-03 1984-02-01 Roussel-Uclaf 1-3-Dihydro 4-(1-hydroxy-2-amino-ethyl)-2H-indol-2-one derivatives, their salts, process for their preparation, their use as medicines and compositions containing them
US4521606A (en) * 1983-06-30 1985-06-04 American Home Products Corp. 5-Indolyl substituted aminoethanols
US4562200A (en) * 1983-06-30 1985-12-31 American Home Products Corporation 5(Indolyl) and 5(2,3-dihydroindolyl) substituted aminoethanols and their use as anti-hypertensives
EP0177245A2 (en) * 1984-09-28 1986-04-09 Nippon Chemiphar Co., Ltd. Amino-alcohol derivatives and processes for their preparation
US4622399A (en) * 1983-06-30 1986-11-11 American Home Products Corporation Bicyclo-heterocyclic nitrogen substituted aminoethanol derivatives
WO1987002359A1 (en) * 1985-10-14 1987-04-23 Maggioni-Winthrop S.P.A. Dihydrobenzothiophene and thiochromane aminoalcohols
WO1996003396A1 (en) * 1994-07-27 1996-02-08 The Procter & Gamble Company Dihydrobenzofuran and related compounds useful as anti-inflammatory agents
WO1997017324A1 (en) * 1995-11-10 1997-05-15 Rhodia Chimie Aromatic thioether acylation method
US5656661A (en) * 1994-07-27 1997-08-12 The Procter & Gamble Company Dihydrobenzofuran and related compounds useful as anti-inflammatory agents
US5672620A (en) * 1996-02-01 1997-09-30 The Procter & Gamble Company Dihydrobenzofuran and related compounds useful as anti-inflammatory agents
US5684031A (en) * 1996-02-01 1997-11-04 The Procter & Gamble Company Dihydrobenzofuran and related compounds useful as anti-inflammatory agents
WO1998008834A1 (en) * 1996-08-29 1998-03-05 Synthelabo Benzylamine derivatives, their preparation and their application in therapeutics
FR2752840A1 (en) * 1996-08-29 1998-03-06 Synthelabo 7-Amino ethyl benzothiophene derivatives

Cited By (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0062919A1 (en) * 1981-04-13 1982-10-20 Schering Aktiengesellschaft Indole derivatives, process for their preparation and pharmaceutical compositions containing them
EP0099766A1 (en) * 1982-06-03 1984-02-01 Roussel-Uclaf 1-3-Dihydro 4-(1-hydroxy-2-amino-ethyl)-2H-indol-2-one derivatives, their salts, process for their preparation, their use as medicines and compositions containing them
US4521606A (en) * 1983-06-30 1985-06-04 American Home Products Corp. 5-Indolyl substituted aminoethanols
US4562200A (en) * 1983-06-30 1985-12-31 American Home Products Corporation 5(Indolyl) and 5(2,3-dihydroindolyl) substituted aminoethanols and their use as anti-hypertensives
US4622399A (en) * 1983-06-30 1986-11-11 American Home Products Corporation Bicyclo-heterocyclic nitrogen substituted aminoethanol derivatives
EP0177245A2 (en) * 1984-09-28 1986-04-09 Nippon Chemiphar Co., Ltd. Amino-alcohol derivatives and processes for their preparation
EP0177245A3 (en) * 1984-09-28 1987-07-01 Nippon Chemiphar Co., Ltd. Amino-alcohol derivatives and processes for their preparation
WO1987002359A1 (en) * 1985-10-14 1987-04-23 Maggioni-Winthrop S.P.A. Dihydrobenzothiophene and thiochromane aminoalcohols
WO1996003396A1 (en) * 1994-07-27 1996-02-08 The Procter & Gamble Company Dihydrobenzofuran and related compounds useful as anti-inflammatory agents
US5656661A (en) * 1994-07-27 1997-08-12 The Procter & Gamble Company Dihydrobenzofuran and related compounds useful as anti-inflammatory agents
US5674891A (en) * 1994-07-27 1997-10-07 The Procter & Gamble Company Dihydrobenzothiophene compounds useful as anti-inflammatory agents
WO1997017324A1 (en) * 1995-11-10 1997-05-15 Rhodia Chimie Aromatic thioether acylation method
FR2741067A1 (en) * 1995-11-10 1997-05-16 Rhone Poulenc Chimie PROCESS FOR ACYLATION OF AN AROMATIC THIOETHER
US5672620A (en) * 1996-02-01 1997-09-30 The Procter & Gamble Company Dihydrobenzofuran and related compounds useful as anti-inflammatory agents
US5684031A (en) * 1996-02-01 1997-11-04 The Procter & Gamble Company Dihydrobenzofuran and related compounds useful as anti-inflammatory agents
WO1998008834A1 (en) * 1996-08-29 1998-03-05 Synthelabo Benzylamine derivatives, their preparation and their application in therapeutics
FR2752840A1 (en) * 1996-08-29 1998-03-06 Synthelabo 7-Amino ethyl benzothiophene derivatives
US6060508A (en) * 1996-08-29 2000-05-09 Synthelabo Benzylamine derivatives, their preparation and their application in therapeutics

Also Published As

Publication number Publication date
FR2370472B2 (en) 1982-01-08

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