IE781448L - 1-(indol-4-yloxy)-3-amino-2-propanol derivatives. - Google Patents

1-(indol-4-yloxy)-3-amino-2-propanol derivatives.

Info

Publication number
IE781448L
IE781448L IE781448A IE144878A IE781448L IE 781448 L IE781448 L IE 781448L IE 781448 A IE781448 A IE 781448A IE 144878 A IE144878 A IE 144878A IE 781448 L IE781448 L IE 781448L
Authority
IE
Ireland
Prior art keywords
hydrogen
cyano
alkoxy
halogen
alkyl
Prior art date
Application number
IE781448A
Other versions
IE47131B1 (en
Original Assignee
Sandoz 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
Priority claimed from CH907777A external-priority patent/CH632246A5/en
Application filed by Sandoz Ltd filed Critical Sandoz Ltd
Publication of IE781448L publication Critical patent/IE781448L/en
Publication of IE47131B1 publication Critical patent/IE47131B1/en

Links

Classifications

    • 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
    • C07D209/30Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
    • C07D209/42Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/02Drugs for disorders of the nervous system for peripheral neuropathies
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/06Antihyperlipidemics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/08Drugs for disorders of the metabolism for glucose homeostasis
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/06Antiarrhythmics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/08Vasodilators for multiple indications
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/10Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/12Antihypertensives
    • 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
    • C07D209/10Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/12Radicals substituted by oxygen atoms
    • 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
    • C07D209/30Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Diabetes (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Vascular Medicine (AREA)
  • Endocrinology (AREA)
  • Emergency Medicine (AREA)
  • Urology & Nephrology (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Indole Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

The compounds of formula I <IMAGE> wherein R is a group <IMAGE> wherein A is C2-5 alkylene, X is a bond, oxygen or sulfur, R3 is hydrogen, hydroxy, C1-4 alkoxy, halogen of atomic number of from 9 to 35, cyano, carbamoyl or a group NHCORd, wherein Rd is C1-4 alkyl, and R4 is hydrogen and, when R3 is C1-4 alkoxy, R4 additionally may be C1-4 alkoxy or, when R3 is halogen of atomic number of from 9 to 35, R4 additionally may be halogen of atomic number of from 9 to 35 either i) R1 is hydrogen or methyl and R2 is cyano, CONRaRb, COORc or CH2ORe, wherein Ra, Rb, Rc and Re independently are hydrogen or C1-4 alkyl, or ii) either R1 is methyl and R2 is Cl or Br or R1 is Cl or Br and R2 is hydrogen or methyl, with the provisos that a) X is separated from the nitrogen atom of the 3-amino-2-hydroxy-propoxy chain by at least 2 carbon atoms, b) when X is a bond, P3 is other than hydrogen and c) when R2 is cyano, R additionally may be C3-7 alkyl are useful as alpha - and beta -adrenoceptor blocking, anti-arrhythmic and anti- hypertensive agents and as inhibitors of metabolic effects of emotional stress. [GB2001971A]
IE1448/78A 1977-07-21 1978-07-19 Indoles IE47131B1 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
CH907077 1977-07-21
CH906577 1977-07-21
CH907777A CH632246A5 (en) 1977-07-21 1977-07-21 Process for preparing novel 3-aminopropoxyindoles
CH907377 1977-07-21

Publications (2)

Publication Number Publication Date
IE781448L true IE781448L (en) 1979-01-21
IE47131B1 IE47131B1 (en) 1983-12-28

Family

ID=27429188

Family Applications (1)

Application Number Title Priority Date Filing Date
IE1448/78A IE47131B1 (en) 1977-07-21 1978-07-19 Indoles

Country Status (18)

Country Link
JP (1) JPS5422364A (en)
AU (1) AU523105B2 (en)
BE (1) BE869133A (en)
CA (1) CA1098909A (en)
DE (1) DE2830211A1 (en)
DK (1) DK312878A (en)
ES (1) ES471863A1 (en)
FI (1) FI782229A (en)
FR (1) FR2398058A1 (en)
GB (1) GB2001971B (en)
IE (1) IE47131B1 (en)
IL (1) IL55170A (en)
IT (1) IT1105092B (en)
NL (1) NL7807626A (en)
NZ (1) NZ187909A (en)
PT (1) PT68317A (en)
SE (1) SE435374B (en)
SU (1) SU843740A3 (en)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2905877A1 (en) * 1979-02-16 1980-08-28 Boehringer Mannheim Gmbh NEW AMINOPROPANOL DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND MEDICINAL PRODUCTS CONTAINING THESE COMPOUNDS
EP0025111B1 (en) * 1979-08-10 1984-07-25 Sandoz Ag 3-aminopropoxyaryl derivatives, their preparation and pharmaceutical compositions containing them
DE3030047A1 (en) * 1980-08-08 1982-03-11 Boehringer Mannheim Gmbh, 6800 Mannheim NEW AMINOPROPANOL DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND MEDICINAL PRODUCTS CONTAINING THESE COMPOUNDS
DE3029980A1 (en) * 1980-08-08 1982-03-11 Boehringer Mannheim Gmbh, 6800 Mannheim INDOLDER DERIVATIVES AND METHOD FOR THEIR PRODUCTION
DE3131146A1 (en) * 1981-08-06 1983-02-24 Boehringer Mannheim Gmbh, 6800 Mannheim NEW HETEROARYLOXYPROPANOLAMINE, METHOD FOR THE PRODUCTION THEREOF AND MEDICINAL PRODUCTS CONTAINING THESE COMPOUNDS
ZA967892B (en) * 1995-09-21 1998-03-18 Lilly Co Eli Selective β3 adrenergic agonists.
US6818660B2 (en) 1996-04-09 2004-11-16 Nps Pharmaceuticals, Inc. Calcilytic compounds
AU726659B2 (en) * 1996-04-09 2000-11-16 Nps Pharmaceuticals, Inc. Calcilytic compounds
ES2171839T3 (en) * 1996-09-05 2002-09-16 Lilly Co Eli CARBAZOL ANALOGS AS BETA3 SELECTIVE ADRENERGIC AGONISTS.
TW483881B (en) 1996-12-03 2002-04-21 Nps Pharma Inc Calcilytic compounds
US7202261B2 (en) 1996-12-03 2007-04-10 Nps Pharmaceuticals, Inc. Calcilytic compounds
AU1580001A (en) * 1999-11-15 2001-05-30 Eli Lilly And Company Process for the preparation of aryloxy propanolamines
US11173144B2 (en) 2016-05-13 2021-11-16 The Board Of Trustees Of The Leland Stanford Junior University Adrenergic receptor modulating compounds and methods of using the same

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1547056A (en) * 1966-12-13 1968-11-22 Sandoz Sa Indole derivatives and their preparation
FR2019185A1 (en) * 1968-09-30 1970-06-26 Sandoz Sa 4-(2-hydroxy-3-amino-propoxy)-indole-2-carboxy- - lic acids and esters and 2-hydroxymethylindoles as beta
US3699123A (en) * 1970-03-24 1972-10-17 Sandoz Ltd 4-(3-amino-2-hydroxy-propoxy) indole derivatives
US4076829A (en) * 1974-11-16 1978-02-28 Boehringer Mannheim Gmbh Aminopropanol compounds and compositions for the treatment of cardiac and circulatory diseases
DE2508251C2 (en) * 1975-02-26 1983-12-29 Boehringer Mannheim Gmbh, 6800 Mannheim Derivatives of indole, processes for their preparation and medicaments containing them
DE2633839A1 (en) * 1975-08-07 1977-02-24 Sandoz Ag NEW 4-AMINOPROPOXYINDOLDE DERIVATIVES, THEIR PRODUCTION AND USE
DE2635209C2 (en) * 1975-08-15 1983-01-27 Sandoz-Patent-GmbH, 7850 Lörrach 4- (2-Benzoyloxy-3-tert-butylamino-propoxy) -2-methylindole, its (S) -enantiomer, their acid addition salts, processes for their preparation and medicaments containing these compounds

Also Published As

Publication number Publication date
IL55170A (en) 1982-07-30
DK312878A (en) 1979-01-22
PT68317A (en) 1978-08-01
SE435374B (en) 1984-09-24
BE869133A (en) 1979-01-19
FR2398058A1 (en) 1979-02-16
AU3818278A (en) 1980-01-24
SU843740A3 (en) 1981-06-30
FI782229A (en) 1979-01-22
FR2398058B1 (en) 1982-08-06
GB2001971A (en) 1979-02-14
NZ187909A (en) 1981-04-24
IT7850299A0 (en) 1978-07-14
IL55170A0 (en) 1978-09-29
NL7807626A (en) 1979-01-23
AU523105B2 (en) 1982-07-15
GB2001971B (en) 1982-02-10
CA1098909A (en) 1981-04-07
IT1105092B (en) 1985-10-28
IE47131B1 (en) 1983-12-28
SE7807753L (en) 1979-01-22
ES471863A1 (en) 1979-10-01
DE2830211A1 (en) 1979-02-01
JPS5422364A (en) 1979-02-20

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