FR2359135A1 - Heterocyclyl substd. phenoxy-propanolamine - with cardio:selective beta-adrenergic blocking activity - Google Patents

Heterocyclyl substd. phenoxy-propanolamine - with cardio:selective beta-adrenergic blocking activity

Info

Publication number
FR2359135A1
FR2359135A1 FR7720380A FR7720380A FR2359135A1 FR 2359135 A1 FR2359135 A1 FR 2359135A1 FR 7720380 A FR7720380 A FR 7720380A FR 7720380 A FR7720380 A FR 7720380A FR 2359135 A1 FR2359135 A1 FR 2359135A1
Authority
FR
France
Prior art keywords
phenoxy
lower alkyl
substd
propanolamine
cardio
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.)
Withdrawn
Application number
FR7720380A
Other languages
French (fr)
Inventor
Jean-Marie Teulon
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.)
Hexachimie SA
Original Assignee
Hexachimie 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 Hexachimie SA filed Critical Hexachimie SA
Publication of FR2359135A1 publication Critical patent/FR2359135A1/en
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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 ring carbon atoms
    • C07D307/32—Oxygen atoms
    • C07D307/33—Oxygen atoms in position 2, the oxygen atom being in its keto or unsubstituted enol form
    • 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
    • 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
    • A61P9/10—Drugs 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
    • 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
    • A61P9/12—Antihypertensives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/76—Unsaturated compounds containing keto groups
    • C07C59/90—Unsaturated compounds containing keto groups containing singly bound oxygen-containing groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D307/10—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/12—Radicals substituted by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/40—Radicals substituted by oxygen atoms
    • C07D307/42—Singly bound oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/40—Radicals substituted by oxygen atoms
    • C07D307/46—Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D309/04—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D309/06—Radicals substituted by oxygen atoms

Abstract

Phenoxypropanolamines of formula (I) and their pharmaceutically acceptable acid addition salts are new: (m=0-3; (=2 or 3; R1=H, lower alkyl or cycloalkyl; R2 and R3 are each opt. branched lower alkyl, dimethoxylphenethyl or phenylisopropyl; R3 can also be H. R=H, halo, lower alkyl, alkoxy or cycloalkyl, allyl, nitro or acetyl. 'Lower' alkyl have 1-4C.) (I) prepd. by sequential reaction of the appropriate phenol with an epihalohydrin and HNR2R3. (I) are cardioselective beta-adrenergic blockers useful in treatment of angina pectors and arterial hypertension at 0.1-0.4g/day orally or 25-100mg/day intravenously. The intra-peritoneal LD50 in rats is 64-256mg/kg. Specifically claimed cpd. is 1-(2-chloro-4-(4-methyl-tetrahydrofuran-2-yl)- phenoxy-3-isopropylamino-2-propanol .
FR7720380A 1976-07-22 1977-07-01 Heterocyclyl substd. phenoxy-propanolamine - with cardio:selective beta-adrenergic blocking activity Withdrawn FR2359135A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB3064776 1976-07-22
GB5357676 1976-12-22

Publications (1)

Publication Number Publication Date
FR2359135A1 true FR2359135A1 (en) 1978-02-17

Family

ID=26260544

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7720380A Withdrawn FR2359135A1 (en) 1976-07-22 1977-07-01 Heterocyclyl substd. phenoxy-propanolamine - with cardio:selective beta-adrenergic blocking activity

Country Status (11)

Country Link
JP (1) JPS5312851A (en)
AU (1) AU2714177A (en)
DE (1) DE2733305A1 (en)
DK (1) DK329577A (en)
ES (1) ES460866A1 (en)
FR (1) FR2359135A1 (en)
GR (1) GR61995B (en)
NL (1) NL7707949A (en)
NO (1) NO772604L (en)
PT (1) PT66781B (en)
SE (1) SE7708368L (en)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS58160154U (en) * 1983-03-01 1983-10-25 セイコーエプソン株式会社 printing device
GB0319069D0 (en) * 2003-08-14 2003-09-17 Glaxo Group Ltd Therapeutically useful compounds
CA2558585C (en) 2004-02-27 2010-10-12 Amgen Inc. Compounds, pharmaceutical compositions and methods for use in treating metabolic disorders
US7465804B2 (en) 2005-05-20 2008-12-16 Amgen Inc. Compounds, pharmaceutical compositions and methods for their use in treating metabolic disorders
CA2621949A1 (en) 2005-09-14 2007-03-22 Amgen Inc. Conformationally constrained 3- (4-hydroxy-phenyl) - substituted-propanoic acids useful for treating metabolic disorders
US7687526B2 (en) 2006-09-07 2010-03-30 Amgen Inc. Benzo-fused compounds for use in treating metabolic disorders
US7714008B2 (en) 2006-09-07 2010-05-11 Amgen Inc. Heterocyclic GPR40 modulators
US7572934B2 (en) 2007-04-16 2009-08-11 Amgen Inc. Substituted biphenyl GPR40 modulators
JP5591706B2 (en) 2007-10-10 2014-09-17 アムジエン・インコーポレーテツド Substituted biphenyl GPR40 modulator
MX2010009654A (en) 2008-03-06 2010-09-28 Amgen Inc Conformationally constrained carboxylic acid derivatives useful for treating metabolic disorders.
AU2009303475B2 (en) 2008-10-15 2012-09-13 Amgen Inc. Spirocyclic GPR40 modulators

Also Published As

Publication number Publication date
SE7708368L (en) 1978-01-23
DK329577A (en) 1978-01-23
ES460866A1 (en) 1978-08-16
GR61995B (en) 1979-02-14
AU2714177A (en) 1979-01-25
PT66781B (en) 1978-12-18
DE2733305A1 (en) 1978-01-26
PT66781A (en) 1977-08-01
JPS5312851A (en) 1978-02-04
NO772604L (en) 1978-01-24
NL7707949A (en) 1978-01-24

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Legal Events

Date Code Title Description
RE Withdrawal of published application