FR2368951A2 - Amino-hydroxypropoxy:phenyl ether cpds. - used as beta-blockers for cardiovascular disorders - Google Patents

Amino-hydroxypropoxy:phenyl ether cpds. - used as beta-blockers for cardiovascular disorders

Info

Publication number
FR2368951A2
FR2368951A2 FR7632320A FR7632320A FR2368951A2 FR 2368951 A2 FR2368951 A2 FR 2368951A2 FR 7632320 A FR7632320 A FR 7632320A FR 7632320 A FR7632320 A FR 7632320A FR 2368951 A2 FR2368951 A2 FR 2368951A2
Authority
FR
France
Prior art keywords
alkyl
cpds
blockers
cardiovascular disorders
beta
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
FR7632320A
Other languages
French (fr)
Other versions
FR2368951B2 (en
Inventor
Philippe Michel Jacque Manoury
Icilio Angelo Girolamo Cauero
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
Synthelabo 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 Synthelabo SA filed Critical Synthelabo SA
Priority to FR7632320A priority Critical patent/FR2368951A2/en
Publication of FR2368951A2 publication Critical patent/FR2368951A2/en
Application granted granted Critical
Publication of FR2368951B2 publication Critical patent/FR2368951B2/fr
Granted legal-status Critical Current

Links

Classifications

    • 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
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/02—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C217/04—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C217/28—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having one amino group and at least two singly-bound oxygen atoms, with at least one being part of an etherified hydroxy group, bound to the carbon skeleton, e.g. ethers of polyhydroxy amines
    • C07C217/30—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having one amino group and at least two singly-bound oxygen atoms, with at least one being part of an etherified hydroxy group, bound to the carbon skeleton, e.g. ethers of polyhydroxy amines having the oxygen atom of at least one of the etherified hydroxy groups further bound to a carbon atom of a six-membered aromatic ring
    • C07C217/32—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having one amino group and at least two singly-bound oxygen atoms, with at least one being part of an etherified hydroxy group, bound to the carbon skeleton, e.g. ethers of polyhydroxy amines having the oxygen atom of at least one of the etherified hydroxy groups further bound to a carbon atom of a six-membered aromatic ring the six-membered aromatic ring or condensed ring system containing that ring being further substituted
    • C07C217/34—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having one amino group and at least two singly-bound oxygen atoms, with at least one being part of an etherified hydroxy group, bound to the carbon skeleton, e.g. ethers of polyhydroxy amines having the oxygen atom of at least one of the etherified hydroxy groups further bound to a carbon atom of a six-membered aromatic ring the six-membered aromatic ring or condensed ring system containing that ring being further substituted by halogen atoms, by trihalomethyl, nitro or nitroso groups, or by singly-bound oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/34—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups
    • C07C233/35—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
    • C07C233/36—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
    • C07C255/24—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the same saturated acyclic carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00—Sulfones; Sulfoxides
    • C07C317/16—Sulfones; Sulfoxides having sulfone or sulfoxide groups and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C317/18—Sulfones; Sulfoxides having sulfone or sulfoxide groups and singly-bound oxygen atoms bound to the same carbon skeleton with sulfone or sulfoxide groups bound to acyclic carbon atoms of the carbon skeleton
    • 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
    • C07C323/10—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C323/11—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C323/12—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
    • 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
    • C07D303/24—Ethers with hydroxy compounds containing no oxirane rings with polyhydroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/04—Systems containing only non-condensed rings with a four-membered ring

Landscapes

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

Abstract

Phenolic ethers of formula (Ia) and their acid-addn. salts are new. In (Ia), p is 2,3,4 or 5; q is 1,2,3 or 4; m is 0,1,2,3 or 4; n is 0 or 1 provided that when m is 0; X is O, S or SO2; R is branched 3-4C alkyl, 3-4C cyclo-alkyl, 3-4C cyanoalkyl; phenylalkyl opt. substd. on the benzene ring by halo, 1-4C alkyl or 1-4C alkoxy, and in which the alkyl has 2-4C; 1-4C acylamino-(1-4C)alkyl. The cpds. of formula (I) (where m is 0, 1 or 2; n is 0 or 1 provided that when m is 0, n is 0; p is 2,3,4 or 5; and R is isoyl or t-butyl) are not claimed. (I) are selective beta-blockers for treating cardiovascular disorders. A typical cpd. 1- 4-(3-cyclopropylpropoxy) phenoxy -3-isopropylaminopropan-2-ol is prepd. by reaction of 4-(3-cyclopropylpropoxy)penol with epibropmohydrin and aq. KOH to give 1- 4-(3-cyclopropylpropoxy)phenoxy -2,3-epoxypropnae and treating it with isopropylamine.
FR7632320A 1976-10-27 1976-10-27 Amino-hydroxypropoxy:phenyl ether cpds. - used as beta-blockers for cardiovascular disorders Granted FR2368951A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR7632320A FR2368951A2 (en) 1976-10-27 1976-10-27 Amino-hydroxypropoxy:phenyl ether cpds. - used as beta-blockers for cardiovascular disorders

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7632320A FR2368951A2 (en) 1976-10-27 1976-10-27 Amino-hydroxypropoxy:phenyl ether cpds. - used as beta-blockers for cardiovascular disorders

Publications (2)

Publication Number Publication Date
FR2368951A2 true FR2368951A2 (en) 1978-05-26
FR2368951B2 FR2368951B2 (en) 1980-01-04

Family

ID=9179254

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7632320A Granted FR2368951A2 (en) 1976-10-27 1976-10-27 Amino-hydroxypropoxy:phenyl ether cpds. - used as beta-blockers for cardiovascular disorders

Country Status (1)

Country Link
FR (1) FR2368951A2 (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1982000141A1 (en) * 1980-07-09 1982-01-21 Ag Sandoz 3-amino-propoxy-phenyl derivatives,preparation thereof and drugs containing them
EP0052072A1 (en) * 1980-11-06 1982-05-19 Sandoz Ag 3-Aminopropoxyphenyl derivatives, their preparation and pharmaceutical compositions containing them
JPS57108047A (en) * 1980-11-06 1982-07-05 Sandoz Ag 3-aminopropoxyphenyl derivative, manufacture and pharmaceutical composition containing same
EP0085286A1 (en) * 1981-12-17 1983-08-10 Aktiebolaget Hässle Para-substituted 3-phenoxy-1-carbonylaminoalkylamino-propan-2-ols having beta receptor blocking properties

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1982000141A1 (en) * 1980-07-09 1982-01-21 Ag Sandoz 3-amino-propoxy-phenyl derivatives,preparation thereof and drugs containing them
FR2489316A1 (en) * 1980-07-09 1982-03-05 Sandoz Sa
EP0052072A1 (en) * 1980-11-06 1982-05-19 Sandoz Ag 3-Aminopropoxyphenyl derivatives, their preparation and pharmaceutical compositions containing them
JPS57108047A (en) * 1980-11-06 1982-07-05 Sandoz Ag 3-aminopropoxyphenyl derivative, manufacture and pharmaceutical composition containing same
JPH0257540B2 (en) * 1980-11-06 1990-12-05 Sandoz Ag
EP0085286A1 (en) * 1981-12-17 1983-08-10 Aktiebolaget Hässle Para-substituted 3-phenoxy-1-carbonylaminoalkylamino-propan-2-ols having beta receptor blocking properties
US4636501A (en) * 1981-12-17 1987-01-13 Aktiebolaget Hassle Para-substituted 3-phenoxy-1-carbonylamino-alkylamino-propanol compounds, beta receptor blocking compositions and use

Also Published As

Publication number Publication date
FR2368951B2 (en) 1980-01-04

Similar Documents

Publication Publication Date Title
JPS5254808A (en) Blade arrangement device of fluid machine
FR2368951A2 (en) Amino-hydroxypropoxy:phenyl ether cpds. - used as beta-blockers for cardiovascular disorders
JPS52152442A (en) Polypropylene resin compositions
GB1464067A (en) Process for preparing hydroxyphenol ethers
JPS52127606A (en) Compressor
EP0103895A3 (en) Novel hydroxylamine derivatives, production and use thereof
JPS5387064A (en) Method of operating desalting filter
JPS521688A (en) Stepped blade for cutting a pipe
FR2393802A1 (en) 4-Heterocyclyl-piperazine-1-carbodithioic acid derivs. - useful e.g. as hepatoprotectors, choleretics, hypocholesterolaemiants and having anti:lithiase activity
JPS5373560A (en) Spiro compound
JPS5358558A (en) Ring opening polymer composition having improved oxidation stability
JPS5326898A (en) Anti-corrosive, flame-retardant polyurethane foam
JPS526034A (en) Magnetic bubble drive unit
JPS525730A (en) Process for preparation of 1,3,5-tri-substituted derivatives
JPS5293715A (en) Bis-(1-methyl-2-vinyl-4,6-heptadienyl)carbonate
JPS5439029A (en) Nitro compounds
JPS5384098A (en) Preparation of phenolic resin
ES465385A1 (en) 1,4-Oxathianes
JPS5374556A (en) Phenolic resin composition
JPS5380502A (en) Rotary machine
JPS53147796A (en) Curable composition
FR2040359A1 (en) Fungicidal oxazine derivatives
JPS53146855A (en) Electric razor
IE780115L (en) Tetrahydro 1,2,4-triazines
JPS532430A (en) Preparation of resorcin