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IE34394L - 1, 4-methano and 1, 4-ethano-tetrahydronaphthyloxy-¹propanols - Google Patents

1, 4-methano and 1, 4-ethano-tetrahydronaphthyloxy-¹propanols

Info

Publication number
IE34394L
IE34394L IE93470A IE93470A IE34394L IE 34394 L IE34394 L IE 34394L IE 93470 A IE93470 A IE 93470A IE 93470 A IE93470 A IE 93470A IE 34394 L IE34394 L IE 34394L
Authority
IE
Ireland
Prior art keywords
compound
reacting
hydrogen
alkyl
compounds
Prior art date
Application number
IE93470A
Other versions
IE34394B1 (en
Original Assignee
Erba Carlo Spa
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 Erba Carlo Spa filed Critical Erba Carlo Spa
Publication of IE34394L publication Critical patent/IE34394L/en
Publication of IE34394B1 publication Critical patent/IE34394B1/en

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
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
    • C07C49/255—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing ether groups, groups, groups, or groups

Landscapes

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

Abstract

1,263,035. 1,4-Methano and 1,4-ethano- 1,2,3,4-tetrahydronaphthyloxypropanols. CARLO ERBA S.p.A. 22 July, 1970 [30 July, 1969; 4 Feb., 1970], No. 35550/70. Heading C2C. Novel compounds of the general Formula I wherein each of the groups R and R<SP>1</SP>, which may be the same or different is a hydrogen or halogen atom or a C 1-4 alkyl, C 1-4 alkoxy, nitro, substituted or unsubstituted amino, C 1-6 alkanesulphonamido, C 1-6 -alkylthio, C 1-6 alkylsulphinyl or C 1-6 alkylsulphonyl group or R<SP>4</SP>R<SP>5</SP>NSO 2 wherein R<SP>4</SP> and R<SP>5</SP> which may be the same or different is a hydrogen or C 1-6 alkyl, or CH 3 (CH 2 ) n CONR<SP>6</SP>- wherein n is 0-6 and R<SP>6</SP> is a hydrogen or methyl; x is 1 or 2; R<SP>2</SP> is hydrogen, C 1-4 -alkyl or a benzyl group; R<SP>3</SP> is hydrogen, C 1-10 alkyl or a benzyl group, and pharmaceutically acceptable salts thereof may be prepared by (a) reacting a compound of the formula II or III where X is a halogen, with an amine HNR 2 R 3 ; (b) reacting a compound of the Formula IV with a compound XCH 2 CHOHCH 2 NR<SP>2</SP>R<SP>3</SP>; (d) catalytically reducing a compound I wherein R<SP>1</SP> is a nitro group to an amino group and optionally acylating to give a Compound I wherein R<SP>1</SP> is alkanesulphonamido or CH 3 (CH 2 ) n CONR<SP>6</SP>-; (e) reacting Compound I wherein R<SP>1</SP> is amino under reductive conditions with formaldehyde to give I wherein R<SP>1</SP> is -NHCH 3 ; (f) reacting a compound of the Formula VI with an amine HNR<SP>2</SP>R<SP>3</SP> and then reducing the reaction product; and optionally (g) reacting Compound I with an appropriate acid to give a pharmaceutically acceptable salt. Compounds II may be prepared by reacting a corresponding hydroxy compound IV with epichlorohydrin to introduce the epoxide side chain, which may in turn be hydrolysed to Compound III. Compounds VI may be prepared by reacting a sodium salt of IV with a 1,3-dihaloacetone. Substituents R 1 may be introduced into Compounds IV by nitration of IV where R 1 is H. Pharmaceutical compositions of Compound I with a carrier or diluent show #-adrenergic receptor blocking activity when administered parenterally. [GB1263035A]
IE93470A 1969-07-30 1970-07-17 1,4-methano and 1,4-ethano-tetrahydronaphthyloxypropanols IE34394B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IT2027869 1969-07-30
IT2019370 1970-02-04

Publications (2)

Publication Number Publication Date
IE34394L true IE34394L (en) 1971-01-30
IE34394B1 IE34394B1 (en) 1975-04-30

Family

ID=26327437

Family Applications (1)

Application Number Title Priority Date Filing Date
IE93470A IE34394B1 (en) 1969-07-30 1970-07-17 1,4-methano and 1,4-ethano-tetrahydronaphthyloxypropanols

Country Status (13)

Country Link
JP (1) JPS5010591B1 (en)
AT (1) AT303700B (en)
BE (1) BE753917A (en)
CH (1) CH539017A (en)
CS (1) CS163218B2 (en)
DE (1) DE2037319C3 (en)
ES (1) ES382297A1 (en)
FR (1) FR2059580B1 (en)
GB (1) GB1263035A (en)
IE (1) IE34394B1 (en)
NL (1) NL7011244A (en)
NO (1) NO129042B (en)
SE (1) SE368820B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1436860A (en) * 1972-12-18 1976-05-26 Syntex Inc 5,8-dihydro-5,8-methanonaphthalene cardiovascular agents

Also Published As

Publication number Publication date
JPS5010591B1 (en) 1975-04-22
BE753917A (en) 1971-01-25
NL7011244A (en) 1971-02-02
DE2037319A1 (en) 1971-02-11
AT303700B (en) 1972-12-11
DE2037319B2 (en) 1973-04-26
CH539017A (en) 1973-07-15
FR2059580B1 (en) 1973-12-21
DE2037319C3 (en) 1973-11-22
NO129042B (en) 1974-02-18
ES382297A1 (en) 1973-04-16
CS163218B2 (en) 1975-08-29
GB1263035A (en) 1972-02-09
IE34394B1 (en) 1975-04-30
FR2059580A1 (en) 1971-06-04
SE368820B (en) 1974-07-22

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