GB1229580A - - Google Patents

Info

Publication number
GB1229580A
GB1229580A GB5706767A GB1229580DA GB1229580A GB 1229580 A GB1229580 A GB 1229580A GB 5706767 A GB5706767 A GB 5706767A GB 1229580D A GB1229580D A GB 1229580DA GB 1229580 A GB1229580 A GB 1229580A
Authority
GB
United Kingdom
Prior art keywords
alkyl
benzothiophene
substituted
aryl
unsubstituted
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.)
Expired
Application number
GB5706767A
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 filed Critical
Publication of GB1229580A publication Critical patent/GB1229580A/en
Priority claimed from US00192320A external-priority patent/US3855242A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D495/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
    • C07D333/54—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
    • C07D333/58—Radicals substituted by nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
    • C07D333/54—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
    • C07D333/60—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

1,229,580. Benzo[b]thiophene derivatives. ASPRO - NICHOLAS Ltd., N. B. CHAPMAN, and K. CLARKE. 10 Dec., 1968 [15 Dec., 1967], No. 57067/67. Heading C2C. [Also in Division A5] The invention comprises benzo[b]thiophene either (a) substituted by (B) 0-1 -Y where B is C 1-4 alkylene and Y is (and their N-alkyl, -aryl, -carboxyalkyl or -carboxyaryl derivatives), wherein R<SP>1</SP> is alkyl or aryl (but not Et when B is present and is 3-CHg and the benzothiophene is substituted by 2-Me or is otherwise unsubstituted), R<SP>2</SP> is H, alkyl or aryl, or (b) containing a 5-membered N-containing ring (fused to the thiophene ring) optionally substituted by alkyl or aryl and optionally N-substituted by 1-2 alkyl, cycloalkyl (but not by a single cyclohexyl when the benzothiophene is otherwise unsubstituted), hydroxyalkyl, haloalkyl, aralkyl, anidiuo or guanidino groups, or 2 such N-substituents form with the N a spiro ring (but not piperidino or morpholino when the benzothiophene is otherwise unsubstituted); and in both cases the benzothiophene is optionally substituted by halogen, alkoxy, alkyl, haloalkyl, carboxyl, carboxyalkyl, carboxyaryl, nitro, cyano, amino, alkylamino, haloalkylamino, acylamino, arylacylamino or aryloxyacylamino, and includes acid addition salts and quaternary ammonium derivatives thereof. Compounds (a) are prepared by substantially standard operations commencing with the corresponding benzothiophene substituted by (B) 0-1 -CN or (B) 0-4 -NH 2 ; compounds (b) are prepared by reacting a 2,3-di(halomethyl)benzothiophene with the appropriate amine.
GB5706767A 1967-12-15 1967-12-15 Expired GB1229580A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB2374470 1967-12-15
GB5706767 1967-12-15
US00192320A US3855242A (en) 1967-12-15 1971-10-26 Benzo{8 b{9 thienyl-alkyl-guanidines

Publications (1)

Publication Number Publication Date
GB1229580A true GB1229580A (en) 1971-04-28

Family

ID=27258254

Family Applications (2)

Application Number Title Priority Date Filing Date
GB5706767A Expired GB1229580A (en) 1967-12-15 1967-12-15
GB2374470A Expired GB1231170A (en) 1967-12-15 1967-12-15

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB2374470A Expired GB1231170A (en) 1967-12-15 1967-12-15

Country Status (4)

Country Link
CH (1) CH518296A (en)
DE (1) DE1813836A1 (en)
GB (2) GB1229580A (en)
SE (1) SE368708B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU568428B2 (en) * 1984-03-16 1987-12-24 Akzo N.V. Benzothiazole and benzothiophene derivatives

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2059408T3 (en) * 1987-02-10 1994-11-16 Abbott Lab A PROCESS FOR THE PREPARATION OF A COMPOUND.
ES2051986T3 (en) * 1988-07-05 1994-07-01 Akzo Nv COMPOUNDS WITH BRONCHODILATING ACTIVITY.

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU568428B2 (en) * 1984-03-16 1987-12-24 Akzo N.V. Benzothiazole and benzothiophene derivatives
US4929636A (en) * 1984-03-16 1990-05-29 Akzo N.V. Positive inotrophic benzothiazole and benzothiophene compositions and method of use therefor

Also Published As

Publication number Publication date
DE1813836A1 (en) 1969-07-10
SE368708B (en) 1974-07-15
CH518296A (en) 1972-01-31
GB1231170A (en) 1971-05-12

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PLE Entries relating assignments, transmissions, licences in the register of patents
PLNP Patent lapsed through nonpayment of renewal fees