GB1464242A - Benzoyl benzofurans and compositions comprising them - Google Patents

Benzoyl benzofurans and compositions comprising them

Info

Publication number
GB1464242A
GB1464242A GB1041475A GB1041475A GB1464242A GB 1464242 A GB1464242 A GB 1464242A GB 1041475 A GB1041475 A GB 1041475A GB 1041475 A GB1041475 A GB 1041475A GB 1464242 A GB1464242 A GB 1464242A
Authority
GB
United Kingdom
Prior art keywords
phenyl
hydrogen
alkoxyphenyl
tri
alkylphenyl
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
GB1041475A
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.)
GlaxoSmithKline LLC
Original Assignee
SmithKline Corp
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 SmithKline Corp filed Critical SmithKline Corp
Publication of GB1464242A publication Critical patent/GB1464242A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F1/00—Compounds containing elements of Groups 1 or 11 of the Periodic System
    • C07F1/08—Copper compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/70—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form
    • C07C45/71—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form being hydroxy 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
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
    • C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
    • C07D307/80—Radicals substituted by oxygen 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
    • C07D333/56—Radicals substituted by oxygen atoms

Abstract

1464242 Benzofurans SMITHKLINE CORP 13 March 1975 [18 April 1974 17 Oct 1974] 10414/75 Heading C2C Novel compounds of Formula I or a pharmaceutically acceptable acid addition salt thereof, in which: R 1 is phenyl, halophenyl, dihalophenyl, trihalophenyl, lower alkylphenyl, di-lower alkylphenyl, tri-lower alkylphenyl, lower alkoxyphenyl, di-lower alkoxyphenyl, tri-lower alkoxyphenyl, lower alkyl-di-lower alkoxyphenyl or lower alkoxy-di-lower alkylphenyl; R 2 is hydrogen, halo, lower alkyl, lower alkoxy, nitro or trifluoromethyl; R 3 is a group of Formula A R 4 is hydrogen, methyl, ethyl or propyl and R 5 is methyl, ethyl or propyl or R 4 and R 5 together with the nitrogen atom to which they are attached form a pyrrolidine, piperidine, N-(lower alkyl)piperazine, morpholine or perhydroazepine ring; R 6 is hydrogen or hydroxy; m is 0 or 1 when R 6 is hydrogen and 1 when R 6 is hydroxy; n is 0 or 1; and Z is oxygen or sulphur are prepared by one of the following reaction schemes wherein R 1 , R 2 , R 4 , R 5 and n have the above significance and p is 2 or 3, X and Y are halogen, R 1 <SP>1</SP> is phenyl, mono-, di- or trihalo-phenyl or mono-, di- or tri-alkyl-phenyl. The benzothiophenes are similarly prepared by schemes analogous to reaction schemes 1 and 2 above. Pharmaceutical compositions in conventional forms for oral or parenteral administration and having vaso-dilatory activity comprise an above novel compound and a carrier or diluent.
GB1041475A 1974-04-18 1975-03-13 Benzoyl benzofurans and compositions comprising them Expired GB1464242A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US46200874A 1974-04-18 1974-04-18
US51580874A 1974-10-17 1974-10-17

Publications (1)

Publication Number Publication Date
GB1464242A true GB1464242A (en) 1977-02-09

Family

ID=27040202

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1041475A Expired GB1464242A (en) 1974-04-18 1975-03-13 Benzoyl benzofurans and compositions comprising them

Country Status (7)

Country Link
CA (1) CA1053673A (en)
DE (1) DE2517296A1 (en)
FR (1) FR2267770B1 (en)
GB (1) GB1464242A (en)
IE (1) IE42353B1 (en)
IL (1) IL46980A (en)
NL (1) NL7504647A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4663347A (en) * 1983-10-31 1987-05-05 Merck Frosst Canada, Inc. Benzofuran 2-carboxylic acid esters useful as inhibitors of leukotriene biosynthesis
US4822803A (en) * 1983-10-31 1989-04-18 Merck Frosst Canada, Inc. Benzofuran 2-carboxylic acid hydrazides useful as inhibitors of leukotriene biosynthesis
US4933351A (en) * 1983-10-31 1990-06-12 Merck Frosst Canada, Inc. Benzofuran 2-carbox amides useful as inhibitors of leukoriene biosynthesis
WO2003000671A1 (en) * 2001-06-20 2003-01-03 Wyeth Naphthyl benzofuran derivatives as inhibitors of plasminogen activator inhibitor-1 (pai-1)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2970219B1 (en) 2013-03-15 2019-02-27 Epizyme, Inc. Carm1 inhibitors and uses thereof

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4663347A (en) * 1983-10-31 1987-05-05 Merck Frosst Canada, Inc. Benzofuran 2-carboxylic acid esters useful as inhibitors of leukotriene biosynthesis
US4822803A (en) * 1983-10-31 1989-04-18 Merck Frosst Canada, Inc. Benzofuran 2-carboxylic acid hydrazides useful as inhibitors of leukotriene biosynthesis
US4933351A (en) * 1983-10-31 1990-06-12 Merck Frosst Canada, Inc. Benzofuran 2-carbox amides useful as inhibitors of leukoriene biosynthesis
WO2003000671A1 (en) * 2001-06-20 2003-01-03 Wyeth Naphthyl benzofuran derivatives as inhibitors of plasminogen activator inhibitor-1 (pai-1)
US6599925B2 (en) 2001-06-20 2003-07-29 Wyeth Substituted naphthyl benzofuran derivatives as inhibitors of plasminogen activator inhibitor-1 (PAI-1)

Also Published As

Publication number Publication date
AU7985075A (en) 1976-10-07
IE42353B1 (en) 1980-07-30
CA1053673A (en) 1979-05-01
NL7504647A (en) 1975-10-21
FR2267770B1 (en) 1979-08-10
IE42353L (en) 1975-10-18
IL46980A0 (en) 1975-05-22
DE2517296A1 (en) 1975-11-06
FR2267770A1 (en) 1975-11-14
IL46980A (en) 1978-10-31

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee