GB1414207A

GB1414207A – Benzo b thiophene derivatives their preparation and use as pharmaceuticals
– Google Patents

GB1414207A – Benzo b thiophene derivatives their preparation and use as pharmaceuticals
– Google Patents
Benzo b thiophene derivatives their preparation and use as pharmaceuticals

Info

Publication number
GB1414207A

GB1414207A
GB5484573A
GB5484573A
GB1414207A
GB 1414207 A
GB1414207 A
GB 1414207A
GB 5484573 A
GB5484573 A
GB 5484573A
GB 5484573 A
GB5484573 A
GB 5484573A
GB 1414207 A
GB1414207 A
GB 1414207A
Authority
GB
United Kingdom
Prior art keywords
radical
substituted
formula
phenyl
radicals
Prior art date
1972-11-27
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
GB5484573A
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.)

Warner Lambert Co LLC

Original Assignee
Warner Lambert Co LLC
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.)
1972-11-27
Filing date
1973-11-27
Publication date
1975-11-19

1973-11-27
Application filed by Warner Lambert Co LLC
filed
Critical
Warner Lambert Co LLC

1975-11-19
Publication of GB1414207A
publication
Critical
patent/GB1414207A/en

Status
Expired
legal-status
Critical
Current

Links

Espacenet

Global Dossier

Discuss

Classifications

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

C07D333/62—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes 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 carbon atoms of the hetero ring

C07D333/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen

C07D333/70—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 2

Abstract

1414207 Benzo-(b)-thiophenes, their preparation and use in pharmaceutical compositions WARNER-LAMBERT CO 27 Nov 1973 [27 Nov 1972] 54845/73 Heading C2C Benzo-(b)-thiophenes of the formula wherein Y is a hydrogen or halogen atom, A is a hydrogen atom or a phenyl radical which may be substituted by a halogen atom or a C 1-6 alkoxy radical, B is a radical of the formula OR1 or NR2R3, wherein R1 is an alkyl radical containing up to 5 carbon atoms which may be substituted by hydroxyl, C 1-6 alkoxy or phenoxy radicals, or R1 is a substituted-unsubstituted cycloalkyl or phenyl radical, and R2 and R3, which may be the same or different, are, if the same, hydrogen atoms or alkyl radicals containing up to 5 carbon atoms whch may be substituted by hydroxyl, C 1-6 alkoxy; phenoxy, dialkylamino or phenyl radicals or, if R2 is a hydrogen atom, R3 may be a hydroxyl group or an amino group, which may be substituted by dialkyl, alkylene alkylidene, phenyl, acyloxyalkyl or acyl radicals, or R3 may be a C 1-6 alkyl group which may be substituted by hydroxy, C 1-6 alkoxy, phenyl, phenoxy, dialkylamino, pyrrolidino, piperidino or morpholino radicals, or R3 may be a cycloalkyl or phenyl radical optionally substituted by halogen atoms or C 1-6 alkoxy radicals, or R2 and R3, together with the nitrogen atoms to which they are attached, form an aziridine, pyrrolidine, piperidine, morpholine or piperazine ring, which may be substituted by C 1-6 alkyl, hydroxyalkyl, phenylalkyl, phenyl or acetyl radicals, or A and B, together with the -C=N- group, form an unsubstituted or substituted 5-, 6- or 7-membered heterocyclic ring system which can contain more than one hetero atom, and the physiologically acceptable inorganic and organic acid addition salts and the quaternary ammonium salts thereof, may be obtained (a) by reacting a thiosalicylic acid derivative of the formula in which R4 is a hydrogen atom or a C 1-6 alkyl radical, with an imidate or amidine of the formula or a salt thereof, wherein Hal is a halogen atom, (b) wherein B is an NR2R3 radical, by reacting a compound of Formula (I) in which B is an OR1 radical with an amine of the formula HNR1R3, or (c) wherein B is an OR1 radical, by transesterifying a compound of Formula (I) in which B is an OR1 radical, with an appropriate alcohol to replace the OR1 radical by a different OR1 radical; the product may be quaternized or reacted with an organic or inorganic acid to give an acid addition salt. Reaction (a) may be effected at 20-150 C. in the presence of an alkali metal or alkali metal hydride, alkoxide, hydroxide or carbonate and optionally in the presence of a solvent, and the imidate or amidine starting material can be used in situ in solutions obtained during their preparation. Reaction (b) may be carried out in a solvent or in excess of the amine at a temperature of 0-150 C. The products possess analgesic, antipyretic and anti-inflammatory properties and they may be formulated into pharmaceutical compositions in a known manner.

GB5484573A
1972-11-27
1973-11-27
Benzo b thiophene derivatives their preparation and use as pharmaceuticals

Expired

GB1414207A
(en)

Applications Claiming Priority (1)

Application Number
Priority Date
Filing Date
Title

DE2258036A

DE2258036A1
(en)

1972-11-27
1972-11-27

PROCESS FOR THE MANUFACTURING OF BENZO SQUARE BRACKETS ON SQUARE BRACKETS TO THIOPHEN DERIVATIVES

Publications (1)

Publication Number
Publication Date

GB1414207A
true

GB1414207A
(en)

1975-11-19

Family
ID=5862817
Family Applications (1)

Application Number
Title
Priority Date
Filing Date

GB5484573A
Expired

GB1414207A
(en)

1972-11-27
1973-11-27
Benzo b thiophene derivatives their preparation and use as pharmaceuticals

Country Status (6)

Country
Link

US
(1)

US3907826A
(en)

JP
(1)

JPS49133366A
(en)

AU
(1)

AU6294873A
(en)

DE
(1)

DE2258036A1
(en)

FR
(1)

FR2207725B1
(en)

GB
(1)

GB1414207A
(en)

Cited By (1)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US8138356B2
(en)

2007-10-16
2012-03-20
Angiogeney, Inc.
Chemical inhibitors of inhibitors of differentiation

Families Citing this family (11)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US3971814A
(en)

*

1972-11-27
1976-07-27
Warner-Lambert Company
Benzo(b)thiophene derivatives

US4056526A
(en)

*

1972-05-26
1977-11-01
Warner-Lambert Company
Benzo(b)thiophene derivatives

US4018793A
(en)

*

1972-11-27
1977-04-19
Warner-Lambert Company
Benzo (b) thiophene derivatives

DE2931010A1
(en)

*

1979-07-31
1981-02-26
Thomae Gmbh Dr K

NEW VINYLOGE CARBOXAMIDES, MEDICINAL PRODUCTS CONTAINING THEM AND METHOD FOR THE PRODUCTION THEREOF

GB8406906D0
(en)

*

1984-03-16
1984-04-18
Akzo Nv
Benzo-thiazole and benzothiophene derivatives

IL74694A0
(en)

*

1984-04-02
1985-06-30
Merck & Co Inc
N-alkenyl-3-hydroxybenzo(b)thiophene-2-carboxamide derivatives,their preparation and pharmaceutical compositions containing them

US5068248A
(en)

*

1984-04-02
1991-11-26
Merck & Co., Inc.
N-alkenyl-3-hydroxybenzo[b]thiophene-2-carboxamide derivatives as dual cyclooxygenase and lipoxygenase inhibitors

US4760086A
(en)

*

1985-02-27
1988-07-26
Merck & Co., Inc.
N-alkenyl-3-hydroxybenzo[b]thiophene-2-carboxamide derivatives as dual cyclooxygenase and lipoxygenase inhibitors

US4782080A
(en)

*

1985-09-16
1988-11-01
Merck & Co., Inc.
N-alkenyl-2-hydroxybenzo(b)thiophene-3-carboxamide derivatives as dual cyclooxygenase and lipoxygenase inhibitors

US5340833A
(en)

*

1992-05-01
1994-08-23
Eisai Co., Ltd.
Urokinase inhibitors

BR9915534B1
(en)

*

1998-10-23
2011-04-19

Substituted 1-pyridyl) -1,2,4-triazoles insecticides.

Family Cites Families (1)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US3413308A
(en)

*

1966-09-02
1968-11-26
Dow Chemical Co
Substituted benzo(b)thiophene-2-carboxanilides

1972

1972-11-27
DE
DE2258036A
patent/DE2258036A1/en
active
Pending

1973

1973-11-27
JP
JP48132968A
patent/JPS49133366A/ja
active
Pending

1973-11-27
FR
FR7342180A
patent/FR2207725B1/fr
not_active
Expired

1973-11-27
GB
GB5484573A
patent/GB1414207A/en
not_active
Expired

1973-11-27
US
US419305A
patent/US3907826A/en
not_active
Expired – Lifetime

1973-11-27
AU
AU62948/73A
patent/AU6294873A/en
not_active
Expired

Cited By (1)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US8138356B2
(en)

2007-10-16
2012-03-20
Angiogeney, Inc.
Chemical inhibitors of inhibitors of differentiation

Also Published As

Publication number
Publication date

US3907826A
(en)

1975-09-23

AU6294873A
(en)

1975-05-29

JPS49133366A
(en)

1974-12-21

DE2258036A1
(en)

1974-05-30

FR2207725B1
(en)

1977-11-10

FR2207725A1
(en)

1974-06-21

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Legal Events

Date
Code
Title
Description

1976-04-07
PS
Patent sealed [section 19, patents act 1949]

1978-06-28
PCNP
Patent ceased through non-payment of renewal fee

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