GB1000509A - Improvements in or relating to thioxanthene derivatives - Google Patents

Improvements in or relating to thioxanthene derivatives

Info

Publication number
GB1000509A
GB1000509A GB15195/62A GB1519562A GB1000509A GB 1000509 A GB1000509 A GB 1000509A GB 15195/62 A GB15195/62 A GB 15195/62A GB 1519562 A GB1519562 A GB 1519562A GB 1000509 A GB1000509 A GB 1000509A
Authority
GB
United Kingdom
Prior art keywords
general formula
acid
product
compounds
addition salts
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
GB15195/62A
Inventor
Jany Renz
Jean-Pierre Bourquin
Gustav Schwarb
Loe Ruesch
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.)
Sandoz Patent Ltd
Sandoz AG
Original Assignee
Sandoz Patent Ltd
Sandoz AG
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 Sandoz Patent Ltd, Sandoz AG filed Critical Sandoz Patent Ltd
Publication of GB1000509A publication Critical patent/GB1000509A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond

Abstract

The invention comprises: (a) compounds of the general formula <FORM:1000509/C2/1> (wherein R1 represents a chlorine atom or a C1- 4 alkoxy or alkylmercapto radical and R2 a C1- 4 alkyl radical) and their acid addition salts; (b) the preparation of the compounds of (a) by dehydrating a compound of the general formula <FORM:1000509/C2/2> and, if desired, satisfying the product with a organic or inorganic acid; and (c) the combination of the process of (b) with the preparation of the starting material by reacting a thiazanthone of the general formula <FORM:1000509/C2/3> with an organo-magnesium compound of the general formula <FORM:1000509/C2/4> (wherein Hal represents a chlorine, bromine or iodine atom) and hydrolysing the product. Thiaxanthones of the third general formula above are prepared by condensing thiosalicylic acid with an R1-substituted benzene and cyclizing the product (e.g. s-(m-chlorophenyl, m-methoxyphenyl or m-methylmercaptophenyl)-thio-salicylic acid) with concentrated sulphuric acid or with thionyl chloride and aluminium chloride. Pharmaceutical compositions, having anti-histaminic, narcosis potentiating, adrenolytic, sedative and antipyretic action, comprise compounds of the first general formula above and/or their phamacologically acceptable acid addition salts, together with inert, pharmacologically acceptable carriers. Specification 829,763 is referred to.
GB15195/62A 1961-05-06 1962-04-09 Improvements in or relating to thioxanthene derivatives Expired GB1000509A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH533961A CH400152A (en) 1961-05-06 1961-05-06 Process for the preparation of new heterocyclic compounds
CH187362 1962-02-15

Publications (1)

Publication Number Publication Date
GB1000509A true GB1000509A (en) 1965-08-04

Family

ID=25688892

Family Applications (1)

Application Number Title Priority Date Filing Date
GB15195/62A Expired GB1000509A (en) 1961-05-06 1962-04-09 Improvements in or relating to thioxanthene derivatives

Country Status (8)

Country Link
CH (1) CH400152A (en)
DE (1) DE1470215A1 (en)
DK (1) DK108152C (en)
ES (1) ES277057A1 (en)
FR (1) FR2127M (en)
GB (1) GB1000509A (en)
NL (1) NL111765C (en)
SE (1) SE313308B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002102797A1 (en) * 2001-06-19 2002-12-27 Biofrontera Ag 1-methyl-4-(3-ethoxy-9h-thioxanthene-9-ylidene)-piperidine and its use as 5-ht2b and/or h1 antagonist
US7060711B2 (en) * 2001-10-25 2006-06-13 Biofrontera Bioscience Gmbh Derivatives of 4-(thio- or selenoxanthene-9-ylidene)-piperidine or acridine and its use as a selective 5-HT2B receptor antagonist

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NZ189108A (en) * 1977-12-29 1982-02-23 Kefalas As 2-methylthio-6-fluoro-9-(1-methyl-4-piperidylidene)-thioxanthene and pharmaceutical compositions intermediate 2-methylthio-6-fluoro-9-(1-methyl-4-piperidyl)-thioxanthen-9-ol

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002102797A1 (en) * 2001-06-19 2002-12-27 Biofrontera Ag 1-methyl-4-(3-ethoxy-9h-thioxanthene-9-ylidene)-piperidine and its use as 5-ht2b and/or h1 antagonist
EP1270568A1 (en) * 2001-06-19 2003-01-02 Biofrontera Pharmaceuticals AG 1-methyl-4-(3-ethoxy-9h-thioxanthene-ylidene)-piperidine and its use as 5-HT2B and/or H1 antagonist
US7060711B2 (en) * 2001-10-25 2006-06-13 Biofrontera Bioscience Gmbh Derivatives of 4-(thio- or selenoxanthene-9-ylidene)-piperidine or acridine and its use as a selective 5-HT2B receptor antagonist
US7511064B2 (en) 2001-10-25 2009-03-31 Biofrontera Bioscience Gmbh Derivatives of 4-(thio- or selenoxanthene-9-ylidene)-piperidine or acridine and its use as a selective 5-HT2B receptor antagonist

Also Published As

Publication number Publication date
DK108152C (en) 1967-09-25
NL111765C (en)
ES277057A1 (en) 1962-12-01
SE313308B (en) 1969-08-11
CH400152A (en) 1965-10-15
DE1470215A1 (en) 1969-05-08
FR2127M (en) 1963-11-04

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