GB1009013A - Benzothiadiazine compounds - Google Patents

Benzothiadiazine compounds

Info

Publication number
GB1009013A
GB1009013A GB1988861A GB1988861A GB1009013A GB 1009013 A GB1009013 A GB 1009013A GB 1988861 A GB1988861 A GB 1988861A GB 1988861 A GB1988861 A GB 1988861A GB 1009013 A GB1009013 A GB 1009013A
Authority
GB
United Kingdom
Prior art keywords
formula
compounds
sulphamoyl
reacting
prepared
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
GB1988861A
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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of GB1009013A publication Critical patent/GB1009013A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D285/00Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
    • C07D285/15Six-membered rings
    • C07D285/16Thiadiazines; Hydrogenated thiadiazines
    • C07D285/181,2,4-Thiadiazines; Hydrogenated 1,2,4-thiadiazines
    • C07D285/201,2,4-Thiadiazines; Hydrogenated 1,2,4-thiadiazines condensed with carbocyclic rings or ring systems
    • C07D285/221,2,4-Thiadiazines; Hydrogenated 1,2,4-thiadiazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D285/241,2,4-Thiadiazines; Hydrogenated 1,2,4-thiadiazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring with oxygen atoms directly attached to the ring sulfur atom

Landscapes

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

Abstract

The invention comprises derivatives of 1,2,4-benzothiadiazine-1 1-dioxide of the formulae <FORM:1009013/C2/1> and <FORM:1009013/C2/2> wherein R1 is a phenyl group optionally bearing a halogen or alkyl substituent, or a cycloalkyl group, R2 is an alkyl, cycloalkyl or aralkyl group and B is a hydrogen or chlorine atom. Compounds of Formula I are prepared by reacting an o-sulphamoyl aniline derivative with a carboxylic acid R2.COOH or a reactive derivative thereof such as the halide, preferably in the presence of a strong acid as a condensing agent. Compounds of the Formula II are made by reacting an o-sulphamoyl aniline derivative with an aldehyde R2.CHO or a reactive derivative thereof, or with a compound of the formula <FORM:1009013/C2/3> wherein X and Y are piperidino or morpholino radicals or together with the carbon atom form an imidazoline ring (as in 1,3-diphenyl-2-cyclohexyl imidazoline; or alternatively compounds of the Formula II may be prepared by reduction of the corresponding compounds of the Formula I, e.g. by catalytic hydrogenation, by reaction with a mixed hydride reducing agent such as lithium aluminium hydride or electrolytically. Pharmaceutical preparations having hypnotic and tranquillizing properties comprise the above benzothiadiazines in association with a carrier or excipient. The preparations may take forms adapted to oral, rectal or parenteral administration, e.g. tablets, cachets, capsules, dragees, solutions, suspensions, emulsions or suppositories.
GB1988861A 1961-05-23 1961-06-01 Benzothiadiazine compounds Expired GB1009013A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEH0042681 1961-05-23
DEH0042680 1961-05-23

Publications (1)

Publication Number Publication Date
GB1009013A true GB1009013A (en) 1965-11-03

Family

ID=25979785

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1988861A Expired GB1009013A (en) 1961-05-23 1961-06-01 Benzothiadiazine compounds

Country Status (1)

Country Link
GB (1) GB1009013A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993021170A1 (en) * 1992-04-15 1993-10-28 Rhone-Poulenc Rorer S.A. 3,4-dihydro-2h-1,2,4-benzothiadiazine-1,1-dioxide-3-carboxylic acid derivatives, preparation thereof and drugs containing same
FR2696457A1 (en) * 1992-10-02 1994-04-08 Rhone Poulenc Rorer Sa New di:hydro-benzothiadiazine di:oxide carboxylic acid derivs.

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993021170A1 (en) * 1992-04-15 1993-10-28 Rhone-Poulenc Rorer S.A. 3,4-dihydro-2h-1,2,4-benzothiadiazine-1,1-dioxide-3-carboxylic acid derivatives, preparation thereof and drugs containing same
FR2696457A1 (en) * 1992-10-02 1994-04-08 Rhone Poulenc Rorer Sa New di:hydro-benzothiadiazine di:oxide carboxylic acid derivs.

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