GB998809A - Benzothiadiazine compounds - Google Patents

Benzothiadiazine compounds

Info

Publication number
GB998809A
GB998809A GB1691162A GB1691162A GB998809A GB 998809 A GB998809 A GB 998809A GB 1691162 A GB1691162 A GB 1691162A GB 1691162 A GB1691162 A GB 1691162A GB 998809 A GB998809 A GB 998809A
Authority
GB
United Kingdom
Prior art keywords
sulphamoyl
pentafluoroethyl
substituent
substituted
nitro
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
GB1691162A
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.)
Merck and Co Inc
Original Assignee
Merck and Co Inc
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 Merck and Co Inc filed Critical Merck and Co Inc
Publication of GB998809A publication Critical patent/GB998809A/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
    • C07D285/261,2,4-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 substituted in position 6 or 7 by sulfamoyl or substituted sulfamoyl radicals
    • C07D285/281,2,4-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 substituted in position 6 or 7 by sulfamoyl or substituted sulfamoyl radicals with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached in position 3
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/54Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)

Abstract

The invention comprises 3,3-spiro-substituted - (6 or 7) - sulphamoyl - 3,4 -dihydro -1,2,4 - benzothiadiazine - 1,1 - dioxides in which, in the benzothiadiazine nucleus, each of the 5-, 6- and 7-positions is (apart from the sulphamoyl substituent) unsubstituted or carries a halogen, C1- 5 alkyl, C1- 5 alkoxy, C1- 5 halogenated alkyl, nitro or amino substituent, e.g. Cl, CF3, C2F5, CH3, NO2, C2H5, Br, CH3O or F, and in which the spiro group is cyclohexane having attached to the carbon atom in the 4-position one or more alkyl or cycloalkyl substituents of 1-6 carbon atoms; and their preparation by reacting an appropriate 2-sulphamoyl-aniline, bearing an additional sulphamoyl substituent in the 4- or 5-position with a 4-substituted cyclohexanone or its functional derivative such as a ketal and, when the product is nitro-substituted, if desired, reducing the nitro group to an amino group. 8 - Cyclohexyl - 1,4 - dioxaspiro[4,5]decane is made by condensing 4-cyclohexyl-cyclohexanone with ethylene glycol. 4 - Amino - 6 - pentafluoroethyl - 1,3 - benzene disulphonamide is made by nitrating pentafluoroethyl-benzene to m-pentafluoroethyl-nitrobenzene, reducing to m-pentafluoroethyl-aniline, chlorosulphonating and reacting the resulting sulphonyl chloride with ammonia. Reference has been directed by the Comptroller to Specifications 863,474 and 927,698.
GB1691162A 1961-05-08 1962-05-02 Benzothiadiazine compounds Expired GB998809A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US10829861A 1961-05-08 1961-05-08

Publications (1)

Publication Number Publication Date
GB998809A true GB998809A (en) 1965-07-21

Family

ID=22321416

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1691162A Expired GB998809A (en) 1961-05-08 1962-05-02 Benzothiadiazine compounds

Country Status (7)

Country Link
CH (1) CH415650A (en)
DE (1) DE1470019A1 (en)
DK (1) DK106228C (en)
ES (1) ES277121A1 (en)
GB (1) GB998809A (en)
NO (1) NO117920B (en)
SE (1) SE308912B (en)

Also Published As

Publication number Publication date
DE1470019A1 (en) 1969-01-16
ES277121A1 (en) 1962-10-01
CH415650A (en) 1966-06-30
SE308912B (en) 1969-03-03
DK106228C (en) 1967-01-09
NO117920B (en) 1969-10-13

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