GB824978A - Improvements in sulphonamides - Google Patents

Improvements in sulphonamides

Info

Publication number
GB824978A
GB824978A GB386857A GB386857A GB824978A GB 824978 A GB824978 A GB 824978A GB 386857 A GB386857 A GB 386857A GB 386857 A GB386857 A GB 386857A GB 824978 A GB824978 A GB 824978A
Authority
GB
United Kingdom
Prior art keywords
butyl
thiadiazole
sulphonamides
chlorobenzenesulphonamido
hexyl
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
GB386857A
Inventor
Florence June Macrae
David John Drain
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.)
Smith and Nephew PLC
TJ Smith and Nephew Ltd
Original Assignee
Smith and Nephew PLC
TJ Smith and Nephew Ltd
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 Smith and Nephew PLC, TJ Smith and Nephew Ltd filed Critical Smith and Nephew PLC
Priority to GB386857A priority Critical patent/GB824978A/en
Publication of GB824978A publication Critical patent/GB824978A/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
    • C07D285/01Five-membered rings
    • C07D285/02Thiadiazoles; Hydrogenated thiadiazoles
    • C07D285/04Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
    • C07D285/121,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
    • C07D285/1251,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
    • C07D285/135Nitrogen atoms

Abstract

The invention comprises sulphonamides of the general formula <FORM:0824978/IV (b)/1> wherein X is a halogen atom and R is an alkyl group preferably containing 3-6 carbon atoms, and their preparation by treating a 2-alkyl-5-amino - 1:3:4 - thiadiazole with a reactive derivative of a p-halogenobenzenesulphonic acid such as a halide or ester. Suitably a phalogenobenzene sulphonyl halide such as the chloride is used in the presence of an acid-binding agent such as pyridine. In an example, the preparation of 2-n-butyl-5-p-chlorobenzenesulphonamido-thiadiazole and the corresponding 2-n-propyl-, isopropyl-, sec.-butyl-, tert.butyl- and n-hexyl-derivatives is described. Specification 811,522 is referred to.ALSO:Sulphonamides of the formula <FORM:0824978/VI/1> where X is a halogen atom and R is an alkyl group (see Group IV (b)) are stated to have a hypoglycaemic action. For test purposes the drugs, for example 5-p-chlorobenzenesulphonamido - 2 - n - butyl - 1 : 3 : 4 - thiadiazole and its 2-tert-butyl and 2-n-hexyl analogues are administered orally to rabbits in suspension in gum acacia. Specification 811,522 is referred to.
GB386857A 1957-02-05 1957-02-05 Improvements in sulphonamides Expired GB824978A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB386857A GB824978A (en) 1957-02-05 1957-02-05 Improvements in sulphonamides

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB386857A GB824978A (en) 1957-02-05 1957-02-05 Improvements in sulphonamides

Publications (1)

Publication Number Publication Date
GB824978A true GB824978A (en) 1959-12-09

Family

ID=9766405

Family Applications (1)

Application Number Title Priority Date Filing Date
GB386857A Expired GB824978A (en) 1957-02-05 1957-02-05 Improvements in sulphonamides

Country Status (1)

Country Link
GB (1) GB824978A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3449499A (en) * 1964-01-27 1969-06-10 Rhone Poulenc Sa Method for the reduction of glycemia

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3449499A (en) * 1964-01-27 1969-06-10 Rhone Poulenc Sa Method for the reduction of glycemia

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