FR2384498A1 - Antibacterial, antifungal and hypoglycaemic sulphonamido thiazole(s) - prepd. from a phenyl sulphonamide and an isothiocyanato butyne - Google Patents

Antibacterial, antifungal and hypoglycaemic sulphonamido thiazole(s) - prepd. from a phenyl sulphonamide and an isothiocyanato butyne

Info

Publication number
FR2384498A1
FR2384498A1 FR7536118A FR7536118A FR2384498A1 FR 2384498 A1 FR2384498 A1 FR 2384498A1 FR 7536118 A FR7536118 A FR 7536118A FR 7536118 A FR7536118 A FR 7536118A FR 2384498 A1 FR2384498 A1 FR 2384498A1
Authority
FR
France
Prior art keywords
prepd
sulphonamido
isothiocyanato
butyne
thiazole
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.)
Granted
Application number
FR7536118A
Other languages
French (fr)
Other versions
FR2384498B1 (en
Inventor
Gerard Ferrand
Jean-Pierre Maffrand
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.)
Parcor SARL
Original Assignee
Parcor SARL
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 Parcor SARL filed Critical Parcor SARL
Priority to FR7536118A priority Critical patent/FR2384498A1/en
Publication of FR2384498A1 publication Critical patent/FR2384498A1/en
Application granted granted Critical
Publication of FR2384498B1 publication Critical patent/FR2384498B1/fr
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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 ring carbon atoms
    • C07D277/38—Nitrogen atoms
    • C07D277/50—Nitrogen atoms bound to hetero atoms
    • C07D277/52—Nitrogen atoms bound to hetero atoms to sulfur atoms, e.g. sulfonamides

Landscapes

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

Abstract

Sulphonamido thiazole derivs. of formula (I) are new: R1 is H, halogen, lower alkyl, lower alkoxy, nitro, amino, acylamino or acetyl; R2 and R3 are alkyl, cycloalkyl, or aralkyl, or together with the N atom, form a satd. 5-7 membered heterocycle which may contain O,S, or N as second hetero atom, this heterocycle opt. being substd. by 1-6C alkyl or aryl which may itself be substd. by halogen, lower alkyl or alkoxy, or CF3. Cpds. (I) are antibacterials, antifungal agents, and hypoglycaemics. A typical cpd. is 5-beta-morpholinoethylidene-2-p-toluene sulphonylamino DELTA2-thiazoline, m.pt. 191-193 degrees C. In an example, this was prepd. by treating p-toluene sulphonamide with K2CO3 and adding a soln. of 1-isothiocyanato-4-morpholino-2-butyne (prepd. from 4-morpholino-2-butynyl amine). The yield was 73.5%.
FR7536118A 1975-11-26 1975-11-26 Antibacterial, antifungal and hypoglycaemic sulphonamido thiazole(s) - prepd. from a phenyl sulphonamide and an isothiocyanato butyne Granted FR2384498A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR7536118A FR2384498A1 (en) 1975-11-26 1975-11-26 Antibacterial, antifungal and hypoglycaemic sulphonamido thiazole(s) - prepd. from a phenyl sulphonamide and an isothiocyanato butyne

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7536118A FR2384498A1 (en) 1975-11-26 1975-11-26 Antibacterial, antifungal and hypoglycaemic sulphonamido thiazole(s) - prepd. from a phenyl sulphonamide and an isothiocyanato butyne

Publications (2)

Publication Number Publication Date
FR2384498A1 true FR2384498A1 (en) 1978-10-20
FR2384498B1 FR2384498B1 (en) 1979-09-28

Family

ID=9162918

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7536118A Granted FR2384498A1 (en) 1975-11-26 1975-11-26 Antibacterial, antifungal and hypoglycaemic sulphonamido thiazole(s) - prepd. from a phenyl sulphonamide and an isothiocyanato butyne

Country Status (1)

Country Link
FR (1) FR2384498A1 (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001090090A1 (en) * 2000-05-22 2001-11-29 Biovitrum Ab Inhibitors of 11-beta-hydroxy steroid dehydrogenase type 1
WO2003043999A1 (en) * 2001-11-22 2003-05-30 Biovitrum Ab Inhibitors of 11-beta-hydroxy steroid dehydrogenase type 1
US7074788B2 (en) 2001-11-22 2006-07-11 Biovitrum Ab Inhibitors of 11-beta-hydroxy steroid dehydrogenase type 1
US7094792B2 (en) 2001-11-22 2006-08-22 Biovitrum Ab Inhibitors of 11-beta-hydroxy steroid dehydrogenase type 1
AU2007205749B2 (en) * 2001-11-22 2009-04-23 Biovitrum Ab Inhibitors of 11-beta-hydroxy steroid dehydrogenase type 1
US8541593B2 (en) 2007-06-21 2013-09-24 Amgen Inc. Process for making substituted 2-amino-thiazolones

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
NEANT *

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001090090A1 (en) * 2000-05-22 2001-11-29 Biovitrum Ab Inhibitors of 11-beta-hydroxy steroid dehydrogenase type 1
US7030135B2 (en) 2000-05-22 2006-04-18 Biovitrum Ab Inhibitors of 11-β-hydroxy steroid dehydrogenase type 1
US7132436B2 (en) 2000-05-22 2006-11-07 Biovitrum Ab Inhibitors of 11-β-hydroxy steroid dehydrogenase type 1
US7618961B2 (en) 2000-05-22 2009-11-17 Biovitrum Ab Inhibitors of 11-beta-hydroxy steroid dehydrogenase type 1
WO2003043999A1 (en) * 2001-11-22 2003-05-30 Biovitrum Ab Inhibitors of 11-beta-hydroxy steroid dehydrogenase type 1
JP2005509675A (en) * 2001-11-22 2005-04-14 ビオヴィトルム・アクチボラゲット Inhibitors of 11-beta-hydroxysteroid dehydrogenase type 1
US7074788B2 (en) 2001-11-22 2006-07-11 Biovitrum Ab Inhibitors of 11-beta-hydroxy steroid dehydrogenase type 1
US7094792B2 (en) 2001-11-22 2006-08-22 Biovitrum Ab Inhibitors of 11-beta-hydroxy steroid dehydrogenase type 1
AU2007205749B2 (en) * 2001-11-22 2009-04-23 Biovitrum Ab Inhibitors of 11-beta-hydroxy steroid dehydrogenase type 1
US7671051B2 (en) 2001-11-22 2010-03-02 Biovitrum Ab Inhibitors of 11-β-hydroxy steroid dehydrogenase type 1
US8541593B2 (en) 2007-06-21 2013-09-24 Amgen Inc. Process for making substituted 2-amino-thiazolones

Also Published As

Publication number Publication date
FR2384498B1 (en) 1979-09-28

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