Thiazole sulfides and their use as immunomodulators

Details Thiazole sulfides and their use as immunomodulators Thiazole sulfides and their use as immunomodulators

C - Chemistry, Metallurgy

07

D

167/234, 260/308

C07D 277/36 (2006.01) A61K 31/425 (2006.01) C07D 213/80 (2006.01) C07D 235/28 (2006.01) C07D 249/12 (2006.01) C07D 253/07 (2006.01) C07D 277/46 (2006.01) C07D 277/56 (2006.01) C07D 277/74 (2006.01) C07D 285/125 (2006.01)

Patent

CA 1268769

ABSTRACT OF THE INVENTION Heterocyclic sulfides of the general formula II Het'-S-R2 (II) in which Het' represents a 1,3-thiazolyl group or a 1,3- thiazolyl group substituted by C1-C6-alkyl, or C1-C6-alkyl substituted by hydroxyl, C1-C4-alkoxy, amino, C1-C4-alkylamino, di-C1-C4-alkylamino, mercapto, C1-C4-alkylthio, C1-C4-alkoxy- carbonyl, aminocarbonyl, N-C1-C4-alkyl-aminocarbonyl, N,N-di- C1-C4-alkylaminocarbonyl or carboxyl, phenyl, hydroxyl, oxo, oxido, C1-C4-alkoxy, amino, C1-C4-alkylamino, C1-C4-di- alkylamino, C2-C5-acylamino, C2-C4-alkenyl, or C2-C4-alkenyl substituted by C1-C4-alkoxy, C1-C4-alkoxycarbonyl, aminocarbonyl,N-C1-C4-alkyl-aminocarbonyl,N,N-di-C1-C4-alkyl- aminocarbonyl, or carboxyl, carboxyl or C1-C4-alkoxycarbonyl; and R2 represents C3-C6-cycloalkyl, or represents C1-C6-alkyl or C3-C6-cycloalkyl substituted byamino, hydroxyl, carboxyl, C1-C4-alkoxycarbonyl, C1-C4-alkoxy, aminocarbonyl, oximino, C1-C4-alkoximino, Phenyl, or phenyl substituted by C1-C4- alkyl, carboxyl, aminocarbonyl, C1-C4-carbonyl, or halogen or R2 represents C2-C6-alkenyl or C2-C6-alkynyl, or C2-C6-alkenyl or C2-C6-alkynyl substituted by amino, hydroxyl, carboxyl, C1- C4-alkoxycarbonyl, C1-C4-alkoxy, aminocarbonyl, phenyl, or phenyl substituted by C1-C4-alkyl, carboxyl, aminocarbonyl, C1- C4-alkoxycarbonyl, or halogenwith the proviso that the 1,3- thiazolyl group, (a) is not substituted by 4,5-dimethyl or 4,5-diphenyl, (b) is not monosubstituted by methyl either in the 4- or in the 5-position, and (c) is not unsubstituted if the substituent in the 2-position is carboxy-propylthio are described. A process for their preparation and, in particular, their use for immunostimulation, immunorestoration and cytostatic treatment, and pharmaceutical agents, which contain a sulfide of this type, for these indications are also described.

503757

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