New Amides of 5‐(4‐Chlorobenzoyl)aminoorotic Acid: Their Synthesis and Biological Activity | Zendy

Regiec Andrzej | Zendy; Śpiewak Magdalena | Zendy; JasztoldHoworko Ryszard | Zendy; Miedzybrodzki Ryszard | Zendy

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New Amides of 5‐(4‐Chlorobenzoyl)aminoorotic Acid: Their Synthesis and Biological Activity

Author(s) -

Regiec Andrzej,

Śpiewak Magdalena,

JasztoldHoworko Ryszard,

Miedzybrodzki Ryszard

Publication year - 2008

Publication title -

archiv der pharmazie

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.468

H-Index - 61

eISSN - 1521-4184

pISSN - 0365-6233

DOI - 10.1002/ardp.200800034

Subject(s) - isothiazole , chemistry , biological activity , pyrimidine , amide , stereochemistry , ring (chemistry) , derivative (finance) , in vitro , medicinal chemistry , organic chemistry , biochemistry , economics , financial economics

The synthesis and in‐vitro biological evaluation of the amide series 4 of 5‐(4‐chlorobenzoyl)aminoorotic acid 2 are presented. The biological properties of a few 5‐(4‐chlorobenzoyl)amino‐2,6‐dihydroxy‐ N ‐substituted‐4‐pyrimidinecarboxamide derivatives 4 tested here were compared with those of the isosteric isothiazole derivative MR‐2/94 (5‐(4‐chlorobenzoyl)amino‐ N ‐(4‐chlorophenyl)‐3‐methyl‐4‐isothiazolecarboxamide), which possesses a strong immunosuppressive and anti‐inflammatory activity [1, 2], It must be suggested that replacement of the isothiazole by a pyrimidine core ring system resulted in considerable lowering of the anti‐inflammatory and immunotropic actions of the obtained amides. Physicochemical properties of 2‐(4‐chlorophenyl)‐6,8‐dihydroxy‐4 H‐ pyrimido[5,4‐ d ]‐1,3‐oxazin‐4‐on 3 are also briefly described.

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