
Journal of Medicinal Chemistry p. 263 - 269 (1979)
Update date:2022-08-05
Topics:
Juby
Hudyma
Brown
et al.
The synthesis of some 1,6-dihydro-6-oxo-2-phenylpyrimidine-5-carboxylic acids and esters with potent oral and intravenous antiallergic activity against passive cutaneous anaphylaxis in the rat is described. Requirements for high activity include a free NH group in the pyrimidinone nucleus and a small to medium size ortho alkoxy or alkenyloxy group on the phenyl ring. It is suggested that in the case of the highly active compounds hydrogen bonding occurs between a nitrogen of the pyrimidine ring and the ethereal oxygen. The nature of this bonding and its possible contribution to an optimum configuration for the molecules is discussed.
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Doi:10.1021/jo00015a018
(1991)Doi:10.1007/s11172-006-0347-3
(2006)Doi:10.1021/jo01137a020
(1952)Doi:10.1016/S0040-4039(00)70536-3
(1978)Doi:10.1002/ejoc.200210706
(2003)Doi:10.1021/jo01326a004
(1979)