74531-87-6Relevant academic research and scientific papers
An improved procedure for the preparation of alkyl N-(4-aryl-2-thiazolyl)oxamates
Lesimple,Bigg
, p. 763 - 764 (2007/10/02)
2-Amino-4-arylthiazoles react cleanly with dialkyl oxalates in the presence of sodium alkoxides at room temperature to afford alkyl N-(4-aryl-2-thiazolyl)oxamates in high yield.
Studies of arylthiazole oxamates in relation to oral antiallergic activity
Cousse,Mouzin,Bonnaud,Tarayre,Couzinier
, p. 1391 - 1393 (2007/10/02)
25 arylthiazole oxamate derivatives were synthesized and examined for antiallergic activity in the rat passive cutaneous anaphylaxis assay. These compounds were prepared by treatment of the appropriate bromoacetophenone with thioureas to give arylaminothiazoles. Further condensation with alkyloxalyl chloride gave the arylthiazolyl oxamates. Several derivatives showed a 70% inhibition at 5 mg/kg p.o. p-Alkoxy substitution on the phenyl ring resulted in enhanced activity while N-alkyl substitution on the nitrogen amide function inhibited the activity. Ethyl-N-(4-p-methoxyphenyl)-2-thiazolyl oxamate (tioxamast, F-1865) was selected for clinical studies.
N-(4-Substituted-thiazolyl)oxamic Acid Derivatives, a New Series of Potent, Orally Actve Antiallergy Agents
Hargrave, Karl D.,Hess, Friedrich K.,Oliver, James T.
, p. 1158 - 1163 (2007/10/02)
A series of N-(4-substituted-thiazolyl)oxamic acid derivatives were synthesized and tested for antiallergy activity in the rat PCA model.These compounds were conveniently prepared by treatment of the appropriate acetophenone with thiourea and iodine or by reaction of the chloroacetylbenzene with thiourea to give the corresponding aminothiazoles; subsequent condensation with ethyloxalyl chloride gave the thiazolyloxamates.Many of the analogues showed a 50percent inhibition at oxamic acid ethanolamine salt (61, PRH-836-EA), has been selected for further pharmacological evaluation.
