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具有潜在抗真菌活性的多种9,9-二烷基八氢嘧啶并[3,4-a]-s-三嗪的合成。

Synthesis of variously 9,9-dialkylated octahydropyrimido [3,4-a]-s-triazines with potential antifungal activity.

作者信息

Ghaib Amar, Ménager Sabine, Vérité Philippe, Lafont Olivier

机构信息

Département Chimie Organique, Faculty de Médecine et Pharmacie, Rouen, France.

出版信息

Farmaco. 2002 Feb;57(2):109-16. doi: 10.1016/s0014-827x(01)01181-8.

Abstract

9,9-Dialkyloctahydropyrimido[3,4-a]-s-triazines were synthesized by iminodimethylation reaction between a 5,5-dialkyl-6-aminopyrimidine-2.4(3H,5H)-dione, a substituted aniline and two moles of formaldehyde. The synthesis of.5,5-dialkyl-6-aminopy-rimidinedione consisted of the condensation of urea with ethyl 2,2-dialkylcyanoacetates. 18 Octahydropyrimido[3,4-a]-s-triazines were synthesized and compounds resulting from a supplementary aminomethylation were also obtained. Most of these compounds were tested for antifungal activity in vitro. Only 9.9-dibutyl-6,8-dioxo-3(2-chlorophenyl)2,3,4,5,6,7,8,9-octahydropyrimido[3,4-a]-s-triazine showed some activity against Microsporum canis.

摘要

通过5,5-二烷基-6-氨基嘧啶-2,4(3H,5H)-二酮、取代苯胺与两摩尔甲醛之间的亚氨基二甲基化反应合成了9,9-二烷基八氢嘧啶并[3,4-a]-s-三嗪。5,5-二烷基-6-氨基嘧啶二酮的合成由尿素与2,2-二烷基氰基乙酸乙酯缩合而成。合成了18种八氢嘧啶并[3,4-a]-s-三嗪,还得到了由补充氨基甲基化产生的化合物。对这些化合物中的大多数进行了体外抗真菌活性测试。只有9,9-二丁基-6,8-二氧代-3(2-氯苯基)-2,3,4,5,6,7,8,9-八氢嘧啶并[3,4-a]-s-三嗪对犬小孢子菌显示出一定活性。

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