4,6-diamino-2-hexyl-1,2-dihydro-2-methyl-1-(4'-methylphenyl)-1,3,5-triazine hydrochloride

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 4,6-diamino-2-hexyl-1,2-dihydro-2-methyl-1-(4'-methylphenyl)-1,3,5-triazine hydrochloride
• 英文别名: 1-(4'-methylphenyl)-2-hexyl-2-methyl-4,6-diamino-1,2-dihydro-1,3,5-triazine hydrochloride；4-hexyl-4-methyl-3-(4-methylphenyl)-1H-1,3,5-triazin-3-ium-2,6-diamine;chloride
• 化学式: C₁₇H₂₇N₅*ClH
• 分子量: 337.896
• InChiKey: IUYOVCIALAVSFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.44
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  79.4
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  p-Tolylbiguanide hydrochloride 、 仲辛酮 在 盐酸 、 原乙酸三乙酯 作用下， 以 甲醇 为溶剂， 以90%的产率得到4,6-diamino-2-hexyl-1,2-dihydro-2-methyl-1-(4'-methylphenyl)-1,3,5-triazine hydrochloride
  参考文献：
  名称：

  1-芳基-4,6-二氨基-1,2-二氢-1,3,5-三嗪的有效合成

  摘要：

  摘要 1-Aryl-4,6-diamino-1,2-dihydro-1,3,5-triazines 在 C2 和芳环上具有不同的取代基，通过相应的芳基双胍和芳环之间的酸催化反应合成，收率良好。在作为水清除剂的原乙酸三乙酯存在下羰基化合物。

  DOI：

  10.1081/scc-120005415

文献信息

• AN EFFICIENT SYNTHESIS OF 1-ARYL-4,6-DIAMINO-1,2-DIHYDRO- 1,3,5-TRIAZINES
  作者：Neungruthai Saesaengseerung、Tirayut Vilaivan、Yodhathai Thebtaranonth

  DOI：10.1081/scc-120005415

  日期：2002.1.1

  ABSTRACT 1-Aryl-4,6-diamino-1,2-dihydro-1,3,5-triazines bearing diverse substituents at C2 and on the aromatic ring have been synthesized in good yield from an acid-catalyzed reaction between corresponding arylbiguanide and carbonyl compound in the presence of triethyl orthoacetate as a water scavenger.

  摘要 1-Aryl-4,6-diamino-1,2-dihydro-1,3,5-triazines 在 C2 和芳环上具有不同的取代基，通过相应的芳基双胍和芳环之间的酸催化反应合成，收率良好。在作为水清除剂的原乙酸三乙酯存在下羰基化合物。
• Synthesis of Solution-Phase Combinatorial Library of 4,6-Diamino-1,2-dihydro-1,3,5-triazine and Identification of New Leads Against A16V+S108T Mutant Dihydrofolate Reductase of Plasmodium falciparum
  作者：Tirayut Vilaivan、Neungruthai Saesaengseerung、Deanpen Jarprung、Sumalee Kamchonwongpaisan、Worachart Sirawaraporn、Yongyuth Yuthavong

  DOI：10.1016/s0968-0896(02)00344-9

  日期：2003.1

  An efficient method to synthesize solution-phase combinatorial library of 1-aryl-4,6-diamino-1,2-dihydro-1,3,5-triazine was developed. The strategy involved an acid-catalyzed cyclocondensation between arylbiguanide hydrochlorides and carbonyl compounds in the presence of triethyl orthoacetate as water scavenger. A 96-membered combinatorial library was constructed from 6 aryl biguanides and 16 carbonyl compounds. Screening of the library by iterative deconvolution method revealed two candidate leads which are equally active against wild-type Plasmodium falciparum dihydrofolate reductase, but are about 100-fold more effective against the A16V + S108T mutant enzyme as compared to cycloguanil. (C) 2002 Elsevier Science Ltd. All rights reserved.