5-amino-3-ethylamino-1-phenyl-1,2,4-triazole | 1198185-44-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-amino-3-ethylamino-1-phenyl-1,2,4-triazole
• 英文别名: 3-N-ethyl-1-phenyl-1,2,4-triazole-3,5-diamine
• CAS: 1198185-44-2
• 化学式: C₁₀H₁₃N₅
• 分子量: 203.247
• InChiKey: CWZJRVUGLKPYPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  68.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-amino-3-(N-acetyl-N-ethyl)amino-1-phenyl-1,2,4-triazole 在 盐酸 、 水 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以91%的产率得到5-amino-3-ethylamino-1-phenyl-1,2,4-triazole
  参考文献：
  名称：

  Alkylation of acyl and sulfonyl derivatives of 3,5-diamino-1-phenyl-1,2,4-triazole

  摘要：

  Alkylation of 3-acylamino-, 5-amino-1-phenyl-3-tosylamino-1,2,4-triazoles and 3,5-diacetylamino-1-phenyl-1,2,4-triazole in the presence of an equimolar amount of sodium methylate in DMSO occurs regioselectively at the amide (sulfamide) group nitrogen atom. The benzylation of 3-acetylamino-5-amino-1-phenyl-1,2,4-triazole with excess base and benzyl chloride also alkylates the amino group at position 5. Alkylamino-1-R-1,2,4-triazoles can be conveniently prepared by alkylation of the corresponding acetylamino-1,2,4-triazoles in the presence of base and subsequent acid hydrolysis of the N-acetyl-N-alkyl derivatives.

  DOI：

  10.1007/s10593-009-0290-y

文献信息

• DIAMINOTRIAZOLES USEFUL AS INHIBITORS OF PROTEIN KINASES
  申请人：Pierce C. Albert

  公开号：US20080014189A1

  公开（公告）日：2008-01-17

  The present invention relates to inhibitors of protein kinases. The invention also provides pharmaceutical compositions comprising the compounds of the invention and methods of using the compositions in the treatment of various disorders.

  本发明涉及蛋白激酶抑制剂。该发明还提供了包含本发明化合物的药物组合物以及使用该组合物治疗各种疾病的方法。
• US7279469B2
  申请人：——

  公开号：US7279469B2

  公开（公告）日：2007-10-09
• US7902239B2
  申请人：——

  公开号：US7902239B2

  公开（公告）日：2011-03-08
• Alkylation of acyl and sulfonyl derivatives of 3,5-diamino-1-phenyl-1,2,4-triazole
  作者：V. M. Chernyshev、V. A. Rakitov、V. V. Blinov、V. A. Taranushich、Z. A. Starikova

  DOI：10.1007/s10593-009-0290-y

  日期：2009.4

  Alkylation of 3-acylamino-, 5-amino-1-phenyl-3-tosylamino-1,2,4-triazoles and 3,5-diacetylamino-1-phenyl-1,2,4-triazole in the presence of an equimolar amount of sodium methylate in DMSO occurs regioselectively at the amide (sulfamide) group nitrogen atom. The benzylation of 3-acetylamino-5-amino-1-phenyl-1,2,4-triazole with excess base and benzyl chloride also alkylates the amino group at position 5. Alkylamino-1-R-1,2,4-triazoles can be conveniently prepared by alkylation of the corresponding acetylamino-1,2,4-triazoles in the presence of base and subsequent acid hydrolysis of the N-acetyl-N-alkyl derivatives.