4-(5-Amino-1H-[1,2,4]triazol-3-ylamino)-N-(2-dimethylamino-ethyl)-benzenesulfonamide | 443799-48-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(5-Amino-1H-[1,2,4]triazol-3-ylamino)-N-(2-dimethylamino-ethyl)-benzenesulfonamide
• 英文别名: 4-[(5-amino-1H-1,2,4-triazol-3-yl)amino]-N-[2-(dimethylamino)ethyl]benzenesulfonamide
• CAS: 443799-48-2
• 化学式: C₁₂H₁₉N₇O₂S
• 分子量: 325.395
• InChiKey: GTBKFOXTZZYLIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  137
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4-(5-Amino-1H-[1,2,4]triazol-3-ylamino)-N-(2-dimethylamino-ethyl)-benzenesulfonamide 、 2,6-二氟苯甲酰氯 在 吡啶 作用下， 以40%的产率得到4-[5-Amino-1-(2,6-difluoro-benzoyl)-1H-[1,2,4]triazol-3-ylamino]-N-(2-dimethylamino-ethyl)-benzenesulfonamide
  参考文献：
  名称：

  1-Acyl-1H-[1,2,4]triazole-3,5-diamine Analogues as Novel and Potent Anticancer Cyclin-Dependent Kinase Inhibitors:  Synthesis and Evaluation of Biological Activities

  摘要：

  A series of 1-acyl-1H-[1,2,4]triazole-3,5-diamine analogues were synthesized as cyclin-dependent kinase (CDK) inhibitors. These compounds showed potent and selective CDK1 and CDK2 inhibitory activities and inhibited in vitro cellular proliferation in various human tumor cells. Representative compound 3b demonstrated in vivo efficacy in a human melanoma A375 xenograft model in nude mice.

  DOI：

  10.1021/jm050267e
• 作为产物：
  描述：

  4-amino-N-(2-dimethylaminoethyl)-benzenesulfonamide 在 肼 作用下， 以 四氢呋喃 为溶剂， 生成 4-(5-Amino-1H-[1,2,4]triazol-3-ylamino)-N-(2-dimethylamino-ethyl)-benzenesulfonamide
  参考文献：
  名称：

  1-Acyl-1H-[1,2,4]triazole-3,5-diamine Analogues as Novel and Potent Anticancer Cyclin-Dependent Kinase Inhibitors:  Synthesis and Evaluation of Biological Activities

  摘要：

  A series of 1-acyl-1H-[1,2,4]triazole-3,5-diamine analogues were synthesized as cyclin-dependent kinase (CDK) inhibitors. These compounds showed potent and selective CDK1 and CDK2 inhibitory activities and inhibited in vitro cellular proliferation in various human tumor cells. Representative compound 3b demonstrated in vivo efficacy in a human melanoma A375 xenograft model in nude mice.

  DOI：

  10.1021/jm050267e

文献信息

• US7317031B2
  申请人：——

  公开号：US7317031B2

  公开（公告）日：2008-01-08
• 1-Acyl-1<i>H</i>-[1,2,4]triazole-3,5-diamine Analogues as Novel and Potent Anticancer Cyclin-Dependent Kinase Inhibitors:  Synthesis and Evaluation of Biological Activities
  作者：Ronghui Lin、Peter J. Connolly、Shenlin Huang、Steven K. Wetter、Yanhua Lu、William V. Murray、Stuart L. Emanuel、Robert H. Gruninger、Angel R. Fuentes-Pesquera、Catherine A. Rugg、Steven A. Middleton、Linda K. Jolliffe

  DOI：10.1021/jm050267e

  日期：2005.6.1

  A series of 1-acyl-1H-[1,2,4]triazole-3,5-diamine analogues were synthesized as cyclin-dependent kinase (CDK) inhibitors. These compounds showed potent and selective CDK1 and CDK2 inhibitory activities and inhibited in vitro cellular proliferation in various human tumor cells. Representative compound 3b demonstrated in vivo efficacy in a human melanoma A375 xenograft model in nude mice.