4-(4-Chloro-[1,3,5]triazin-2-ylamino)-2-(3-methyl-but-2-enyloxy)-benzonitrile | 915774-04-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(4-Chloro-[1,3,5]triazin-2-ylamino)-2-(3-methyl-but-2-enyloxy)-benzonitrile
• 英文别名: 4-[(4-Chloro-1,3,5-triazin-2-yl)amino]-2-(3-methylbut-2-enoxy)benzonitrile
• CAS: 915774-04-8
• 化学式: C₁₅H₁₄ClN₅O
• 分子量: 315.762
• InChiKey: MDDNYHKNNGIEON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  83.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-(4-Chloro-[1,3,5]triazin-2-ylamino)-2-(3-methyl-but-2-enyloxy)-benzonitrile 在 氨 作用下， 以 甲醇 为溶剂， 生成 4-(4-Amino-[1,3,5]triazin-2-ylamino)-2-(3-methyl-but-2-enyloxy)-benzonitrile
  参考文献：
  名称：

  Optimization of pyrimidinyl- and triazinyl-amines as non-nucleoside inhibitors of HIV-1 reverse transcriptase

  摘要：

  Non-nucleoside inhibitors of HIV-1 reverse transcriptase are being pursued through synthesis and assaying for anti-viral activity. Following computational analyses, the focus has been on the motif Het-NH-Ph-U, where Het is an aromatic heterocycle and U is an unsaturated, hydrophobic group. Previous investigations with Het = 2-thiazoyl and 2-pyrimidinyl are extended here to triazinyl derivatives. The result is several NNRTIs in the 2-20 nM range with negligible cytotoxicity and auspicious predicted pharmacological properties. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.037
• 作为产物：
  描述：

  2-(3-Methyl-but-2-enyloxy)-4-nitro-benzonitrile 在 碳酸氢钠 、 tin(ll) chloride 作用下， 生成 4-(4-Chloro-[1,3,5]triazin-2-ylamino)-2-(3-methyl-but-2-enyloxy)-benzonitrile
  参考文献：
  名称：

  Optimization of pyrimidinyl- and triazinyl-amines as non-nucleoside inhibitors of HIV-1 reverse transcriptase

  摘要：

  Non-nucleoside inhibitors of HIV-1 reverse transcriptase are being pursued through synthesis and assaying for anti-viral activity. Following computational analyses, the focus has been on the motif Het-NH-Ph-U, where Het is an aromatic heterocycle and U is an unsaturated, hydrophobic group. Previous investigations with Het = 2-thiazoyl and 2-pyrimidinyl are extended here to triazinyl derivatives. The result is several NNRTIs in the 2-20 nM range with negligible cytotoxicity and auspicious predicted pharmacological properties. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.037

文献信息

• WO2007/38387
  申请人：——

  公开号：——

  公开（公告）日：——
• Optimization of pyrimidinyl- and triazinyl-amines as non-nucleoside inhibitors of HIV-1 reverse transcriptase
  作者：Vinay V. Thakur、Joseph T. Kim、Andrew D. Hamilton、Christopher M. Bailey、Robert A. Domaoal、Ligong Wang、Karen S. Anderson、William L. Jorgensen

  DOI：10.1016/j.bmcl.2006.08.037

  日期：2006.11

  Non-nucleoside inhibitors of HIV-1 reverse transcriptase are being pursued through synthesis and assaying for anti-viral activity. Following computational analyses, the focus has been on the motif Het-NH-Ph-U, where Het is an aromatic heterocycle and U is an unsaturated, hydrophobic group. Previous investigations with Het = 2-thiazoyl and 2-pyrimidinyl are extended here to triazinyl derivatives. The result is several NNRTIs in the 2-20 nM range with negligible cytotoxicity and auspicious predicted pharmacological properties. (c) 2006 Elsevier Ltd. All rights reserved.