4-Amino-2-[(3-methylbut-2-en-1-yl)oxy]benzonitrile | 915774-28-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-Amino-2-[(3-methylbut-2-en-1-yl)oxy]benzonitrile
• 英文别名: 4-amino-2-(3-methylbut-2-enoxy)benzonitrile
• CAS: 915774-28-6
• 化学式: C₁₂H₁₄N₂O
• 分子量: 202.256
• InChiKey: RCSLGFVSVHNXTK-UHFFFAOYSA-N

物化性质

• 沸点：
  390.2±32.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-Amino-2-[(3-methylbut-2-en-1-yl)oxy]benzonitrile 在 碳酸氢钠 作用下， 生成 4-(4-Methoxy-6-methyl-[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 tin(ll) chloride 作用下， 生成 4-Amino-2-[(3-methylbut-2-en-1-yl)oxy]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：——
• Extension into the entrance channel of HIV-1 reverse transcriptase—Crystallography and enhanced solubility
  作者：Mariela Bollini、Kathleen M. Frey、José A. Cisneros、Krasimir A. Spasov、Kalyan Das、Joseph D. Bauman、Eddy Arnold、Karen S. Anderson、William L. Jorgensen

  DOI：10.1016/j.bmcl.2013.06.093

  日期：2013.9

  Non-nucleoside inhibitors of HIV-1 reverse transcriptase (HIV-RT) are reported that feature extension into the entrance channel near Glu138. Complexes of the parent anilinylpyrimidine 1 and the morpholinoethoxy analog 2j with HIV-RT have received crystallographic characterization confirming the designs. Measurement of aqueous solubilities of 2j, 2k, the parent triazene 2a, and other NNRTIs demonstrate profound benefits for addition of the morpholinyl substituent. (C) 2013 Elsevier Ltd. All rights reserved.
• 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.