1-[(2-Chlorophenyl)methyl]-3-(2,3-dichlorophenyl)thiourea | 894292-19-4

• 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: 1-[(2-Chlorophenyl)methyl]-3-(2,3-dichlorophenyl)thiourea
• CAS: 894292-19-4
• 化学式: C₁₄H₁₁Cl₃N₂S
• 分子量: 345.68
• InChiKey: ZIAPOYHYXCMIPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  56.2
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-[(2-Chlorophenyl)methyl]-3-(2,3-dichlorophenyl)thiourea 在 sodium azide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 生成 N-[(2-chlorophenyl)methyl]-1-(2,3-dichlorophenyl)tetrazol-5-amine
  参考文献：
  名称：

  Synthesis and in vitro activity of N-benzyl-1-(2,3-dichlorophenyl)-1H-tetrazol-5-amine P2X7 antagonists

  摘要：

  Synthesis and biological evaluation of a novel class of substituted N-benzyl-1-(2,3-dichlorophenyl)-1H-tetrazol-5-amine derivatives resulted in the identification of potent P2X(7) antagonists. These compounds were assayed for activity at both the human and rat P2X(7) receptors. On the benzyl moiety, a variety of functional groups were tolerated, including both electron-withdrawing and electron-donating substituents. Ortho-substitution on the benzyl group provided the greatest potency. The ortho-substituted analogs showed approximately 2.5-fold greater potency at human compared to rat P2X(7) receptors. Compounds 12 and 38 displayed hP2X(7) pIC(50)s > 7.8 with less than 2-fold difference in potency at the rP2X(7). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.04.024
• 作为产物：
  描述：

  2,3-二氯苯基硫代异氰酸酯 、 邻氯苯甲胺 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 1-[(2-Chlorophenyl)methyl]-3-(2,3-dichlorophenyl)thiourea
  参考文献：
  名称：

  Synthesis and in vitro activity of N-benzyl-1-(2,3-dichlorophenyl)-1H-tetrazol-5-amine P2X7 antagonists

  摘要：

  Synthesis and biological evaluation of a novel class of substituted N-benzyl-1-(2,3-dichlorophenyl)-1H-tetrazol-5-amine derivatives resulted in the identification of potent P2X(7) antagonists. These compounds were assayed for activity at both the human and rat P2X(7) receptors. On the benzyl moiety, a variety of functional groups were tolerated, including both electron-withdrawing and electron-donating substituents. Ortho-substitution on the benzyl group provided the greatest potency. The ortho-substituted analogs showed approximately 2.5-fold greater potency at human compared to rat P2X(7) receptors. Compounds 12 and 38 displayed hP2X(7) pIC(50)s > 7.8 with less than 2-fold difference in potency at the rP2X(7). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.04.024

文献信息

• Synthesis and in vitro activity of N-benzyl-1-(2,3-dichlorophenyl)-1H-tetrazol-5-amine P2X7 antagonists
  作者：Arturo Perez-Medrano、Diana L. Donnelly-Roberts、Alan S. Florjancic、Derek W. Nelson、Tongmei Li、Marian T. Namovic、Sridhar Peddi、Connie R. Faltynek、Michael F. Jarvis、William A. Carroll

  DOI：10.1016/j.bmcl.2011.04.024

  日期：2011.6

  Synthesis and biological evaluation of a novel class of substituted N-benzyl-1-(2,3-dichlorophenyl)-1H-tetrazol-5-amine derivatives resulted in the identification of potent P2X(7) antagonists. These compounds were assayed for activity at both the human and rat P2X(7) receptors. On the benzyl moiety, a variety of functional groups were tolerated, including both electron-withdrawing and electron-donating substituents. Ortho-substitution on the benzyl group provided the greatest potency. The ortho-substituted analogs showed approximately 2.5-fold greater potency at human compared to rat P2X(7) receptors. Compounds 12 and 38 displayed hP2X(7) pIC(50)s > 7.8 with less than 2-fold difference in potency at the rP2X(7). (C) 2011 Elsevier Ltd. All rights reserved.