N-(p-Chlorphenyl)-N'-dimethoxyethylthioharnstoff | 51581-44-3

• 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: N-(p-Chlorphenyl)-N'-dimethoxyethylthioharnstoff
• 英文别名: 1-(4-Chlorophenyl)-3-(2,2-dimethoxyethyl)thiourea
• CAS: 51581-44-3
• 化学式: C₁₁H₁₅ClN₂O₂S
• 分子量: 274.771
• InChiKey: DKLWRNGSXAROAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(p-Chlorphenyl)-N'-dimethoxyethylthioharnstoff 在 盐酸 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 3.0h， 生成 、 1-(4-氯苯基)咪唑啉-2-硫酮
  参考文献：
  名称：

  Synthesis and biological evaluation of imidazole thioacetanilides as novel non-nucleoside HIV-1 reverse transcriptase inhibitors

  摘要：

  A series of 2-(1-aryl-1H-imidazol-2-ylthio)acetamide [imidazole thioacetanilide (ITA)] derivatives were synthesized and evaluated as potent inhibitors of human immunodeficiency virus type-1 (HIV-1). Among them, the most potent HIV-1 inhibitors were 4a5 (EC50 = 0.18 mu M), and 4a2 (EC50 = 0.20 mu M), which were more effective than the lead compound L1 (EC50 = 2.053 mu M) and the reference drugs nevirapine and delavirdine. The preliminary structure-activity relationship (SAR) of the newly synthesized congeners is discussed. Crown Copyright (C) 2009 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.07.028
• 作为产物：
  描述：

  4-氯异硫氰酸苯酯 、 氨基乙醛缩二甲醇 以 乙醇 为溶剂， 生成 N-(p-Chlorphenyl)-N'-dimethoxyethylthioharnstoff
  参考文献：
  名称：

  Synthesis and biological evaluation of imidazole thioacetanilides as novel non-nucleoside HIV-1 reverse transcriptase inhibitors

  摘要：

  A series of 2-(1-aryl-1H-imidazol-2-ylthio)acetamide [imidazole thioacetanilide (ITA)] derivatives were synthesized and evaluated as potent inhibitors of human immunodeficiency virus type-1 (HIV-1). Among them, the most potent HIV-1 inhibitors were 4a5 (EC50 = 0.18 mu M), and 4a2 (EC50 = 0.20 mu M), which were more effective than the lead compound L1 (EC50 = 2.053 mu M) and the reference drugs nevirapine and delavirdine. The preliminary structure-activity relationship (SAR) of the newly synthesized congeners is discussed. Crown Copyright (C) 2009 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.07.028

文献信息

• Synthesis and biological evaluation of imidazole thioacetanilides as novel non-nucleoside HIV-1 reverse transcriptase inhibitors
  作者：Peng Zhan、Xinyong Liu、Junjie Zhu、Zengjun Fang、Zhenyu Li、Christophe Pannecouque、Erik De Clercq

  DOI：10.1016/j.bmc.2009.07.028

  日期：2009.8

  A series of 2-(1-aryl-1H-imidazol-2-ylthio)acetamide [imidazole thioacetanilide (ITA)] derivatives were synthesized and evaluated as potent inhibitors of human immunodeficiency virus type-1 (HIV-1). Among them, the most potent HIV-1 inhibitors were 4a5 (EC50 = 0.18 mu M), and 4a2 (EC50 = 0.20 mu M), which were more effective than the lead compound L1 (EC50 = 2.053 mu M) and the reference drugs nevirapine and delavirdine. The preliminary structure-activity relationship (SAR) of the newly synthesized congeners is discussed. Crown Copyright (C) 2009 Published by Elsevier Ltd. All rights reserved.