Ethyl 3-bromo-4-[[2-(4-phenylthiadiazol-5-yl)sulfanylacetyl]amino]benzoate | 1086063-74-2

• 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: Ethyl 3-bromo-4-[[2-(4-phenylthiadiazol-5-yl)sulfanylacetyl]amino]benzoate
• CAS: 1086063-74-2
• 化学式: C₁₉H₁₆BrN₃O₃S₂
• 分子量: 478.39
• InChiKey: JZMHQWXQSICXOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  135
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-((4-phenyl-1,2,3-thiadiazol-5-yl)thio)acetic acid 、 4-氨基-3-溴苯甲酸乙酯 在 五氯化磷 作用下， 以 二氯甲烷 为溶剂， 生成 Ethyl 3-bromo-4-[[2-(4-phenylthiadiazol-5-yl)sulfanylacetyl]amino]benzoate
  参考文献：
  名称：

  1,2,3-Thiadiazole thioacetanilides as a novel class of potent HIV-1 non-nucleoside reverse transcriptase inhibitors

  摘要：

  A novel series of 1,2,3-thiadiazole thioacetanilide (TTA) derivatives have been designed, synthesized and evaluated for its anti-HIV activities in MT-4 cells. Some derivatives proved to be highly effective in inhibiting HIV-1 replication at nanomolar concentrations. Among them, 2-[4-(2,4-dichlorophenyl)-1,2,3-thiadiazol-5- ylthio]-N-(2-nitrophenyl)acetamide 7d2 was identified as the most promising compound (EC(50) = 0.059 +/- 0.02 mu M, CC(50) > 283.25 mu M, SI > 4883). The structure-activity relationship (SAR) of these novel structural congeners is discussed. Crown Copyright (C) 2008 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.09.055

文献信息

• 1,2,3-Thiadiazole thioacetanilides as a novel class of potent HIV-1 non-nucleoside reverse transcriptase inhibitors
  作者：Peng Zhan、Xinyong Liu、Yuan Cao、Yan Wang、Christophe Pannecouque、Erik De Clercq

  DOI：10.1016/j.bmcl.2008.09.055

  日期：2008.10

  A novel series of 1,2,3-thiadiazole thioacetanilide (TTA) derivatives have been designed, synthesized and evaluated for its anti-HIV activities in MT-4 cells. Some derivatives proved to be highly effective in inhibiting HIV-1 replication at nanomolar concentrations. Among them, 2-[4-(2,4-dichlorophenyl)-1,2,3-thiadiazol-5- ylthio]-N-(2-nitrophenyl)acetamide 7d2 was identified as the most promising compound (EC(50) = 0.059 +/- 0.02 mu M, CC(50) > 283.25 mu M, SI > 4883). The structure-activity relationship (SAR) of these novel structural congeners is discussed. Crown Copyright (C) 2008 Published by Elsevier Ltd. All rights reserved.