7-(2-Chlorophenyl)-10-(3-chlorophenyl)sulfonyl-5-thia-1,8,11,12-tetrazatricyclo[7.3.0.02,6]dodeca-2(6),3,7,9,11-pentaene | 1416903-43-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 7-(2-Chlorophenyl)-10-(3-chlorophenyl)sulfonyl-5-thia-1,8,11,12-tetrazatricyclo[7.3.0.02,6]dodeca-2(6),3,7,9,11-pentaene
• 英文别名: 7-(2-chlorophenyl)-10-(3-chlorophenyl)sulfonyl-5-thia-1,8,11,12-tetrazatricyclo[7.3.0.02,6]dodeca-2(6),3,7,9,11-pentaene
• CAS: 1416903-43-9
• 化学式: C₁₉H₁₀Cl₂N₄O₂S₂
• 分子量: 461.352
• InChiKey: XMJINDMIGYCRPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  114
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-氨基-2-噻吩甲酸甲酯 在 吡啶 、 盐酸 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 sodium ethanolate 、 sodium carbonate 、 sodium nitrite 、 三氯氧磷 作用下， 以 乙二醇二甲醚 、 乙醇 、 水 为溶剂， 反应 4.41h， 生成 7-(2-Chlorophenyl)-10-(3-chlorophenyl)sulfonyl-5-thia-1,8,11,12-tetrazatricyclo[7.3.0.02,6]dodeca-2(6),3,7,9,11-pentaene
  参考文献：
  名称：

  Synthesis and biological evaluation of triazolothienopyrimidine derivatives as novel HIV-1 replication inhibitors

  摘要：

  We identified a novel class of triazolothienopyrimidine (TTPM) compounds as potent HIV-1 replication inhibitors during a high-throughput screening campaign that evaluated more than 200,000 compounds using a cell-based full replication assay. Herein, we report the optimization of the antiviral activity in a cell-based assay system leading to the discovery of aryl-substituted TTPM derivatives (38, 44, and 45), which exhibited significant inhibition of HIV-1 replication with acceptable safety margins. These novel and potent TTPMs could serve as leads for further development. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.134

文献信息

• Synthesis and biological evaluation of triazolothienopyrimidine derivatives as novel HIV-1 replication inhibitors
  作者：Junwon Kim、Jeongjin Kwon、Doohyun Lee、Suyeon Jo、Dong-Sik Park、Jihyun Choi、Eunjung Park、Jong Yeon Hwang、Yoonae Ko、Inhee Choi、Moon Kyeong Ju、JiYe Ahn、Junghwan Kim、Sung-Jun Han、Tae-Hee Kim、Jonathan Cechetto、Jiyoun Nam、Sujin Ahn、Peter Sommer、Michel Liuzzi、Zaesung No、Jinhwa Lee

  DOI：10.1016/j.bmcl.2012.10.134

  日期：2013.1

  We identified a novel class of triazolothienopyrimidine (TTPM) compounds as potent HIV-1 replication inhibitors during a high-throughput screening campaign that evaluated more than 200,000 compounds using a cell-based full replication assay. Herein, we report the optimization of the antiviral activity in a cell-based assay system leading to the discovery of aryl-substituted TTPM derivatives (38, 44, and 45), which exhibited significant inhibition of HIV-1 replication with acceptable safety margins. These novel and potent TTPMs could serve as leads for further development. (C) 2012 Elsevier Ltd. All rights reserved.