2-(2,6-dibromophenyl)-3-(thiophen-2-ylmethyl)thiazolidin-4-one | 1063689-00-8

• 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: 2-(2,6-dibromophenyl)-3-(thiophen-2-ylmethyl)thiazolidin-4-one
• 英文别名: 2-(2,6-Dibromophenyl)-3-(2-thienylmethyl)thiazolidin-4-one；2-(2,6-dibromophenyl)-3-(thiophen-2-ylmethyl)-1,3-thiazolidin-4-one
• CAS: 1063689-00-8
• 化学式: C₁₄H₁₁Br₂NOS₂
• 分子量: 433.187
• InChiKey: SZIANFCRAWCVBM-UHFFFAOYSA-N

物化性质

• 沸点：
  541.9±50.0 °C(predicted)
• 密度：
  1.804±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  73.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-噻吩甲胺 、 2,6-二溴苯甲醛 、 巯基乙酸 以 甲苯 为溶剂， 反应 24.0h， 以64%的产率得到2-(2,6-dibromophenyl)-3-(thiophen-2-ylmethyl)thiazolidin-4-one
  参考文献：
  名称：

  Design and synthesis of 2-(2,6-dibromophenyl)-3-heteroaryl-1,3-thiazolidin-4-ones as anti-HIV agents

  摘要：

  A series of 2-(2,6-dibromophenyl)-3-heteroaryl-1,3-thiazolidin-4-ones were designed, synthesized and evaluated as selective human immunodeficiency virus type-1 reverse transcriptase (HIV-1 RT) enzyme inhibitors. The results of the HIV-1 RT kit and in vitro cell based assay showed that eight compounds effectively inhibited HIV-1 replication at 20-320 nM concentrations with minimal cytotoxicity in MT-4 as well as in CEM cells. (C) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.12.015

文献信息

• Non-nucleoside inhibitors of the hepatitis C virus NS5B RNA-dependant RNA polymerase: 2-Aryl-3-heteroaryl-1,3-thiazolidin-4-one derivatives
  作者：Ravindra K. Rawal、S.B. Katti、Neerja Kaushik-Basu、Payal Arora、Zhenhua Pan

  DOI：10.1016/j.bmcl.2008.10.023

  日期：2008.12

  Hepatitis C virus (HCV) NS5B RNA polymerase is crucial for replicating the HCV RNA genome and is an attractive target for developing anti-HCV drugs. A novel series of 2,3-diaryl-1,3-thiazolidin-4-one derivatives were evaluated for their ability to inhibit HCV NS5B. Of this series, compounds 4c, 5b, 5c and 6 emerged as more potent, displaying over 95% inhibition of NS5B RNA polymerase activity in vitro. The two most active compounds 4c and 5c exhibited an IC50 of 31.9 mu M and 32.2 mu M, respectively, against HCV NS5B. (C) 2008 Elsevier Ltd. All rights reserved.
• Design and synthesis of 2-(2,6-dibromophenyl)-3-heteroaryl-1,3-thiazolidin-4-ones as anti-HIV agents
  作者：Ravindra K. Rawal、Rajkamal Tripathi、S.B. Katti、Christophe Pannecouque、Erik De Clercq

  DOI：10.1016/j.ejmech.2007.12.015

  日期：2008.12

  A series of 2-(2,6-dibromophenyl)-3-heteroaryl-1,3-thiazolidin-4-ones were designed, synthesized and evaluated as selective human immunodeficiency virus type-1 reverse transcriptase (HIV-1 RT) enzyme inhibitors. The results of the HIV-1 RT kit and in vitro cell based assay showed that eight compounds effectively inhibited HIV-1 replication at 20-320 nM concentrations with minimal cytotoxicity in MT-4 as well as in CEM cells. (C) 2007 Elsevier Masson SAS. All rights reserved.