ethyl 2-[(5-chloro-1,3-benzothiazol-2-yl)thio]-3-methylbutanoate | 1331734-08-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: ethyl 2-[(5-chloro-1,3-benzothiazol-2-yl)thio]-3-methylbutanoate
• CAS: 1331734-08-7
• 化学式: C₁₄H₁₆ClNO₂S₂
• 分子量: 329.872
• InChiKey: TYFUHXSEKUMQJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.63
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  39.19
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-[(5-chloro-1,3-benzothiazol-2-yl)thio]-3-methylbutanoate 在 乙醇 、 sodium hydroxide 作用下， 以78%的产率得到2-[(5-chloro-1,3-benzothiazol-2-yl)thio]-3-methylbutanoic acid
  参考文献：
  名称：

  Benzothiazole-based N-(phenylsulfonyl)amides as a novel family of PPARα antagonists

  摘要：

  The discovery of PPAR antagonists is emerging as an useful tool for elucidating the biological role of the receptor. Here we report the identification of N-(phenylsulfonyl)amides containing the benzothiazole scaffold, a novel class of potent PPAR alpha antagonists obtained from chemical modification of carboxylic acid agonists. In this work, a group of phenylsulfonamides were synthesized and in vitro evaluated against the agonistic effect of GW7647; they showed an inhibitory effect on PPARa activation, with best compounds revealing a dose-dependent antagonistic profile. Some of these antagonists showed also an inhibitory effect on CPT1A pattern expression. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.028
• 作为产物：
  描述：

  2-溴代异戊酸乙酯 、 2-巯基-5-氯苯并噻唑 在 sodium 作用下， 以 乙醇 为溶剂， 以78%的产率得到ethyl 2-[(5-chloro-1,3-benzothiazol-2-yl)thio]-3-methylbutanoate
  参考文献：
  名称：

  Benzothiazole-based N-(phenylsulfonyl)amides as a novel family of PPARα antagonists

  摘要：

  The discovery of PPAR antagonists is emerging as an useful tool for elucidating the biological role of the receptor. Here we report the identification of N-(phenylsulfonyl)amides containing the benzothiazole scaffold, a novel class of potent PPAR alpha antagonists obtained from chemical modification of carboxylic acid agonists. In this work, a group of phenylsulfonamides were synthesized and in vitro evaluated against the agonistic effect of GW7647; they showed an inhibitory effect on PPARa activation, with best compounds revealing a dose-dependent antagonistic profile. Some of these antagonists showed also an inhibitory effect on CPT1A pattern expression. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.028