[2,4']bithiazolyl-4-carboxylic acid | 91978-64-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: [2,4']bithiazolyl-4-carboxylic acid
• 英文别名: 2,4'-Bithiazolyl-4-carbonsaeure；2,4'-Bithiazole-4-carboxylic acid；2-(1,3-thiazol-4-yl)-1,3-thiazole-4-carboxylic acid
• CAS: 91978-64-2
• 化学式: C₇H₄N₂O₂S₂
• 分子量: 212.253
• InChiKey: RLJMFTGOGDVGSI-UHFFFAOYSA-N

物化性质

• 熔点：
  231-232 °C
• 沸点：
  481.9±43.0 °C(Predicted)
• 密度：
  1.600±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  120
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [2,4']bithiazolyl-4-carboxylic acid 在 水 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 、 lithium hydroxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  Potent and Orally Efficacious Bisthiazole-Based Histone Deacetylase Inhibitors

  摘要：

  Inspired by the thiazole thiazoline cap group in natural product largazole, a series of structurally simplified bisthiazole-based histone deacetylase inhibitors were prepared and evaluated. Compound 8f was evaluated in vivo in an experimental autoimmune encephalomyelitis (EAE) model and found to be orally efficacious in ameliorating clinical symptoms of EAE mice.

  DOI：

  10.1021/ml400470s
• 作为产物：
  描述：

  [2,4']bithiazolyl-4-carboxylic acid ethyl ester 在 水 、 lithium hydroxide 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以94.8%的产率得到[2,4']bithiazolyl-4-carboxylic acid
  参考文献：
  名称：

  Potent and Orally Efficacious Bisthiazole-Based Histone Deacetylase Inhibitors

  摘要：

  Inspired by the thiazole thiazoline cap group in natural product largazole, a series of structurally simplified bisthiazole-based histone deacetylase inhibitors were prepared and evaluated. Compound 8f was evaluated in vivo in an experimental autoimmune encephalomyelitis (EAE) model and found to be orally efficacious in ameliorating clinical symptoms of EAE mice.

  DOI：

  10.1021/ml400470s

文献信息

• THIAZOLE COMPOUNDS, METHODS FOR PREPARATION AND USE THEREOF
  申请人：Shanghai Puyi Chemical Co., Ltd.

  公开号：US20140148600A1

  公开（公告）日：2014-05-29

  The present invention relates to thiazole compounds of formula I, the method for preparation and use thereof. More specifically, the present invention relates to novel derivatives of natural product largazole, the method for preparing them and their uses for treatments against tumor and multiple sclerosis as inhibitors of histone deacetylase.

  本发明涉及式I的噻唑化合物，其制备方法和用途。更具体地说，本发明涉及天然产物largazole的新衍生物，其制备方法以及作为组蛋白脱乙酰化酶抑制剂用于抗肿瘤和多发性硬化症治疗的用途。
• THIAZOLE COMPOUND AND PREPARATION METHOD AND USE THEREOF
  申请人：Shanghai Theorion Pharmaceutical Co., Ltd.

  公开号：EP2708534B1

  公开（公告）日：2017-07-12
• 659. Chemistry of micrococcin P. Part V. The infrared absorption spectra of thiazoles
  作者：M. P. V. Mijovi?、James Walker

  DOI：10.1039/jr9610003381

  日期：——
• US9216962B2
  申请人：——

  公开号：US9216962B2

  公开（公告）日：2015-12-22