5-(2-chloro-4-fluorophenyl)-N-[5-(hydroxyamino)-5-oxopentyl]-2-(1,3-thiazol-2-yl)-1,3-thiazole-4-carboxamide | 1408235-02-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(2-chloro-4-fluorophenyl)-N-[5-(hydroxyamino)-5-oxopentyl]-2-(1,3-thiazol-2-yl)-1,3-thiazole-4-carboxamide
• CAS: 1408235-02-8
• 化学式: C₁₈H₁₆ClFN₄O₃S₂
• 分子量: 454.933
• InChiKey: SCKGXEPOGMMURF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  161
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  在 盐酸羟胺 、 potassium hydroxide 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以45.9%的产率得到5-(2-chloro-4-fluorophenyl)-N-[5-(hydroxyamino)-5-oxopentyl]-2-(1,3-thiazol-2-yl)-1,3-thiazole-4-carboxamide
  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
• US9216962B2
  申请人：——

  公开号：US9216962B2

  公开（公告）日：2015-12-22
• Potent and Orally Efficacious Bisthiazole-Based Histone Deacetylase Inhibitors
  作者：Fei Chen、Hui Chai、Ming-Bo Su、Yang-Ming Zhang、Jia Li、Xin Xie、Fa-Jun Nan

  DOI：10.1021/ml400470s

  日期：2014.6.12

  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.