3-hydroxy-5-[4-(phenylamino)phenylamino]isothiazole-4-carbonitrile | 926907-44-0

• 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: 3-hydroxy-5-[4-(phenylamino)phenylamino]isothiazole-4-carbonitrile
• 英文别名: 5-(4-Anilinoanilino)-3-oxo-1,2-thiazole-4-carbonitrile
• CAS: 926907-44-0
• 化学式: C₁₆H₁₂N₄OS
• 分子量: 308.363
• InChiKey: VMXLFBKGLVKPCV-UHFFFAOYSA-N

物化性质

• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  102
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-hydroxy-5-[4-(phenylamino)phenylamino]isothiazole-4-carbonitrile 、 4-氨基-1-丁醇 以 乙醇 为溶剂， 反应 16.0h， 生成 3-hydroxy-N-(4-hydroxy-butyl)-5-(4-phenylamino-phenylamino)-isothiazole-4-carboxamidine
  参考文献：
  名称：

  Identification of novel, selective and potent Chk2 inhibitors

  摘要：

  A series of isothiazole carboxamidine compounds were synthesized and discovered as novel and selective inhibitors for Chk2. They are not active against the related Chk1 kinase. The structure-activity relationship studies were performed on the scaffold, and enzymatic kinetic analysis showed they are simple ATP competitive inhibitors with K-i values as low as 11 nM for Chk2. Computer modeling studies were employed to comprehend the mechanism of action and SAR of these compounds. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.067
• 作为产物：
  描述：

  (4-anilino)phenyl isothiocyanate 在 氢氧化钾 、 溴 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 3-hydroxy-5-[4-(phenylamino)phenylamino]isothiazole-4-carbonitrile
  参考文献：
  名称：

  Identification of novel, selective and potent Chk2 inhibitors

  摘要：

  A series of isothiazole carboxamidine compounds were synthesized and discovered as novel and selective inhibitors for Chk2. They are not active against the related Chk1 kinase. The structure-activity relationship studies were performed on the scaffold, and enzymatic kinetic analysis showed they are simple ATP competitive inhibitors with K-i values as low as 11 nM for Chk2. Computer modeling studies were employed to comprehend the mechanism of action and SAR of these compounds. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.067

文献信息

• Heterocyclic compounds and uses thereof
  申请人：——

  公开号：US20040039037A1

  公开（公告）日：2004-02-26

  Substituted isothiazole compounds and compositions are provided, wherein particularly preferred compositions and methods are directed towards inhibition of various protein kinases (especially MEK and/or ERK). Consequently, particularly preferred methods include treatment of diseases associated with abnormality in MEK and/or ERK function.

  提供了替代异噻唑化合物和组合物，其中特别优选的组合物和方法是针对各种蛋白激酶（特别是MEK和/或ERK）的抑制。因此，特别优选的方法包括治疗与MEK和/或ERK功能异常相关的疾病。
• WO2008/157802
  申请人：——

  公开号：——

  公开（公告）日：——
• US6989451B2
  申请人：——

  公开号：US6989451B2

  公开（公告）日：2006-01-24