(2-(4-methoxyphenylamino)-4-aminothiazol-5-yl)(4-methoxyphenyl)methanone | 727685-49-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2-(4-methoxyphenylamino)-4-aminothiazol-5-yl)(4-methoxyphenyl)methanone
• 英文别名: [4-amino-2-(4-methoxy-phenylamino)-thiazol-5-yl]-(4-methoxy-phenyl)-methanone；{(2z)-4-Amino-2-[(4-Methoxyphenyl)imino]-2,3-Dihydro-1,3-Thiazol-5-Yl}(4-Methoxyphenyl)methanone；[4-amino-2-(4-methoxyanilino)-1,3-thiazol-5-yl]-(4-methoxyphenyl)methanone
• CAS: 727685-49-6
• 化学式: C₁₈H₁₇N₃O₃S
• mdl: MFCD06014250
• 分子量: 355.417
• InChiKey: XQKUGFIWKSKCDL-UHFFFAOYSA-N

物化性质

• 溶解度：
  1.4 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  115
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  氰胺 、 4-甲氧基苯基 异硫氰酸酯 、 alpha-溴-4-甲氧基苯乙酮 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以55%的产率得到(2-(4-methoxyphenylamino)-4-aminothiazol-5-yl)(4-methoxyphenyl)methanone
  参考文献：
  名称：

  2-Arylamino-4-Amino-5-Aroylthiazoles. “One-Pot” Synthesis and Biological Evaluation of a New Class of Inhibitors of Tubulin Polymerization

  摘要：

  The essential role of microtubules in mitosis makes them a major target of compounds useful for cancer therapy. In our search for potent antitumor agents, a novel series of 2-anilino-4-amino-5-aroylthiazoles was synthesized and evaluated for antiproliferative activity, inhibition of tubulin polymerization, and cell cycle effects. SAR was elucidated with various substitutions on the phenylamino and aroyl moiety at the 2- and 5-positions, respectively, of the 4-aminothiazole skeleton. Tumor cell exposure to several of these compounds led to the arrest of HeLa cells in the G2/M phase of the cell cycle and induction of apoptosis.

  DOI：

  10.1021/jm9001692

文献信息

• THIAZOLE AND THIOPHENE ANALOGUES, AND THEIR USE IN TREATING AUTOIMMUNE DISEASES AND CANCERS
  申请人：Board Of Supervisors Of Louisiana State University And Agricultural And Mechanical College

  公开号：EP2007393A2

  公开（公告）日：2008-12-31
• Thiazole and Thiophene Analogues, and Their Use in Treating Autoimmune Diseases and Cancers
  申请人：Giordano Anthony

  公开号：US20090306073A1

  公开（公告）日：2009-12-10

  Thiazole and thiophene compounds are disclosed having utility in treating inflammatory conditions, immunoinflammatory conditions, autoimmune diseases, and cancers. Methods for the synthesis of these compounds are also disclosed.
• IDENTIFICATION AND TARGETED MODULATION OF GENE SIGNALING NETWORKS
  申请人：CAMP4 THERAPEUTICS CORPORATION

  公开号：US20210254056A1

  公开（公告）日：2021-08-19

  The present invention provides methods and compositions for the evaluation, alteration and/or optimization of gene signaling. Methods and systems are also provided which exploit the information generated in the identification of new targets and non-canonical signaling pathways.
• US8217037B2
  申请人：——

  公开号：US8217037B2

  公开（公告）日：2012-07-10
• US8829014B2
  申请人：——

  公开号：US8829014B2

  公开（公告）日：2014-09-09