4-phenyl-thiazole-2-carboxylic acid hydrazide | 31877-36-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-phenyl-thiazole-2-carboxylic acid hydrazide
• 英文别名: 4-Phenyl-thiazol-carbonsaeurehydrazid；4-Phenylthiazole-2-carbohydrazide；4-phenyl-1,3-thiazole-2-carbohydrazide
• CAS: 31877-36-8
• 化学式: C₁₀H₉N₃OS
• mdl: MFCD19440567
• 分子量: 219.267
• InChiKey: UIAQFUIRALQZJX-UHFFFAOYSA-N

物化性质

• 密度：
  1.329±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 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：
  96.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-phenyl-thiazole-2-carboxylic acid hydrazide 生成 4-phenyl-5-(4-phenyl-thiazol-2-yl)-2,4-dihydro-[1,2,4]triazole-3-thione
  参考文献：
  名称：

  Kempter,G. et al., Zeitschrift fur Chemie, 1970, vol. 10, p. 460 - 462

  摘要：

  DOI：
• 作为产物：
  描述：

  4-苯基噻唑-2-甲酸乙酯 在 一水合肼 作用下， 生成 4-phenyl-thiazole-2-carboxylic acid hydrazide
  参考文献：
  名称：

  Kempter,G. et al., Zeitschrift fur Chemie, 1970, vol. 10, p. 460 - 462

  摘要：

  DOI：

文献信息

• Discovery of thiazolyl-phthalazinone acetamides as potent glucose uptake activators via high-throughput screening
  作者：Madhavi Agrawal、Prashant Kharkar、Sonali Moghe、Tushar Mahajan、Vaishali Deka、Chandni Thakkar、Amrutha Nair、Chirag Mehta、Julie Bose、Asha Kulkarni-Almeida、Dilip Bhedi、Ram A. Vishwakarma

  DOI：10.1016/j.bmcl.2013.07.067

  日期：2013.10

  With the aim to discover orally active small molecules that stimulate glucose uptake, high throughput screening of a library of 5000 drug-like compounds was conducted in differentiated skeletal muscle cells in presence of insulin. N-Substituted phthalazinone acetamide was identified as a potential glucose uptake modulator. Several novel derivatives were synthesized to establish structure activity relationships. Identified lead thiazolyl-phthalazinone acetamide (7114863) increased glucose uptake (EC50 of 0.07 +/- 0.02 mu M) in differentiated skeletal muscle cells in presence of insulin. Furthermore, 7114863 was superior to rosiglitazone under similar experimental conditions without inducing PPAR-gamma agonist activity thus making it a very interesting scaffold. (C) 2013 Elsevier Ltd. All rights reserved.