5-(4-methoxy-benzylsulfanyl)-thiazole-4-carboxylic acid ethyl ester | 61830-24-8

• 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-(4-methoxy-benzylsulfanyl)-thiazole-4-carboxylic acid ethyl ester
• 英文别名: Ethyl 5-{[(4-methoxyphenyl)methyl]sulfanyl}-1,3-thiazole-4-carboxylate；ethyl 5-[(4-methoxyphenyl)methylsulfanyl]-1,3-thiazole-4-carboxylate
• CAS: 61830-24-8
• 化学式: C₁₄H₁₅NO₃S₂
• 分子量: 309.41
• InChiKey: ZDNKVKKDOPXQDB-UHFFFAOYSA-N

物化性质

• 熔点：
  87 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• 沸点：
  455.9±45.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  102
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-(4-methoxy-benzylsulfanyl)-thiazole-4-carboxylic acid ethyl ester 在 sodium hydroxide 、 三氟化硼 作用下， 生成 5-(4-methoxy-benzylsulfanyl)-thiazole-4-carboxylic acid methyl ester
  参考文献：
  名称：

  Mercapto heterocyclic carboxylic acids, analogs of 3-mercaptopicolinic acid

  摘要：

  3-Mercaptopicolinic acid (3-MPA), a potent hypoglycemic agent in fasted rats, provided the impetus for substituting this compound with a 5-mercapto group (1), a 6-carboxyl group (2), and a 5-mercapto and 6-carboxyl group (3) and for replacing the pyridine ring with other heterocycles: quinoline (4), thiazole (5), pyrazine (6), isoquinoline (7), and indole (8). The methyl sulfoxide (9) and sulfone (10) of 3-MPA were also prepared. The new compounds 1-10, with the exception of 8, did not lower blood glucose levels in 48-h fasted rats. 8 was toxic at doses which were hypoglycemic.

  DOI：

  10.1021/jm00214a023
• 作为产物：
  描述：

  2-氨基-5-溴噻唑-4-甲酸乙酯 生成 5-(4-methoxy-benzylsulfanyl)-thiazole-4-carboxylic acid ethyl ester
  参考文献：
  名称：

  Mercapto heterocyclic carboxylic acids, analogs of 3-mercaptopicolinic acid

  摘要：

  3-Mercaptopicolinic acid (3-MPA), a potent hypoglycemic agent in fasted rats, provided the impetus for substituting this compound with a 5-mercapto group (1), a 6-carboxyl group (2), and a 5-mercapto and 6-carboxyl group (3) and for replacing the pyridine ring with other heterocycles: quinoline (4), thiazole (5), pyrazine (6), isoquinoline (7), and indole (8). The methyl sulfoxide (9) and sulfone (10) of 3-MPA were also prepared. The new compounds 1-10, with the exception of 8, did not lower blood glucose levels in 48-h fasted rats. 8 was toxic at doses which were hypoglycemic.

  DOI：

  10.1021/jm00214a023

文献信息

• BLANK B.; DITULLIO N. W.; OWINGS F. F.; DEVINEY L.; MIAO C. K.; SAUNDERS +, J. MED. CHEM. <JMCM-AR>, 1977, 20, NO 4, 572-576
  作者：BLANK B.、 DITULLIO N. W.、 OWINGS F. F.、 DEVINEY L.、 MIAO C. K.、 SAUNDERS +

  DOI：——

  日期：——