3-(4-Methyl-cyclohexanesulfonyl)-propionic acid ethyl ester | 220203-31-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(4-Methyl-cyclohexanesulfonyl)-propionic acid ethyl ester
• CAS: 220203-31-6
• 化学式: C₁₂H₂₂O₄S
• 分子量: 262.37
• InChiKey: SSDRFMLQAPCNRD-XYPYZODXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.93
• 重原子数：
  17.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  60.44
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-(4-Methyl-cyclohexanesulfonyl)-propionic acid ethyl ester 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 12.0h， 以95%的产率得到3-(4-Methyl-cyclohexanesulfonyl)-propionic acid
  参考文献：
  名称：

  4-(trans-4-Methylcyclohexyl)-4-Oxobutyric Acid (JTT-608). A New Class of Antidiabetic Agent

  摘要：

  During an investigation of drugs for improving the beta-cell response to glucose, we found that 4-cyclohexyl-4-oxobutyric acid selectively improved glucose-stimulated insulin release and glucose tolerance in both normal and diabetic rats. A series of 4-cycloalkyl-4-oxobutyric acids and related compounds were synthesized and evaluated for their effects on the glucose tolerance test and fasting euglycemia. This study elucidated the structural requirements for drug activity and determined th at the optimum compound was 4-(trans-4-methylcyclohexyl)-4-oxobutyric acid 7 (JTT-608). This compound improved glucose tolerance from an oral dose of 3 mg/kg and did not change fasting euglycemia even at an oral dose of 30 mg/kg. Selective improvement of glucose-induced insulin secretion was observed in studies using neonatal streptozotocin rats (nSTZ rats) and perfused pancreases isolated from nSTZ rats.

  DOI：

  10.1021/jm9804228
• 作为产物：
  描述：

  ethyl 3-(trans-4-methylcyclohexylthio)propionate 在 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 反应 0.5h， 以94%的产率得到3-(4-Methyl-cyclohexanesulfonyl)-propionic acid ethyl ester
  参考文献：
  名称：

  4-(trans-4-Methylcyclohexyl)-4-Oxobutyric Acid (JTT-608). A New Class of Antidiabetic Agent

  摘要：

  During an investigation of drugs for improving the beta-cell response to glucose, we found that 4-cyclohexyl-4-oxobutyric acid selectively improved glucose-stimulated insulin release and glucose tolerance in both normal and diabetic rats. A series of 4-cycloalkyl-4-oxobutyric acids and related compounds were synthesized and evaluated for their effects on the glucose tolerance test and fasting euglycemia. This study elucidated the structural requirements for drug activity and determined th at the optimum compound was 4-(trans-4-methylcyclohexyl)-4-oxobutyric acid 7 (JTT-608). This compound improved glucose tolerance from an oral dose of 3 mg/kg and did not change fasting euglycemia even at an oral dose of 30 mg/kg. Selective improvement of glucose-induced insulin secretion was observed in studies using neonatal streptozotocin rats (nSTZ rats) and perfused pancreases isolated from nSTZ rats.

  DOI：

  10.1021/jm9804228