ethyl 4-(2-hydroxyethylthio)-butyrate | 64157-90-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 4-(2-hydroxyethylthio)-butyrate
• 英文别名: Ethyl S-(2-Hydroxyethyl)-4-mercaptobutyrate；4-(2-Hydroxyethylthio)buttersaeureethylester；Ethyl 4-(2-hydroxyethylsulfanyl)butanoate
• CAS: 64157-90-0
• 化学式: C₈H₁₆O₃S
• 分子量: 192.279
• InChiKey: QMFFEMCNCNEFGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  71.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 4-(2-hydroxyethylthio)-butyrate 在 sodium hydroxide 、 氯化亚砜 作用下， 以 乙醇 、 丙酮 、 苯 为溶剂， 生成 4-[(2-Chloroethyl)sulfanyl]-N-(4-hydroxyphenyl)butanamide
  参考文献：
  名称：

  Chemoimmunotherapy of cancer. 2

  摘要：

  The preparation of a series of water-soluble mustard haptens for chemoimmunotherapy of cancer is described. Preliminary screening data are given, indicating some activity against P388 lymphocytic leukemia for those compounds containing the most potent immunogenic functional groups.

  DOI：

  10.1021/jm00221a001
• 作为产物：
  描述：

  4-氯丁酸乙酯 、 2-巯基乙醇 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 ethyl 4-(2-hydroxyethylthio)-butyrate
  参考文献：
  名称：

  Chemoimmunotherapy of cancer. 2

  摘要：

  The preparation of a series of water-soluble mustard haptens for chemoimmunotherapy of cancer is described. Preliminary screening data are given, indicating some activity against P388 lymphocytic leukemia for those compounds containing the most potent immunogenic functional groups.

  DOI：

  10.1021/jm00221a001

文献信息

• Synthesis and pharmacological properties of N-(3-{3-(1-piperidinylmethyl)phenoxy}propyl)-2-(2-hydroxyethylthio)acetamide and related compounds as antiulcer agents. I.
  作者：Ikuo UEDA、Katsuyuki ISHII、Katsuo SHINOZAKI、Masao SEIKI、Heihachiro ARAI、Minoru HATANAKA

  DOI：10.1248/cpb.38.3035

  日期：——

  N-Phenoxypropylacetamide derivatives were prepared and tested for antiulcer activity. These compounds exhibited both gastric acid antisecretory and cytoprotective properties. Structure-activity studies led to the identification of N-[3-(3-(1-piperidinylmethyl)phenoxy)propyl]-2-(2-hydroxyethylt hio)acetamide (8), which was selected for further development and clinical evaluation.

  制备了N-苯氧基丙基乙酰胺衍生物，并测试了其抗溃疡活性。这些化合物显示出胃酸的抗分泌和细胞保护性能。结构活性研究导致鉴定出N- [3-（3-（1-（哌啶基甲基甲基）苯氧基）丙基] -2-（2-羟乙基硫代）乙酰胺（8），该化合物被选作进一步开发和临床评估。
• Bermudez; Cassidy; Thompson, European Journal of Medicinal Chemistry, 1983, vol. 18, # 6, p. 545 - 550
  作者：Bermudez、Cassidy、Thompson

  DOI：——

  日期：——
• CEDA, IKUO;ISHII, KATSUYUKI;SHINOZAKI, KATSUO;SEIKI, MASAO;ARAI, HEIHACHI+, CHEM. AND PHARM. BULL., 38,(1990) N1, C. 3035-3041
  作者：CEDA, IKUO、ISHII, KATSUYUKI、SHINOZAKI, KATSUO、SEIKI, MASAO、ARAI, HEIHACHI+

  DOI：——

  日期：——
• Chemoimmunotherapy of cancer. 2
  作者：A. H. Soloway、J. E. Wright、V. Subramanyam、J. J. Gozzo

  DOI：10.1021/jm00221a001

  日期：1977.11

  The preparation of a series of water-soluble mustard haptens for chemoimmunotherapy of cancer is described. Preliminary screening data are given, indicating some activity against P388 lymphocytic leukemia for those compounds containing the most potent immunogenic functional groups.