(2-Hydroxy-2-phenyl-ethylsulfanyl)-acetic acid methyl ester | 175911-35-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2-Hydroxy-2-phenyl-ethylsulfanyl)-acetic acid methyl ester
• 英文别名: Methyl 2-(2-hydroxy-2-phenylethyl)sulfanylacetate
• CAS: 175911-35-0
• 化学式: C₁₁H₁₄O₃S
• mdl: MFCD12761791
• 分子量: 226.296
• InChiKey: QZFWTMSCKLBXEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 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：

  (2-Hydroxy-2-phenyl-ethylsulfanyl)-acetic acid methyl ester 在 lithium hydroxide 、 甲基磺酰氯 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 反应 26.0h， 生成 2-(Styrylthio)acetic acid
  参考文献：
  名称：

  Unsaturated thioacetic acids as novel mechanism-based inhibitors of peptidylglycine α-hydroxylating monooxygenase

  摘要：

  Several unsaturated thioacetic acids were synthesized as potential mechanism-based inhibitors of peptidylglycine alpha-hydroxylating monooxygenase (PHM) prepared from horse serum. Trans-styrylthioacetic acid produced potent time-dependent inhibition of PHM. Potential mechanisms are proposed to explain PHM inactivation by unsaturated thioacetic acids.

  DOI：

  10.1016/0960-894x(96)00041-8
• 作为产物：
  描述：

  氧化苯乙烯 、 巯基乙酸甲酯 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以57%的产率得到(2-Hydroxy-2-phenyl-ethylsulfanyl)-acetic acid methyl ester
  参考文献：
  名称：

  Unsaturated thioacetic acids as novel mechanism-based inhibitors of peptidylglycine α-hydroxylating monooxygenase

  摘要：

  Several unsaturated thioacetic acids were synthesized as potential mechanism-based inhibitors of peptidylglycine alpha-hydroxylating monooxygenase (PHM) prepared from horse serum. Trans-styrylthioacetic acid produced potent time-dependent inhibition of PHM. Potential mechanisms are proposed to explain PHM inactivation by unsaturated thioacetic acids.

  DOI：

  10.1016/0960-894x(96)00041-8

文献信息

• Unsaturated thioacetic acids as novel mechanism-based inhibitors of peptidylglycine α-hydroxylating monooxygenase
  作者：P. Casara、A. Ganzhorn、C. Philippo、M-C. Chanal、C. Danzin

  DOI：10.1016/0960-894x(96)00041-8

  日期：1996.2

  Several unsaturated thioacetic acids were synthesized as potential mechanism-based inhibitors of peptidylglycine alpha-hydroxylating monooxygenase (PHM) prepared from horse serum. Trans-styrylthioacetic acid produced potent time-dependent inhibition of PHM. Potential mechanisms are proposed to explain PHM inactivation by unsaturated thioacetic acids.