3-methoxycarbonylmethylsulfanyl-3-phenyl-propionic acid methyl ester | 106165-96-2

• 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: 3-methoxycarbonylmethylsulfanyl-3-phenyl-propionic acid methyl ester
• 英文别名: 3-Methoxycarbonylmethylmercapto-3-phenyl-propionsaeure-methylester；Methyl 3-(2-methoxy-2-oxoethyl)sulfanyl-3-phenylpropanoate
• CAS: 106165-96-2
• 化学式: C₁₃H₁₆O₄S
• 分子量: 268.334
• InChiKey: JGJVBDOYTSNSHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  77.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-methoxycarbonylmethylsulfanyl-3-phenyl-propionic acid methyl ester 在 四氯化钛 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 3-oxo-5-phenyl-tetrahydro-thiophene-2-carboxylic acid methyl ester
  参考文献：
  名称：

  2-Phenyl-5,6-dihydro-2H-thieno[3,2-c]pyrazol-3-ol derivatives as new inhibitors of bacterial cell wall biosynthesis

  摘要：

  Twenty-five 2-phenyl-5,6-dihydro-2H-thieno[3,2-c]pyrazol-3-ol derivatives were synthesized for evaluation as new inhibitors of bacterial cell wall biosynthesis. Many of them demonstrated good inhibitory activity against Staphylococcus aureus MurB. MurC and MurD enzymes in vitro and antimicrobial activity against gram-positive bacteria including MRSA, VRE and PRSP, However. when they were tested in the presence of 4% bovine serum albumin, the MIC values increased to greater than 128 mug/mL against PRSP. None of the compounds demonstrated activity against gram-negative bacteria at MIC <32 mug/mL. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00471-2
• 作为产物：
  描述：

  Methyl cinnamate 、 巯基乙酸甲酯 生成 3-methoxycarbonylmethylsulfanyl-3-phenyl-propionic acid methyl ester
  参考文献：
  名称：

  Martani, Ricerca Scientifica, 1959, vol. 29, p. 520,524

  摘要：

  DOI：

文献信息

• Martani, Ricerca Scientifica, 1959, vol. 29, p. 520,524
  作者：Martani

  DOI：——

  日期：——
• 2-Phenyl-5,6-dihydro-2H-thieno[3,2-c]pyrazol-3-ol derivatives as new inhibitors of bacterial cell wall biosynthesis
  作者：Zhong Li、Gerardo D. Francisco、William Hu、Pornpen Labthavikul、Peter J. Petersen、Anatoly Severin、Guy Singh、Youjun Yang、Beth A. Rasmussen、Yang-I Lin、Jerauld S. Skotnicki、Tarek S. Mansour

  DOI：10.1016/s0960-894x(03)00471-2

  日期：2003.8

  Twenty-five 2-phenyl-5,6-dihydro-2H-thieno[3,2-c]pyrazol-3-ol derivatives were synthesized for evaluation as new inhibitors of bacterial cell wall biosynthesis. Many of them demonstrated good inhibitory activity against Staphylococcus aureus MurB. MurC and MurD enzymes in vitro and antimicrobial activity against gram-positive bacteria including MRSA, VRE and PRSP, However. when they were tested in the presence of 4% bovine serum albumin, the MIC values increased to greater than 128 mug/mL against PRSP. None of the compounds demonstrated activity against gram-negative bacteria at MIC <32 mug/mL. (C) 2003 Elsevier Ltd. All rights reserved.