3-mercapto-2-methylpropan-1-ol | 76938-91-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醇
• 英文名称: 3-mercapto-2-methylpropan-1-ol
• 英文别名: 3-Mercapto-2-methylpropanol；2-methyl-3-sulfanylpropan-1-ol
• CAS: 76938-91-5；56160-79-3
• 化学式: C₄H₁₀OS
• 分子量: 106.189
• InChiKey: FCIVYWQHILCTLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  21.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-mercapto-2-methylpropan-1-ol 、 乙醛 以87%的产率得到
  参考文献：
  名称：

  TURYANSKAYA, A. M.;GREN, A. I.;BACHERIKOV, V. A., VINITI 791-85

  摘要：

  DOI：
• 作为产物：
  描述：

  甲基(E)-4-羟基-4-甲基戊-2-烯-1-酸酯 在 lithium aluminium tetrahydride 作用下， 以 甲醇 为溶剂， 反应 1.5h， 生成 3-mercapto-2-methylpropan-1-ol
  参考文献：
  名称：

  Simplified captopril analogues as NDM-1 inhibitors

  摘要：

  Captopril is a New Delhi metallo-beta-lactamase-1 (NDM-1) inhibitor with an IC50 value of 7.9 mu M. It is composed of two units: a 3-mercapto-2-methylpropanoyl fragment and a proline residue. In this study, we synthesized simple amide derivatives of 3-mercapto-2-methylpropanoic acid, and then tested them as NDM-1 inhibitors in order to identify the pharmacophore for NDM-1 inhibition. We found that the lead compound 22 had an IC50 value of 1.0 mu M. Further structure simplification provided compounds 31 and 32, which had IC50 values of 15 and 10 mu M, respectively. As compound 32 is a clinically used antidote for metal poisoning, it has great potential to be repurposed to treat bacterial infections. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.10.068

文献信息

• MIXAJLOVA, T. V.;VYSOTSKAYA, L. E.;GREN, A. I., VINITI 501-85
  作者：MIXAJLOVA, T. V.、VYSOTSKAYA, L. E.、GREN, A. I.

  DOI：——

  日期：——
• TURYANSKAYA, A. M.;GREN, A. I.;BACHERIKOV, V. A., VINITI 792-85
  作者：TURYANSKAYA, A. M.、GREN, A. I.、BACHERIKOV, V. A.

  DOI：——

  日期：——
• ——
  作者：VYSOTSKAYA L. EH.、 GREN A. I.、 KAMALOV G. L.、 MIXAJLOVA T. V.、 GOLIKOV V.+

  DOI：——

  日期：——
• BACHERIKOV V. A.; GREN A. I., FIZ.-XIM. IN-T AN YCCP, ODESSA,(1986) 14 S., VINITI , 8373-B
  作者：BACHERIKOV V. A.、 GREN A. I.

  DOI：——

  日期：——
• Identification of Volatile and Powerful Odorous Thiols in Bordeaux Red Wine Varieties
  作者：Patricia Bouchilloux、Philippe Darriet、Robert Henry、Valérie Lavigne-Cruège、Denis Dubourdieu

  DOI：10.1021/jf971027d

  日期：1998.8.17

  The use of a new technique combining low-temperature vacuum distillation with a specific chemical capture with an organomercuric compound enabled the extraction of volatile odorous thiols present at very low concentrations in the Bordeaux red wine varieties Merlot and Cabernet Sauvignon. The analysis of wine extracts by gas chromatography coupled with detection by olfactometry, flame photometry, and mass spectrometry led to the identification of three aromatic thiols: 5-mercapto-2-methylpropanol, identified for the first time in wine; 3-mercaptohexanol; and 9-mercaptohexyl acetate, already described in Sauvignon Blanc wines.

表征谱图