4-Methylthiopyrrole-2-carboxylic acid | 128941-35-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-Methylthiopyrrole-2-carboxylic acid
• 英文别名: 1H-Pyrrole-2-carboxylic acid, 4-(methylthio)-；4-methylsulfanyl-1H-pyrrole-2-carboxylic acid
• CAS: 128941-35-5
• 化学式: C₆H₇NO₂S
• 分子量: 157.193
• InChiKey: NNVWQLQMQPZPCS-UHFFFAOYSA-N

物化性质

• 熔点：
  164 °C
• 沸点：
  391.1±27.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  78.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-Methylthiopyrrole-2-carboxylic acid 以 various solvent(s) 为溶剂， 反应 2.0h， 以70%的产率得到3-(methylthio)pyrrole
  参考文献：
  名称：

  Berlin, Anna; Pagani, Giorgio A.; Schiavon, Gilberto, Journal of the Chemical Society. Perkin transactions II, 1990, # 5, p. 699 - 704

  摘要：

  DOI：
• 作为产物：
  描述：

  2-吡咯甲酸甲酯 在 氢氧化钾 作用下， 以 甲醇 、 水 为溶剂， 反应 7.0h， 生成 4-Methylthiopyrrole-2-carboxylic acid
  参考文献：
  名称：

  Berlin, Anna; Pagani, Giorgio A.; Schiavon, Gilberto, Journal of the Chemical Society. Perkin transactions II, 1990, # 5, p. 699 - 704

  摘要：

  DOI：

文献信息

• Optimisation of in silico derived 2-aminobenzimidazole hits as unprecedented selective kappa opioid receptor agonists
  作者：Pradip K. Sasmal、C. Vamsee Krishna、S. Sudheerkumar Adabala、M. Roshaiah、Khaji Abdul Rawoof、Emima Thadi、K. Pavan Sukumar、Srisailam Cheera、Chandrasekhar Abbineni、K.V.L. Narasimha Rao、A. Prasanthi、Kamal Nijhawan、Mahaboobi Jaleel、Lakshmi Ramachandran Iyer、T. Krishna Chaitanya、Nirbhay Kumar Tiwari、N. Lavanya Krishna、Vijay Potluri、Ish Khanna、Thomas M. Frimurer、Michael Lückmann、Øystein Rist、Lisbeth Elster、Thomas Högberg

  DOI：10.1016/j.bmcl.2014.12.064

  日期：2015.2

  Kappa opioid receptor (KOR) is an important mediator of pain signaling and it is targeted for the treatment of various pains. Pharmacophore based mining of databases led to the identification of 2-aminobenzimidazole derivative as KOR agonists with selectivity over the other opioid receptors DOR and MOR. A short SAR exploration with the objective of identifying more polar and hence less brain penetrant agonists is described herewith. Modeling studies of the recently published structures of KOR, DOR and MOR are used to explain the receptor selectivity. The synthesis, biological evaluation and SAR of novel benzimidazole derivatives as KOR agonists are described. The in vivo proof of principle for anti-nociceptive effect with a lead compound from this series is exemplified. (C) 2014 Elsevier Ltd. All rights reserved.
• BERLIN, ANNA;PAGANI, GIORGIO A.;SCHIAVON, GILBERTO;ZOTTI, GIANNI, J. CHEM. SOC. PERKIN TRANS. PT 2 ,(1990) N, C. 699
  作者：BERLIN, ANNA、PAGANI, GIORGIO A.、SCHIAVON, GILBERTO、ZOTTI, GIANNI

  DOI：——

  日期：——
• Berlin, Anna; Pagani, Giorgio A.; Schiavon, Gilberto, Journal of the Chemical Society. Perkin transactions II, 1990, # 5, p. 699 - 704
  作者：Berlin, Anna、Pagani, Giorgio A.、Schiavon, Gilberto、Zotti, Gianni

  DOI：——

  日期：——