2-(benzo[b]thiophen-3-yl)-2-hydroxyacetic acid | 50826-55-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 2-(benzo[b]thiophen-3-yl)-2-hydroxyacetic acid
• 英文别名: 3-Benzothienylglycolic acid；2-(1-benzothiophen-3-yl)-2-hydroxyacetic acid
• CAS: 50826-55-6
• 化学式: C₁₀H₈O₃S
• 分子量: 208.238
• InChiKey: PYTOKOXFWKLBDN-UHFFFAOYSA-N

物化性质

• 沸点：
  437.5±30.0 °C(Predicted)
• 密度：
  1.501±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  85.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(benzo[b]thiophen-3-yl)-2-hydroxyacetic acid 在 氯化亚砜 作用下， 以 异丙醚 为溶剂， 反应 6.5h， 生成 ethyl (S)-2-(benzo[b]thiophen-3-yl)-2-hydroxyacetate
  参考文献：
  名称：

  Sequential enzymatic procedure for the preparation of enantiomerically pure 2-heteroaryl-2-hydroxyacetic acids

  摘要：

  Starting from the racemic 2-benzofuranyl- and 2-benzo[b]thiophenyl-2-hydroxyacetic acid ethyl esters as substrates, a general method was developed for the efficient synthesis of the corresponding highly enantiomerically enriched (ee up to 99%) (R)- and (S)-2-heteroaryl-2-hydroxyacetic acids. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.01.019
• 作为产物：
  描述：

  2-(benzo[b]thiophen-3-yl)-2-hydroxyacetonitrile 在 盐酸 、 水 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以95%的产率得到2-(benzo[b]thiophen-3-yl)-2-hydroxyacetic acid
  参考文献：
  名称：

  Sequential enzymatic procedure for the preparation of enantiomerically pure 2-heteroaryl-2-hydroxyacetic acids

  摘要：

  Starting from the racemic 2-benzofuranyl- and 2-benzo[b]thiophenyl-2-hydroxyacetic acid ethyl esters as substrates, a general method was developed for the efficient synthesis of the corresponding highly enantiomerically enriched (ee up to 99%) (R)- and (S)-2-heteroaryl-2-hydroxyacetic acids. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.01.019

文献信息

• Benzothienylglycyl cephalosporin derivatives
  申请人：Eli Lilly and Company

  公开号：US04492693A1

  公开（公告）日：1985-01-08

  7-(3-Benzothienyl)glycylamido cephalosporins have good gram positive activity and favorable pharmacokinetics and are orally effective.

  7-(3-苯并噻吩基)甘氨酰头孢菌素具有良好的革兰氏阳性活性和良好的药代动力学特性，并且具有口服有效性。
• Fused heterocyclic derivates as ppar modulators
  申请人：Conner Eugene Scott

  公开号：US20060217374A1

  公开（公告）日：2006-09-28

  The present invention is directed to a method of treatment by modulating a peroxisome proliferator activated receptor by employing a compound of Structural Formula (I). The variables in I are defined herein. Also included are compounds, methods of making compounds, and pharmaceutical compositions. The compounds of the present invention are believed to be effective in treating and preventing Syndrome X, Type H diabetes, hyperglycemia, hyperlipidemia, obesity, coagaulopathy, hypertension, atherosclerosis, and other disorders related to Syndrome X and cardiovascular diseases.

  本发明涉及一种通过利用结构式（I）的化合物来调节过氧化物酶体增殖物激活受体进行治疗的方法。I中的变量在此定义。还包括化合物、制备化合物的方法和制药组合物。本发明的化合物被认为在治疗和预防综合征X、H型糖尿病、高血糖、高脂血症、肥胖症、凝血障碍、高血压、动脉粥样硬化和其他与综合征X和心血管疾病相关的疾病方面具有疗效。
• Improvements in or relating to benzothienylglycyl cephalosporin derivatives
  申请人：ELI LILLY AND COMPANY

  公开号：EP0122154A2

  公开（公告）日：1984-10-17

  7-(3-Benzothienyl)glycylamido cephalosporins provided by this invention possess favorable pharmacokinetics and are orally-effective against gram positive microorganisms.

  本发明提供的 7-(3-苯并噻吩基)甘氨酰头孢菌素具有良好的药代动力学，对革兰氏阳性微生物具有口服疗效。
• BLASZCZAK, L. C.;KUKOLJA, S.;TURNER, J. R.
  作者：BLASZCZAK, L. C.、KUKOLJA, S.、TURNER, J. R.

  DOI：——

  日期：——
• FUSED HETEROCYCLIC DERIVATIVES AS PPAR MODULATORS
  申请人：ELI LILLY AND COMPANY

  公开号：EP1581521A1

  公开（公告）日：2005-10-05