3-hydroxy-2-(2-pyridyl)thiophene | 143584-22-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-hydroxy-2-(2-pyridyl)thiophene
• 英文别名: 2-(2-Pyridinyl)-3-thiophenol；2-pyridin-2-ylthiophen-3-ol
• CAS: 143584-22-9
• 化学式: C₉H₇NOS
• 分子量: 177.227
• InChiKey: UDFFPGUQCMLTDU-UHFFFAOYSA-N

物化性质

• 沸点：
  306.3±27.0 °C(Predicted)
• 密度：
  1.304±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  61.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-hydroxy-2-(2-pyridyl)thiophene 在 sodium hydroxide 、 sodium hydride 作用下， 以 various solvent(s) 为溶剂， 反应 2.0h， 生成 2-<2-(2-pyridyl)-3-thienyloxy>propionic acid
  参考文献：
  名称：

  Zhang, Yihua; Hoernfeldt, Anna-Britta; Gronowitz, Salo, Journal of Heterocyclic Chemistry, 1993, vol. 30, # 5, p. 1293 - 1300

  摘要：

  DOI：
• 作为产物：
  描述：

  3-bromo-2-(2-pyridyl)thiophene 在 正丁基锂 、 硼酸三乙酯 、 双氧水 作用下， 生成 3-hydroxy-2-(2-pyridyl)thiophene
  参考文献：
  名称：

  Pyridine-Substituted Hydroxythiophenes. I. Preparation of o-(2-, 3- and 4-pyridyl)-3-hydroxythiophenes.

  摘要：

  2-(2-, 3- and 4-pyridyl)-3-hydroxythiophenes and 4-(2-, 3- and 4-pyridyl)-3-hydroxythiophenes dagger have been prepared by hydrogen peroxide oxidation of the corresponding boronic esters. In the former case the boronic esters were obtained in three steps from 2,3-dibromothiophene via the corresponding 3-bromo-2-pyridylthiophenes synthesized by Pd(0)-catalyzed coupling between 3-bromo-2-trimethylstannylthiophene and the corresponding bromopyridines. In the latter case the known isomeric pyridylthiophenes were converted into the corresponding boronic esters in three steps via tribromo- and 3-bromo-4-pyridylthiophenes successively. 4-(3- and 4-pyridyl)thiophen-2(5H)-ones were also obtained in the syntheses of 4-(3- and 4-pyridyl)-3-hydroxythiophene. They are suggested to arise from rearrangement during the halogen-metal exchange. Spectroscopic investigations by H-1 NMR and IR show that these hydroxythiophene systems exist exclusively as enol forms.

  DOI：

  10.3891/acta.chem.scand.46-0654

文献信息

• CXCR1 and CXCR2 chemokine antagonists
  申请人：Chao Jianhua

  公开号：US20060014794A1

  公开（公告）日：2006-01-19

  The present invention is directed to a compound having the general structure of formula (1): useful for the treatment, prevention or amelioration of a CXCR1 or CXCR2 chemokine-mediated disease.

  本发明涉及一种具有通式（1）的一般结构化合物，用于治疗、预防或改善CXCR1或CXCR2趋化因子介导的疾病。
• CXCR1 AND CXCR2 CHEMOKINE ANTAGONISTS
  申请人：Chao Jianhua

  公开号：US20070248594A1

  公开（公告）日：2007-10-25

  The present invention is directed to a compound having the general structure of formula (1): useful for the treatment, prevention or amelioration of a CXCR1 or CXCR2 chemokine-mediated disease.

  本发明涉及具有通式（1）的化合物：用于治疗、预防或改善CXCR1或CXCR2趋化因子介导的疾病。
• US7326729B2
  申请人：——

  公开号：US7326729B2

  公开（公告）日：2008-02-05
• [EN] CXCR1 AND CXCR2 CHEMOKINE ANTAGONISTS<br/>[FR] ANTAGONISTES DE CHIMIOKINES CXCR1 ET CXCR2
  申请人：SCHERING CORP

  公开号：WO2005113534A2

  公开（公告）日：2005-12-01

  The present invention is directed to a compound having the general structure of formula (1) useful for the treatment, prevention or amelioration of a CXCR1 or CXCR2 chemokine-mediated disease.