2-(Hydroxymethyl)benzothiophen-6-carbonitril | 105191-17-1

• 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-(Hydroxymethyl)benzothiophen-6-carbonitril
• 英文别名: 2-(Hydroxymethyl)benzo[b]thiophen-6-carbonitril；2-(Hydroxymethyl)-1-benzothiophene-6-carbonitrile
• CAS: 105191-17-1
• 化学式: C₁₀H₇NOS
• 分子量: 189.238
• InChiKey: PGGVGEKJFJTVGU-UHFFFAOYSA-N

物化性质

• 沸点：
  409.3±30.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  72.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(Hydroxymethyl)benzothiophen-6-carbonitril 以 硝酸 为溶剂， 反应 0.03h， 以92%的产率得到2-Formylbenzothiophen-6-carbonitril
  参考文献：
  名称：

  Dann, Otto; Char, Helmut; Fleischmann, Paul, Liebigs Annalen der Chemie, 1986, # 3, p. 438 - 455

  摘要：

  DOI：
• 作为产物：
  描述：

  6-Cyanbenzothiophen-2-carbonsaeure-ethylester 以73%的产率得到2-(Hydroxymethyl)benzothiophen-6-carbonitril
  参考文献：
  名称：

  Dann, Otto; Char, Helmut; Fleischmann, Paul, Liebigs Annalen der Chemie, 1986, # 3, p. 438 - 455

  摘要：

  DOI：

文献信息

• Design, synthesis and biological activity of amidinobicyclic compounds (derivatives of DX-9065a) as factor Xa inhibitors: SAR study of S1 and aryl binding sites
  作者：Satoshi Komoriya、Naoaki Kanaya、Takayasu Nagahara、Asako Yokoyama、Kazue Inamura、Yukio Yokoyama、Shin-ichi Katakura、Tsuyoshi Hara

  DOI：10.1016/j.bmc.2004.02.032

  日期：2004.5

  Since factor Xa (fXa) plays a pivotal role in the blood coagulation cascade, inhibition of fXa is thought to be an effective treatment for a variety of thrombotic events. (2,)-2-[4-[[(3S)-l-Acetimidoyl-3-pyrrolidinyl]oxy]phenyl]-3-(7-amidino-2-naphthyl)propanoic acid hydrochloride pentahydrate (DX-9065a) was previously found in our laboratory as a novel orally active factor Xa inhibitor. DX-9065a exhibits a strong inhibitory activity toward fXa by occupying the substrate recognition (called SI) sites and aryl binding sites of fXa. Herein we describe conversions of the amidinonaphthalene and the acetimidoylpyrrolidine moieties of DX-9065a. Some compounds showed remarkably increased in vitro anti-factor Xa and PRCT activities compared with those of DX9065a. The most promising compound 38 showed four times the prolongation of APTT against DX-9065a after oral administration to rats. (C) 2004 Elsevier Ltd. All rights reserved.
• DANN, O.;CHAR, H.;FLEISCHMANN, P.;FRICKE, H., LIEBIGS ANN. CHEM., 1986, N 3, 438-455
  作者：DANN, O.、CHAR, H.、FLEISCHMANN, P.、FRICKE, H.

  DOI：——

  日期：——