3-氯-4-甲基苯并[B]噻吩 | 130219-79-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 中文名称: 3-氯-4-甲基苯并[B]噻吩
• 英文名称: 3-chloro-4-methylbenzothiophene
• 英文别名: 3-chloro-4-methylbenzo[b]thiophene；3-chloro-4-methyl-1-benzothiophene
• CAS: 130219-79-3
• 化学式: C₉H₇ClS
• 分子量: 182.674
• InChiKey: XLRUUTMTDMIIBH-UHFFFAOYSA-N

物化性质

• 沸点：
  280.5±20.0 °C(Predicted)
• 密度：
  1.293±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  3-氯-4-甲基苯并[B]噻吩 在 N-溴代丁二酰亚胺(NBS) 、 potassium carbonate 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 N,N-二甲基甲酰胺 为溶剂， 生成 (3-Chloro-benzo[b]thiophen-4-ylmethyl)-((E)-6,6-dimethyl-hept-2-en-4-ynyl)-methyl-amine
  参考文献：
  名称：

  Synthesis and structure-activity relationships of benzo[b]thienylallylamine antimycotics

  摘要：

  Benzo[b]thiophene analouges of the allylamine antimycotic terbinafine (2) bearing the side chain at various positions and optionally substituted by halogen have been prepared and their antifungal activity studied. Derivatives bearing the side chain at positions 3, 4, or 7 are bioequivalents of 2. Compounds containing the allylamine side chain at position 7, with a further substituent at position 3, showed significantly enhanced activity against Candida albicans, an effect which appears to be specifically linked only to this particular substitution pattern. 3-Chloro-7-benzo[b]thienyl derivative 7m was found to be the most potent allylamine antimycotic identified so far. In general, substituted benzo[b]thiophenes can be used not only as potential equivalents of naphthalene in bioactive compounds but also as a tool to selectively modify biological activities.

  DOI：

  10.1021/jm00105a011
• 作为产物：
  描述：

  2,3-dichloro-4-methylbenzothiophene 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 1.0h， 生成 3-氯-4-甲基苯并[B]噻吩
  参考文献：
  名称：

  Synthesis and structure-activity relationships of benzo[b]thienylallylamine antimycotics

  摘要：

  Benzo[b]thiophene analouges of the allylamine antimycotic terbinafine (2) bearing the side chain at various positions and optionally substituted by halogen have been prepared and their antifungal activity studied. Derivatives bearing the side chain at positions 3, 4, or 7 are bioequivalents of 2. Compounds containing the allylamine side chain at position 7, with a further substituent at position 3, showed significantly enhanced activity against Candida albicans, an effect which appears to be specifically linked only to this particular substitution pattern. 3-Chloro-7-benzo[b]thienyl derivative 7m was found to be the most potent allylamine antimycotic identified so far. In general, substituted benzo[b]thiophenes can be used not only as potential equivalents of naphthalene in bioactive compounds but also as a tool to selectively modify biological activities.

  DOI：

  10.1021/jm00105a011

文献信息

• 3-HYDROXYMETHYLBENZO[b]THIOPHENE DERIVATIVE AND METHOD FOR PRODUCING SAME
  申请人：Teijin Pharma Limited

  公开号：EP1947096A1

  公开（公告）日：2008-07-23

  The invention provides 3-hydroxymethylbenzo[b]thiophene derivatives useful as production intermediates for chymase inhibitors, and a process for their production. The invention relates to 3-hydroxymethylbenzo[b]thiophene derivatives represented by the following formula (II), and a process for their production.

  该发明提供了作为锗酶抑制剂生产中间体有用的3-羟甲基苯并[b]噻吩衍生物，以及它们的生产过程。 该发明涉及由以下公式（II）代表的3-羟甲基苯并[b]噻噻吩衍生物，以及它们的生产过程。
• 3-HYDROXYMETHYLBENZO[b]THIOPHENE DERIVATIVES AND PROCESS FOR THEIR PRODUCTION
  申请人：Yajima Naoki

  公开号：US20090264663A1

  公开（公告）日：2009-10-22

  The invention provides 3-hydroxymethylbenzo[b]thiophene derivatives useful as production intermediates for chymase inhibitors, and a process for their production. The invention relates to 3-hydroxymethylbenzo[b]thiophene derivatives represented by the following formula (II), and a process for their production.

  该发明提供了作为chymase抑制剂生产中间体有用的3-羟甲基苯并[b]噻吩衍生物，以及它们的生产方法。该发明涉及以下式子(II)所表示的3-羟甲基苯并[b]噻吩衍生物及其生产方法。
• NUSSBAUMER, PETER;PETRANYI, GABOR;STUTZ, ANTON, J. MED. CHEM., 34,(1991) N, C. 65-73
  作者：NUSSBAUMER, PETER、PETRANYI, GABOR、STUTZ, ANTON

  DOI：——

  日期：——
• US4737516A
  申请人：——

  公开号：US4737516A

  公开（公告）日：1988-04-12
• Synthesis and structure-activity relationships of benzo[b]thienylallylamine antimycotics
  作者：Peter Nussbaumer、Gabor Petranyi、Anton Stuetz

  DOI：10.1021/jm00105a011

  日期：1991.1

  Benzo[b]thiophene analouges of the allylamine antimycotic terbinafine (2) bearing the side chain at various positions and optionally substituted by halogen have been prepared and their antifungal activity studied. Derivatives bearing the side chain at positions 3, 4, or 7 are bioequivalents of 2. Compounds containing the allylamine side chain at position 7, with a further substituent at position 3, showed significantly enhanced activity against Candida albicans, an effect which appears to be specifically linked only to this particular substitution pattern. 3-Chloro-7-benzo[b]thienyl derivative 7m was found to be the most potent allylamine antimycotic identified so far. In general, substituted benzo[b]thiophenes can be used not only as potential equivalents of naphthalene in bioactive compounds but also as a tool to selectively modify biological activities.