4-(溴甲基)噻吩-3-甲腈 | 99708-91-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 中文名称: 4-(溴甲基)噻吩-3-甲腈
• 英文名称: 3-(bromomethyl)-4-cyanothiophene
• 英文别名: 4-bromomethyl-thiophene-3-carbonitrile；4-(Bromomethyl)thiophene-3-carbonitrile
• CAS: 99708-91-5
• 化学式: C₆H₄BrNS
• 分子量: 202.074
• InChiKey: BQJRTPJRGNMJQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  52
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  tert-butyl 2-((5,6,7,8-tetrahydroquinolin-8-ylamino)methyl)-1H-benzo[d]imidazole-1-carboxylate 、 4-(溴甲基)噻吩-3-甲腈 在 N,N-二异丙基乙胺 、 potassium iodide 作用下， 以 乙腈 为溶剂， 生成 tert-butyl 2-((((4-cyanothiophen-3-yl)methyl)(5,6,7,8-tetrahydroquinolin-8-yl)amino)methyl)-1H-benzo[d]imidazole-1-carboxylate
  参考文献：
  名称：

  Synthesis and SAR of novel CXCR4 antagonists that are potent inhibitors of T tropic (X4) HIV-1 replication

  摘要：

  An early lead from the AMD070 program was optimized and a structure-activity relationship was developed for a novel series of heterocyclic containing compounds. Potent CXCR4 antagonists were identified based on anti-HIV-1 activity and Ca(2+) flux inhibition that displayed good pharmacokinetics in rat and dog. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.11.023
• 作为产物：
  描述：

  4-甲基噻吩-3-甲腈 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 反应 3.0h， 生成 4-(溴甲基)噻吩-3-甲腈
  参考文献：
  名称：

  A new synthesis of benzo[b]thiophenes and benzo[c]thiophenes by annulation of disubstituted thiophenes

  摘要：

  DOI：

  10.1021/jo00352a019

文献信息

• Methods of making 2,6-diaryl piperidine derivatives
  申请人：Chen Gang

  公开号：US20050154201A1

  公开（公告）日：2005-07-14

  Methods for preparing 2,6-diaryl piperidine derivatives are described. More particularly, 2,6-diaryl piperidines having formula 1-4 are prepared by cyclocondensation of an aryl or heteroaryl aldehyde with 1,3-acetonedicarboxylic acid.

  描述了制备2,6-二芳基哌啶衍生物的方法。更具体地，通过芳基或杂环芳基醛与1,3-乙二酸二甲酯进行环缩合反应制备具有1-4式的2,6-二芳基哌啶。
• Chemokine receptor binding heterocyclic compounds with enhanced efficacy
  申请人：Bridger J. Gary

  公开号：US20050059702A1

  公开（公告）日：2005-03-17

  Compounds that interact with the CXCR4 receptor are described. These compounds are useful in treating, for Example, HIV infection and inflammatory conditions such as rheumatoid arthritis, as well as asthma or cancer, and are useful in methods to elevate progenitor and stem cell counts as well as methods to elevate white blood cell counts.

  描述了与CXCR4受体相互作用的化合物。这些化合物在治疗HIV感染和炎症性疾病（如类风湿性关节炎）、哮喘或癌症方面非常有用，并且在提高祖细胞和干细胞计数以及提高白细胞计数的方法中也非常有用。
• CHEMOKINE RECEPTOR BINDING HETEROCYCLIC COMPOUNDS WITH ENHANCED EFFICACY
  申请人：BRIDGER Gary J.

  公开号：US20090281308A1

  公开（公告）日：2009-11-12

  Compounds that interact with the CXCR4 receptor are described. These compounds are useful in treating, for Example, HIV infection and inflammatory conditions such as rheumatoid arthritis, as well as asthma or cancer, and are useful in methods to elevate progenitor and stem cell counts as well as methods to elevate white blood cell counts.

  描述了与CXCR4受体相互作用的化合物。这些化合物在治疗HIV感染和炎症疾病，如类风湿性关节炎、哮喘或癌症方面非常有用，并且在提高祖细胞和干细胞计数以及提高白细胞计数的方法中也非常有用。
• Method of making a 2,6-diaryl piperidine derivative
  申请人：Genzyme Corporation

  公开号：EP2664617A1

  公开（公告）日：2013-11-20

  Methods for preparing 2,6-diaryl piperidine derivatives are described. More particularly, 2,6-diaryl piperidines having specific formulae are prepared by cyclocondensation of an aryl or heteroaryl aldehyde with 1,3-acetonedicarboxylic acid.

  描述了制备 2,6-二芳基哌啶衍生物的方法。更具体地说，具有特定分子式的 2,6-二芳基哌啶是通过芳基或杂芳基醛与 1,3-丙酮二羧酸的环缩合反应制备的。
• A new synthesis of benzo[b]thiophenes and benzo[c]thiophenes by annulation of disubstituted thiophenes
  作者：Jan W. Terpstra、Albert M. Van Leusen

  DOI：10.1021/jo00352a019

  日期：1986.1