4-溴-5-乙基噻吩-2-羰基氯 | 1160249-05-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 中文名称: 4-溴-5-乙基噻吩-2-羰基氯
• 英文名称: 4-Bromo-5-ethyl-thiophene-2-carbonyl chloride
• 英文别名: 4-Bromo-5-ethylthiophene-2-carbonyl chloride
• CAS: 1160249-05-7
• 化学式: C₇H₆BrClOS
• mdl: MFCD12197881
• 分子量: 253.547
• InChiKey: PLMQQVJPNPOWQW-UHFFFAOYSA-N

物化性质

• 沸点：
  295.4±40.0 °C(Predicted)
• 密度：
  1.642±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  4-溴-5-乙基噻吩-2-羰基氯 在 sodium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 isopropyl 4-cyano-5-ethylthiophene-2-carboxylate
  参考文献：
  名称：

  Design and Synthesis of 4,5-Disubstituted-thiophene-2-amidines as Potent Urokinase Inhibitors

  摘要：

  A study of the S1 binding of lead 5-methylthiothiophene amidine 3, an inhibitor of urokinase-type plasminogen activator, was undertaken by the introduction of a variety of substituents at the thiophene 5-position. The 5-alkyl substituted and unsubstituted thiophenes were prepared using organolithium chemistry. Heteroatom substituents were introduced at the 5-position using a novel displacement reaction of 5-methylsulfonylthiophenes and the corresponding oxygen or sulfur anions. Small alkyl group substitution at the 5-position provided inhibitors equipotent with 3 but possessing improved solubility. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00787-9
• 作为产物：
  描述：

  4,5-二溴噻吩-2-甲酸 在 正丁基锂 、 草酰氯 作用下， 以 二氯甲烷 为溶剂， 生成 4-溴-5-乙基噻吩-2-羰基氯
  参考文献：
  名称：

  Design and Synthesis of 4,5-Disubstituted-thiophene-2-amidines as Potent Urokinase Inhibitors

  摘要：

  A study of the S1 binding of lead 5-methylthiothiophene amidine 3, an inhibitor of urokinase-type plasminogen activator, was undertaken by the introduction of a variety of substituents at the thiophene 5-position. The 5-alkyl substituted and unsubstituted thiophenes were prepared using organolithium chemistry. Heteroatom substituents were introduced at the 5-position using a novel displacement reaction of 5-methylsulfonylthiophenes and the corresponding oxygen or sulfur anions. Small alkyl group substitution at the 5-position provided inhibitors equipotent with 3 but possessing improved solubility. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00787-9

文献信息

• Design and Synthesis of 4,5-Disubstituted-thiophene-2-amidines as Potent Urokinase Inhibitors
  作者：M.Jonathan Rudolph、Carl R. Illig、Nalin L. Subasinghe、Kenneth J. Wilson、James B. Hoffman、Troy Randle、David Green、Chris J. Molloy、Richard M. Soll、Frank Lewandowski、Marie Zhang、Roger Bone、John C. Spurlino、Ingrid C. Deckman、Carl Manthey、Celia Sharp、Diane Maguire、Bruce L. Grasberger、Renée L. DesJarlais、Zhao Zhou

  DOI：10.1016/s0960-894x(01)00787-9

  日期：2002.2

  A study of the S1 binding of lead 5-methylthiothiophene amidine 3, an inhibitor of urokinase-type plasminogen activator, was undertaken by the introduction of a variety of substituents at the thiophene 5-position. The 5-alkyl substituted and unsubstituted thiophenes were prepared using organolithium chemistry. Heteroatom substituents were introduced at the 5-position using a novel displacement reaction of 5-methylsulfonylthiophenes and the corresponding oxygen or sulfur anions. Small alkyl group substitution at the 5-position provided inhibitors equipotent with 3 but possessing improved solubility. (C) 2002 Elsevier Science Ltd. All rights reserved.