4-<3-(bromomethyl)benzoyl>thiophene-2-sulfonyl chloride | 118993-72-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-<3-(bromomethyl)benzoyl>thiophene-2-sulfonyl chloride
• 英文别名: 4-(3-Bromomethylbenzoyl) thiophene-2-sulfonyl chloride；4-(3-Bromomethylbenzoyl)-thiophene-2-sulfonyl chloride；4-[3-(Bromomethyl)benzoyl]thiophene-2-sulfonyl chloride
• CAS: 118993-72-9
• 化学式: C₁₂H₈BrClO₃S₂
• 分子量: 379.683
• InChiKey: KAGJTOAUZSAUCX-UHFFFAOYSA-N

物化性质

• 沸点：
  521.5±50.0 °C(Predicted)
• 密度：
  1.701±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  87.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-<3-(bromomethyl)benzoyl>thiophene-2-sulfonyl chloride 以0%的产率得到
  参考文献：
  名称：

  Hartman George D., Halczenko Wasyl, Smith Robert L., Sugrue Michael F., M+, J. Med. Chem., 35 (1992) N 21, S 3822-3831

  摘要：

  DOI：
• 作为产物：
  描述：

  间甲基苯腈 在 盐酸 、 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 、 过氧化氢苯甲酰 、 草酰氯 、 硫酸 、 乙酸酐 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 、 氯仿 、 乙酸乙酯 为溶剂， 反应 88.5h， 生成 4-<3-(bromomethyl)benzoyl>thiophene-2-sulfonyl chloride
  参考文献：
  名称：

  4-Substituted thiophene- and furan-2-sulfonamides as topical carbonic anhydrase inhibitors

  摘要：

  A series of 4-substituted thiophene- and furan-2-sulfonamides was prepared and was found to possess nanomolar-level potency for inhibition of human carbonic anhydrase II in vitro. Selected examples from this group were further evaluated for their potential to act as topically effective ocular hypotensive agents in the ocular normotensive albino rabbit and the ocular alpha-chymotrypsinized rabbit. Solubility studies in water and pH 7.4 buffer were carried out to estimate the ability of compounds to be formulated in solution. The sensitization potential of key representative structures was determined by in vitro glutathione reactivity studies and guinea pig maximization testing.

  DOI：

  10.1021/jm00099a010

文献信息

• 4-(benzoyl)thiophene(or furan)-sulfonamide and derivatives thereof for the topical treatment of elevated intraocular pressures
  申请人：Merck & Co., Inc.

  公开号：EP0268396B1

  公开（公告）日：1990-11-28
• Hartman George D., Halczenko Wasyl, Smith Robert L., Sugrue Michael F., M+, J. Med. Chem., 35 (1992) N 21, S 3822-3831
  作者：Hartman George D., Halczenko Wasyl, Smith Robert L., Sugrue Michael F., M+

  DOI：——

  日期：——
• 4-Substituted thiophene- and furan-2-sulfonamides as topical carbonic anhydrase inhibitors
  作者：George D. Hartman、Wasyl Halczenko、Robert L. Smith、Michael F. Sugrue、Pierre J. Mallorga、Stuart R. Michelson、William C. Randall、Harvey Schwam、John M. Sondey

  DOI：10.1021/jm00099a010

  日期：1992.10

  A series of 4-substituted thiophene- and furan-2-sulfonamides was prepared and was found to possess nanomolar-level potency for inhibition of human carbonic anhydrase II in vitro. Selected examples from this group were further evaluated for their potential to act as topically effective ocular hypotensive agents in the ocular normotensive albino rabbit and the ocular alpha-chymotrypsinized rabbit. Solubility studies in water and pH 7.4 buffer were carried out to estimate the ability of compounds to be formulated in solution. The sensitization potential of key representative structures was determined by in vitro glutathione reactivity studies and guinea pig maximization testing.