4-[N'-(7-Chloro-2-oxo-2H-chromen-4-ylmethyl)-hydrazino]-benzenesulfonamide

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 4-[N'-(7-Chloro-2-oxo-2H-chromen-4-ylmethyl)-hydrazino]-benzenesulfonamide
• 英文别名: 4-[N''-(7-Chloro-2-oxo-2H-chromen-4-ylmethyl)-hydrazino]-benzenesulfonamide；4-[2-[(7-chloro-2-oxochromen-4-yl)methyl]hydrazinyl]benzenesulfonamide
• 化学式: C₁₆H₁₄ClN₃O₄S
• 分子量: 379.824
• InChiKey: AJXFQQIEQSEZCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  119
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-肼基苯磺酰胺 、 7-chloro-4-chloromethylcoumarin 在 三乙胺 作用下， 生成 4-[N'-(7-Chloro-2-oxo-2H-chromen-4-ylmethyl)-hydrazino]-benzenesulfonamide
  参考文献：
  名称：

  Carbonic anhydrase inhibitors: topical sulfonamide antiglaucoma agents incorporating secondary amine moieties

  摘要：

  Reaction of aromatic/heterocyclic sulfonamides possessing free amino, imino or hydrazino moieties with 7-chloro-4-chloromethylcoumarin afforded a series of N-[(7-chloro-4-coumarinyl)-methyl]- derivatives which showed effective inhibition of three carbonic anhydrase (CA) isozymes. Topical application within the rabbit eye of some of these compounds led to effective intraocular pressure lowering due to CA inhibition within the ocular tissues, and reduced aqueous humor production. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00075-5

文献信息

• Carbonic anhydrase inhibitors: topical sulfonamide antiglaucoma agents incorporating secondary amine moieties
  作者：Giovanni Renzi、Andrea Scozzafava、Claudiu T. Supuran

  DOI：10.1016/s0960-894x(00)00075-5

  日期：2000.4

  Reaction of aromatic/heterocyclic sulfonamides possessing free amino, imino or hydrazino moieties with 7-chloro-4-chloromethylcoumarin afforded a series of N-[(7-chloro-4-coumarinyl)-methyl]- derivatives which showed effective inhibition of three carbonic anhydrase (CA) isozymes. Topical application within the rabbit eye of some of these compounds led to effective intraocular pressure lowering due to CA inhibition within the ocular tissues, and reduced aqueous humor production. (C) 2000 Elsevier Science Ltd. All rights reserved.