4-(7-chloro-4H-thiochromeno[4,3-c]pyrazol-1-yl)benzenesulfonamide | 1407593-74-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(7-chloro-4H-thiochromeno[4,3-c]pyrazol-1-yl)benzenesulfonamide
• CAS: 1407593-74-1
• 化学式: C₁₆H₁₂ClN₃O₂S₂
• 分子量: 377.875
• InChiKey: OEZYKWLLDKHTRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  112
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  7-chlorothiochroman-4-one 在 sodium methylate 作用下， 以 甲醇 、 乙醇 、 甲苯 为溶剂， 反应 55.0h， 生成 4-(7-chloro-4H-thiochromeno[4,3-c]pyrazol-1-yl)benzenesulfonamide
  参考文献：
  名称：

  Tricyclic Sulfonamides Incorporating Benzothiopyrano[4,3-c]pyrazole and Pyridothiopyrano[4,3-c]pyrazole Effectively Inhibit α- and β-Carbonic Anhydrase: X-ray Crystallography and Solution Investigations on 15 Isoforms

  摘要：

  Carbonic anhydrases (CAs, EC 4.2.1.1) are ubiquitous isozymes involved in crucial physiological and pathological events, representing the targets:, of inhibitors with several therapeutic applications. In this connection, we report a new class of carbonic anhydrase inhibitors, based on the thiopyrano-fused pyrazole scaffold to which a pendant 4-sulfamoylphenyl moiety was attached. The new sulfonamides 3a-e were designed as constrained analogues of celecoxib and valdecoxib. The most Interesting..,feature of sulfonamides 3 Was their predominantly strong inhibition of human (h) CA. I and II, as well as those of the rnycobacterial beta-class enzymes (Rv1284, Rv3273, and. Rv3588c), whereas their inhibitory action against hCA III, IV, VA, VB, VI, VII, IX, XII, XIII, and XIV was found to be at least 2 orders of magnitude lower. X-ray crystallography and structural superposition studies made it possible to explain the very distinct inhibition profile of the. tricyclic sulfonamides, different from thine of celecoxib and valdecoxib.

  DOI：

  10.1021/jm300878g