NCX 201 | 1034583-82-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: NCX 201
• 英文别名: (4S-trans)-4-(amino-N-ethyl-N-(2,3-bis(nitrooxy)propyloxycarbonyl))-5,6-dihydro-6-methyl-4H-thieno[2,3-b]thiopyran-2-sulfonylamido-7,7-dioxide；2,3-dinitrooxypropyl N-ethyl-N-[(4S,6S)-6-methyl-7,7-dioxo-2-sulfamoyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]carbamate
• CAS: 1034583-82-8
• 化学式: C₁₄H₂₀N₄O₁₂S₃
• 分子量: 532.53
• InChiKey: RFISBOUXKIOATP-QCZWPSDZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  279
• 氢给体数：
  1
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  (4S-trans)-4-(amino-N-ethyl-N-(2,3-propenyloxycarbonyl))-5,6-dihydro-6-methyl-4H-thieno[2,3-b]thiopyran-2-sulfonylamido-7,7-dioxide 在 碘 、 silver nitrate 作用下， 以 乙腈 为溶剂， 反应 20.33h， 以20%的产率得到NCX 201
  参考文献：
  名称：

  WO2008/75155

  摘要：

  公开号：

文献信息

• Nitric oxide-donating carbonic anhydrase inhibitors for the treatment of open-angle glaucoma
  作者：Rebecca M. Steele、Francesca Benedini、Stefano Biondi、Valentina Borghi、Laura Carzaniga、Francesco Impagnatiello、Daniela Miglietta、Wesley K.M. Chong、Ranjan Rajapakse、Alessandro Cecchi、Claudia Temperini、Claudiu T. Supuran

  DOI：10.1016/j.bmcl.2009.10.036

  日期：2009.12

  Novel bi-functional compounds with a nitric oxide (NO)-releasing moiety bound to a dorzolamide scaffold were investigated. Several compounds were synthesized and their activity as selective carbonic anhydrase inhibitors (CAI) evaluated in vitro on recombinant hCA type I, II and IV enzyme isoforms where they showed different degrees of potency and selectivity to hCA II. A high resolution X-ray crystal structure for the CA II adduct with 8 confirmed the high affinity of this class of compounds for the enzyme. Compounds 4, 6, and 8 showed highly potent and efficacious NO-mediated properties as assessed by their vascular relaxant effect on methoxamine-precontracted rabbit aortic rings. Finally, compounds 4 and 6 exerted potent intraocular pressure (IOP) lowering effects in vivo in normotensive rabbits thereby anticipating their potential for the treatment of hypertensive glaucoma. (C) 2009 Elsevier Ltd. All rights reserved.
• WO2008/75155
  申请人：——

  公开号：——

  公开（公告）日：——