(1R(S),2R(S),3S(R),4S(R))-2,3-dihydroxycyclo-hexane-1,4-diyl dinitrate | 1091615-48-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1R(S),2R(S),3S(R),4S(R))-2,3-dihydroxycyclo-hexane-1,4-diyl dinitrate
• 英文别名: [(1S,2S,3R,4R)-2,3-dihydroxy-4-nitrooxycyclohexyl] nitrate
• CAS: 1091615-48-3
• 化学式: C₆H₁₀N₂O₈
• 分子量: 238.154
• InChiKey: UUWYEFLMUYTPBD-GUCUJZIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  151
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1,2:3,4-二环氧环己烷 在 bismuth (III) nitrate pentahydrate 作用下， 生成 (1R(S),2R(S),3S(R),4S(R))-2,3-dihydroxycyclo-hexane-1,4-diyl dinitrate
  参考文献：
  名称：

  In vitro inhibition of human erythrocyte glutathione reductase by some new organic nitrates

  摘要：

  Glutathione reductase (GR), is responsible for the existence of GSH molecule, a crucial antioxidant against oxidative stress reagents. The antimalarial activities of some redox active compounds are attributed to their inhibition of antioxidant flavoenzyme glutathione reductase, and inhibitors are therefore expected to be useful for the treatment of malaria. Twelve organic nitrate derivatives were synthesized and treated with human erythrocyte GR. The molecules were identified as strong GR inhibitors and novel antimalaria candidates. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.087

文献信息

• Synthesis of New β-Hydroxy Nitrate Esters as Potential Glycomimetics or Vasodilators
  作者：Huseyin Cavdar、Nurullah Saracoglu

  DOI：10.1002/ejoc.200800481

  日期：2008.9

  New β-hydroxy nitrates have been synthesized by the ring-opening reaction of epoxides with Bi(NO3)3·5H2O, which was used both as a catalyst and reagent. The synthesized molecules are both potential cyclitol mimetics and vasodilators as a result of their hydroxy groups and nitrate esters. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

  通过环氧化物与 Bi(NO3)3·5H2O 的开环反应合成了新的 β-羟基硝酸盐，Bi( )3·5H2O 用作催化剂和试剂。由于其羟基和硝酸酯，合成的分子既是潜在的环醇模拟物又是血管扩张剂。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)