4-cis-hydroxycyclohexyl Glyburide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-cis-hydroxycyclohexyl Glyburide
• 英文别名: 4-cis-hydroxycyclohexylglyburide
• 化学式: C₂₃H₂₈ClN₃O₆S
• 分子量: 510.011
• InChiKey: IUWSGCQEWOOQDN-HDICACEKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.61
• 重原子数：
  34.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  133.83
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  4-[2-(2-甲氧基-5-氯苯甲酰胺基)乙基]苯磺酰胺 在 potassium carbonate 作用下， 以 1,4-二氧六环 、 丙酮 为溶剂， 反应 28.0h， 生成 4-cis-hydroxycyclohexyl Glyburide
  参考文献：
  名称：

  Hydroxyl-Substituted sulfonylureas as potent inhibitors of specific [3H]Glyburide binding to rat brain synaptosomes

  摘要：

  We are seeking to discover potent CNS-active sulfonylureas with structural features that allow for the formation of several types of prodrugs. We report herein the syntheses of compounds comprising an initial series of hydroxyl-substituted analogues of the potent ATP-sensitive potassium channel blockers glyburide (glibenclamide) and gliquidone. Somewhat unexpectedly, several of the compounds were found to be comparably potent to glyburide as inhibitors of specific [H-3]glyburide binding in rat brain preparations. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00606-5

文献信息

• Hydroxyl-Substituted sulfonylureas as potent inhibitors of specific [3H]Glyburide binding to rat brain synaptosomes
  作者：Ronald A. Hill、Sonali Rudra、Bo Peng、David S. Roane、Jeffrey K. Bounds、Yang Zhang、Ahmad Adloo、Tiansheng Lu

  DOI：10.1016/s0968-0896(02)00606-5

  日期：2003.5

  We are seeking to discover potent CNS-active sulfonylureas with structural features that allow for the formation of several types of prodrugs. We report herein the syntheses of compounds comprising an initial series of hydroxyl-substituted analogues of the potent ATP-sensitive potassium channel blockers glyburide (glibenclamide) and gliquidone. Somewhat unexpectedly, several of the compounds were found to be comparably potent to glyburide as inhibitors of specific [H-3]glyburide binding in rat brain preparations. (C) 2003 Elsevier Science Ltd. All rights reserved.