3-hydroxy-adamantane-1-carboxylic acid N'-quinolin-5-yl-hydrazide | 1029433-18-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-hydroxy-adamantane-1-carboxylic acid N'-quinolin-5-yl-hydrazide
• 英文别名: 3-hydroxy-N'-quinolin-5-yladamantane-1-carbohydrazide
• CAS: 1029433-18-8
• 化学式: C₂₀H₂₃N₃O₂
• 分子量: 337.422
• InChiKey: YPJOCOJIDCUMRT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  74.2
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-羟基金刚烷-1-羧酸 、 5-quinolylhydrazine dihydrochloride 在 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 3-hydroxy-adamantane-1-carboxylic acid N'-quinolin-5-yl-hydrazide
  参考文献：
  名称：

  Structure−Activity Relationship Studies on N′-Aryl Carbohydrazide P2X₇ Antagonists

  摘要：

  N'-Aryl acyl hydrazides were identified as P2X(7) receptor antagonists. Structure-activity relationship (SAR) studies evaluated functional activity by monitoring calcium flux inhibition in cell lines expressing recombinant human and rat P2X(7) receptors. Selected analogs were assayed in vitro for their capacity to inhibit release of cytokine IL-1 beta. Compounds with potent antagonist function were evaluated in vivo using the zymosan-induced peritonitis model. A representative compound effectively attenuated mechanical allodynia in a rat model of neuropathic pain.

  DOI：

  10.1021/jm701516f

文献信息

• Structure−Activity Relationship Studies on <i>N</i>′-Aryl Carbohydrazide P2X₇ Antagonists
  作者：Derek W. Nelson、Kathy Sarris、Douglas M. Kalvin、Marian T. Namovic、George Grayson、Diana L. Donnelly-Roberts、Richard Harris、Prisca Honore、Michael F. Jarvis、Connie R. Faltynek、William A. Carroll

  DOI：10.1021/jm701516f

  日期：2008.5.1

  N'-Aryl acyl hydrazides were identified as P2X(7) receptor antagonists. Structure-activity relationship (SAR) studies evaluated functional activity by monitoring calcium flux inhibition in cell lines expressing recombinant human and rat P2X(7) receptors. Selected analogs were assayed in vitro for their capacity to inhibit release of cytokine IL-1 beta. Compounds with potent antagonist function were evaluated in vivo using the zymosan-induced peritonitis model. A representative compound effectively attenuated mechanical allodynia in a rat model of neuropathic pain.