5-cyclohexyl-N-[(E)-(2,8-dimethyl-1-oxa-8-azaspiro[4.5]decan-3-ylidene)amino]pentanamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂螺癸烷衍生物
• 英文名称: 5-cyclohexyl-N-[(E)-(2,8-dimethyl-1-oxa-8-azaspiro[4.5]decan-3-ylidene)amino]pentanamide
• 化学式: C₂₁H₃₇N₃O₂
• 分子量: 363.544
• InChiKey: UFDOXXVARDYOOI-ZBJSNUHESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  53.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  ARL 14995 、 5-Cyclohexyl-pentanoic acid hydrazide 以 甲醇 为溶剂， 生成 5-cyclohexyl-N-[(E)-(2,8-dimethyl-1-oxa-8-azaspiro[4.5]decan-3-ylidene)amino]pentanamide
  参考文献：
  名称：

  Acylhydrazones as M1/M3 selective muscarinic agonists

  摘要：

  To improve receptor binding affinity and to investigate functional selectivity of 2,8-dimethyl-1-oxa-8-azaspiro[4.5]decan-3-one acetylhydrazone 2 at muscarinic receptor subtypes, a series of acylhydrazones A was synthesized. The SAR indicates that the binding affinity in the pirenzepine assay (Mi) correlates well with lipophilicity. Intrinsic activity (30% of carbachol response) of agonists at M1 remains unchanged. Compounds with n = 0 and 6, where X = NHCO(CH2)(n)Me, did not inhibit cAMP formation in rat heart membrane (M2). Most of the compounds are more efficacious at the M3 receptor than at M1. The results suggest that the M1 and M3 receptors can better tolerate bulky and long chained substituents than the M2 receptor. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00471-4

文献信息

• Acylhydrazones as M1/M3 selective muscarinic agonists
  作者：Edwin S.C. Wu、Alexander Kover、James T. Loch、L.Paul Rosenberg、Simon F. Semus、Patrick R. Verhoest、John C. Gordon、Anthony C. Machulskis、Sally A. McCreedy、John Zongrone、James C. Blosser

  DOI：10.1016/0960-894x(96)00471-4

  日期：1996.11

  To improve receptor binding affinity and to investigate functional selectivity of 2,8-dimethyl-1-oxa-8-azaspiro[4.5]decan-3-one acetylhydrazone 2 at muscarinic receptor subtypes, a series of acylhydrazones A was synthesized. The SAR indicates that the binding affinity in the pirenzepine assay (Mi) correlates well with lipophilicity. Intrinsic activity (30% of carbachol response) of agonists at M1 remains unchanged. Compounds with n = 0 and 6, where X = NHCO(CH2)(n)Me, did not inhibit cAMP formation in rat heart membrane (M2). Most of the compounds are more efficacious at the M3 receptor than at M1. The results suggest that the M1 and M3 receptors can better tolerate bulky and long chained substituents than the M2 receptor. Copyright (C) 1996 Elsevier Science Ltd