N-(cyclohexylaminothiocarbonyl)cytisine

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 羽扇豆生物碱
• 英文名称: N-(cyclohexylaminothiocarbonyl)cytisine
• 英文别名: N-cyclohexyl-8-oxo-4,5,6,8-tetrahydro-1H-1,5-methanopyrido[1,2-a][1,5]diazocine-3(2H)-carbothioamide；N-cyclohexyl-6-oxo-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-diene-11-carbothioamide
• 化学式: C₁₈H₂₅N₃OS
• mdl: MFCD02927392
• 分子量: 331.482
• InChiKey: VGRNJQORFFPPOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  67.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  野靛碱 、 环己基异硫氰酸脂 以 乙醇 为溶剂， 反应 3.0h， 以76%的产率得到N-(cyclohexylaminothiocarbonyl)cytisine
  参考文献：
  名称：

  Cytisine derivatives as high affinity nAChR ligands: synthesis and comparative molecular field analysis

  摘要：

  A number of new N-substituted cytisine derivatives were prepared and tested, along with similar compounds already described by us and others, as high affinity neuronal acetylcholine receptor ligands. Structure-affinity relationships were discussed in the light of our recently proposed pharmacophore model for nicotinic receptor agonists. The most significant physicochemical interactions modulating the receptor-ligand binding were detected at the three dimensional (3D) level by means of comparative molecular field analysis (CoMFA). The best predictive PLS model was a single-field steric model showing good statistical figures: n = 17, Q(2) = 0.717, s(cv) = 0.566, r(2) = 0.942, s = 0.275. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0014-827x(02)01216-8

文献信息

• Cytisine derivatives as high affinity nAChR ligands: synthesis and comparative molecular field analysis
  作者：O. Nicolotti、C. Canu Boido、F. Sparatore、A. Carotti

  DOI：10.1016/s0014-827x(02)01216-8

  日期：2002.5

  A number of new N-substituted cytisine derivatives were prepared and tested, along with similar compounds already described by us and others, as high affinity neuronal acetylcholine receptor ligands. Structure-affinity relationships were discussed in the light of our recently proposed pharmacophore model for nicotinic receptor agonists. The most significant physicochemical interactions modulating the receptor-ligand binding were detected at the three dimensional (3D) level by means of comparative molecular field analysis (CoMFA). The best predictive PLS model was a single-field steric model showing good statistical figures: n = 17, Q(2) = 0.717, s(cv) = 0.566, r(2) = 0.942, s = 0.275. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.