cytisine-12-carboxy-ethylester | 132216-16-1

• 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: cytisine-12-carboxy-ethylester
• 英文别名: N-(ethoxycarbonyl)cytisine；N-ethoxycarbonylcytisine；Ethyl 6-oxo-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-diene-11-carboxylate
• CAS: 132216-16-1
• 化学式: C₁₄H₁₈N₂O₃
• 分子量: 262.309
• InChiKey: BPFOFWQKSUAKKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  野靛碱 、 氯甲酸乙酯 以 甲苯 为溶剂， 反应 2.0h， 以95%的产率得到cytisine-12-carboxy-ethylester
  参考文献：
  名称：

  Cytisine-12-carboxy-ethylester, 一种来自 Laburnum watereri 的喹诺西啶生物碱及其在豆科植物中的存在

  摘要：

  摘要 从Laburnum watereri的悬浮培养物中分离出一种新的羽扇豆生物碱cytisine-12-carboxy-ethylester。它的结构是通过光谱数据和与合成样品的直接比较确定的。报道了新生物碱在豆科不同属中的分布。

  DOI：

  10.1016/0031-9422(90)85274-j

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.
• Cytisine-12-carboxy-ethylester, a quinolizidine alkaloid from Laburnum watereri and its occurrence in the leguminosae
  作者：Roland Greinwald、Peter Bachmann、Ludger Witte、Franz-Christian Czygan

  DOI：10.1016/0031-9422(90)85274-j

  日期：1990.1

  Abstract A new lupin alkaloid, cytisine-12-carboxy-ethylester, was isolated from suspension cultures of Laburnum watereri. Its structure was determined by spectroscopic data and by direct comparison with a synthetic sample. The distribution of the new alkaloid amongst different genera of the Leguminosae is reported.

  摘要 从Laburnum watereri的悬浮培养物中分离出一种新的羽扇豆生物碱cytisine-12-carboxy-ethylester。它的结构是通过光谱数据和与合成样品的直接比较确定的。报道了新生物碱在豆科不同属中的分布。