N-(2-Hydroxyethyl)cytisine | 41645-70-9

• 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-(2-Hydroxyethyl)cytisine
• 英文别名: (1R)-3-(2-hydroxy-ethyl)-1,2,3,4,5,6-hexahydro-1r,5c-methano-pyrido[1,2-a][1,5]diazocin-8-one；(1R)-3-(2-Hydroxy-aethyl)-1,2,3,4,5,6-hexahydro-1r,5c-methano-pyrido[1,2-a][1,5]diazocin-8-on；(1R,9S)-11-(2-hydroxyethyl)-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one
• CAS: 41645-70-9
• 化学式: C₁₃H₁₈N₂O₂
• 分子量: 234.298
• InChiKey: YACCDFQYQYSQKW-WDEREUQCSA-N

物化性质

• 熔点：
  69-71 °C
• 沸点：
  487.1±40.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  43.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(2-Hydroxyethyl)cytisine 、 苯甲酰氯 生成 (1R)-3-(2-benzoyloxy-ethyl)-1,2,3,4,5,6-hexahydro-1r,5c-methano-pyrido[1,2-a][1,5]diazocin-8-one
  参考文献：
  名称：

  392.从胱氨酸中合成局部麻醉药

  摘要：

  DOI：

  10.1039/jr9360001774
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 亚硝酸 作用下， 生成 N-(2-Hydroxyethyl)cytisine
  参考文献：
  名称：

  Pakudina; Junusow, 1957, # 2, p. 69,73

  摘要：

  DOI：

文献信息

• Synthesis and preliminary pharmacological evaluation of some cytisine derivatives
  作者：Caterina Canu Boido、Fabio Sparatore

  DOI：10.1016/s0014-827x(99)00049-x

  日期：1999.7

  Thirty-one N-derivatives of cytisine were prepared in order to modify its pharmacological profile and to obtain compounds of potential therapeutic interest either at a peripheral or central level, particularly as nicotinic ligands with improved ability to cross the blood-brain barrier. Actually, with the introduction of different kinds of substituent on the basic nitrogen of cytisine a variety of activities were observed, both in vivo (analgesic, dopamine antagonism, antihypertensive, inhibition of stress-induced ulcers, antiinflammatory, protection from PAF-induced mortality, hypoglycemic) and in vitro (positive cardio-inotropic, beta-adrenergic antagonism, alpha(1)- and alpha(2)-antagonism, inhibition of PAF-induced platelet aggregation). Six randomly selected compounds were tested for the ability to recognize a central nicotinic receptor and four of them exhibited K-i values; In the range 30-163 nM. (C) 1999 Elsevier Science S.A. All rights reserved.
• ——
  作者：B. A. Salakhutdinov、D. N. Dalimov、T. F. Aripov、I. I. Tukfatullina、R. Kh. Ziyatdinova、A. Zh. Dzhuraev、F. G. Kamaev、L. Yu. Izotova、B. T. Ibragimov、I. Mavridis、P. Giastas

  DOI：10.1023/a:1020479911050

  日期：——

  Derivatives of 3-O-acetyl-18-betaH-glycyrrhetic acid were synthesized. Their structures and membrane activities were studied.
• Pakudina; Junusow, 1957, # 2, p. 69,73
  作者：Pakudina、Junusow

  DOI：——

  日期：——
• 392. Synthesis of local anœsthetics from cytisine
  作者：H. Raymond Ing、R. P. Patel

  DOI：10.1039/jr9360001774

  日期：——