2-((2-(二甲基氨基)乙基)硫代)-3-苯基喹啉 | 85273-95-6

• 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
• 中文名称: 2-((2-(二甲基氨基)乙基)硫代)-3-苯基喹啉
• 英文名称: 2-<<2-(N,N-dimethylamino)ethyl>thio>-3-phenylquinoline
• 英文别名: ICI 169,369；2-(2-dimethylaminoethylthio)-3-phenylquinoline；2-{[2-(N,N-dimethylamino)ethyl]thio}-3-phenylquinoline；2-((2-(Dimethylamino)ethyl)thio)-3-phenylquinoline；N,N-dimethyl-2-(3-phenylquinolin-2-yl)sulfanylethanamine
• CAS: 85273-95-6
• 化学式: C₁₉H₂₀N₂S
• 分子量: 308.447
• InChiKey: HYOLQGVNMQNERE-UHFFFAOYSA-N

物化性质

• 沸点：
  452.0±45.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  41.4
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2933499090

反应信息

• 作为反应物：
  描述：

  2-((2-(二甲基氨基)乙基)硫代)-3-苯基喹啉 以83.7的产率得到N,N-二甲基-2-[(3-苯基-2-喹啉)硫代]乙胺盐酸盐
  参考文献：
  名称：

  J. Med. Chem. 1987, 30, 2252-2259

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氯-3-苯基喹啉 在 sodium hydroxide 、 sodium hydride 、 硫脲 作用下， 反应 23.5h， 生成 2-((2-(二甲基氨基)乙基)硫代)-3-苯基喹啉
  参考文献：
  名称：

  Synthesis and 5-hydroxytryptamine antagonist activity of 2-[[2-(dimethylamino)ethyl]thio]-3-phenylquinoline and its analogs

  摘要：

  A series of 2-[(2-aminoethyl)thio]quinolines substituted at the 3-position with alkyl, aryl, or heteroaryl groups has been prepared in the search for novel and selective 5-HT2 antagonists. The affinity of the compounds for 5-HT1 receptor sites was measured by their ability to displace [3H]-5-HT from rat brain synaptosomes whereas the affinity for 5-HT2 receptor sites was measured by their ability to displace [3H]spiperone from synaptosomes prepared from rat brain cortex. The 5-HT2 antagonist properties of the compounds were measured in vivo by their antagonism of 5-hydroxytryptophan-induced head twitches in the mouse and by their antagonism of hyperthermia induced by fenfluramine (N-ethyl-alpha-methyl-m-(trifluoromethyl)phenethylamine hydrochloride) in the rat. The structure-activity relationships in this series are discussed and the properties of 2-[[2-(dimethylamino)ethyl]thio]-3-phenylquinoline hydrochloride (70) are highlighted.

  DOI：

  10.1021/jm00395a013

文献信息

• Quinoline derivatives
  申请人：IMPERIAL CHEMICAL INDUSTRIES PLC

  公开号：EP0066993B1

  公开（公告）日：1985-01-30
• BLACKBURN, T. P.;COX, B.;GUILFORD, A. J.;LE, COUNT, D. J.;PEARCE, R. J.;T+
  作者：BLACKBURN, T. P.、COX, B.、GUILFORD, A. J.、LE, COUNT, D. J.、PEARCE, R. J.、T+

  DOI：——

  日期：——
• EP1011661A4
  申请人：——

  公开号：EP1011661A4

  公开（公告）日：2003-09-17
• MEDIATION OF CIRCADIAN RHYTHMS
  申请人：LUMINIS PTY. LIMITED

  公开号：EP1011661A1

  公开（公告）日：2000-06-28
• METHODS FOR TREATING OR PREVENTING DISEASES ASSOCIATED WITH LOW BONE MASS
  申请人：Karsenty Gerard

  公开号：US20100260772A1

  公开（公告）日：2010-10-14

  Methods of treating or preventing diseases associated with low bone mass in a mammal in need of such treatment or prevention comprising administering to the mammal a therapeutically effective amount of an agent that increases tryptophan hydroxylase 2 activity or of an agonist of the brain serotonin HT2C receptor. Diseases associated with low bone mass include osteoporosis, osteopenia, Paget's disease, osteomalacia, and renal osteodystrophy.