N'-dideuteromethylnornicotine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N'-dideuteromethylnornicotine
• 英文别名: 3-[1-(Dideuteriomethyl)pyrrolidin-2-yl]pyridine
• 化学式: C₁₀H₁₄N₂
• 分子量: 164.219
• InChiKey: SNICXCGAKADSCV-DICFDUPASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  16.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  甲醛-d2 、 nornicotine-2'-d1 以 重水 为溶剂， 反应 20.0h， 生成 N'-dideuteromethylnornicotine
  参考文献：
  名称：

  The binding and regioselectivity of reaction of (R)- and (S)-nicotine with cytochrome P-450cam: parallel experimental and theoretical studies

  摘要：

  (S)- and (R)-nicotine were used to test a theoretical model for the binding and regioselectivity of cytochrome P-450. Theoretical studies predict that the binding of (R)-nicotine will be more favorable than the binding of (S)-nicotine by between 0.400 and 0.600 kcal. A parallel experimental study determined that the binding constants differed by 0.333 kcal. The overall metabolic rate of (R)-nicotine is 1.4-fold faster than (S)-nicotine which is consistent with the predicted difference in binding energy. Product formation is theoretically predicted to occur at a faster rate at the 5' methylene group than at the N-methyl group of the pyrrolidine ring for both enantiomers. This prediction was confirmed by the experimental results. The factors that are important in the differential binding of the two enantiomers are discussed. The agreement between theory and experiment indicates that the force field used in these calculations may be of general applicability for the prediction of the binding of substrates to P-450cam.

  DOI：

  10.1021/ja00055a002

文献信息

• A chewing gum which is a substitute for tobacco smoke
  申请人：PERFETTI S.p.A.

  公开号：EP0480127B1

  公开（公告）日：1993-11-03
• METHODS FOR REGULATING NICOTINE METABOLISM
  申请人：Nicogen Inc.

  公开号：EP0954304A2

  公开（公告）日：1999-11-10
• US5488962A
  申请人：——

  公开号：US5488962A

  公开（公告）日：1996-02-06
• [EN] METHODS FOR REGULATING NICOTINE METABOLISM<br/>[FR] PROCEDES DE REGULATION DU METABOLISME DE LA NICOTINE
  申请人：NICOGEN INC.

  公开号：WO1998003171A2

  公开（公告）日：1998-01-29

  (EN) A method of regulating nicotine metabolism in an individual comprising selectively inhibiting CYP2A6.(FR) On décrit un procédé de régulation du métabolisme de la nicotine chez un individu, consistant à inhiber de manière sélective CYP2A6.