N-methyl-2-(diphenylmethyl)piperidine | 63175-09-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-methyl-2-(diphenylmethyl)piperidine
• 英文别名: 2-Benzhydryl-1-methyl-piperidin；2-benzhydryl-1-methyl-piperidine；Piperidine, 2-(diphenylmethyl)-1-methyl-；2-benzhydryl-1-methylpiperidine
• CAS: 63175-09-7
• 化学式: C₁₉H₂₃N
• 分子量: 265.398
• InChiKey: PFWIMCPBJZNMMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  溴甲烷 、 N-methyl-2-(diphenylmethyl)piperidine 生成 2-benzhydryl-1,1-dimethyl-piperidinium; bromide
  参考文献：
  名称：

  ÜberAlkylenimin-Derivate。II米特隆。哌啶衍生物麻省理工学院Wirkung I

  摘要：

  已经制备并在药理学上测试了一系列在2-位取代的新哌啶衍生物。这些化合物大多数具有中心刺激作用，尤其是2-二苯基甲基-哌啶盐酸盐。

  DOI：

  10.1002/hlca.19540370725
• 作为产物：
  描述：

  2-pyridynyldiphenylacetonitrile 在 氢氧化钾 、 乙酸乙酯 作用下， 生成 N-methyl-2-(diphenylmethyl)piperidine
  参考文献：
  名称：

  ÜberAlkylenimin-Derivate。II米特隆。哌啶衍生物麻省理工学院Wirkung I

  摘要：

  已经制备并在药理学上测试了一系列在2-位取代的新哌啶衍生物。这些化合物大多数具有中心刺激作用，尤其是2-二苯基甲基-哌啶盐酸盐。

  DOI：

  10.1002/hlca.19540370725

文献信息

• Kinetics of Dialkylaminium Cation Radical Reactions: Radical Clocks, Solvent Effects, Acidity Constants, and Rate Constants for Reactions with Hydrogen Atom Donors
  作者：John H. Horner、Felix N. Martinez、Osama M. Musa、Martin Newcomb、Haifa E. Shahin

  DOI：10.1021/ja00150a012

  日期：1995.11

  Dialkylaminium cation radical kinetics were studied directly by laser flash photolysis methods. Irradiation of N-hydroxypyridine-2-thione carbamates with 355-nm light gave dialkylaminyl radicals that were protonated to produce dialkylaminium cation radicals. Fragmentation of the N-ethyl-2,2-diphenylethylaminium cation radical (2A) and cyclizations of the N-methyl-5,5-diphenyl-4-pentenaminium cation radical (6A) and the N-methyl-6,6-diphenyl-5-hexenaminium cation radical (9A) were studied. In organic solvents, these reactions are several orders of magnitude faster than analogous reactions of their neutral dialkylaminyl radical precursors and faster than reactions of isostructural carbon radical analogs. In acetonitrile and in THF with carboxylic acids as proton sources, reactions of 2A and 9A displayed saturation kinetics from which rate constants for reaction and apparent equilibrium constants for protonation could be determined by regression analysis of observed rate constants as a function of acid normality. In ethanol with perchloric acid, 9A was completely protonated. In aqueous solutions, the observed kinetics for reactions of 2A and 9A were dependent on the pH of the solutions which permitted determinations of both the rate constants for the reactions and the pK(a) values for the dialkylaminium cation radicals. Large kinetic solvent effects and a counterion effect when oxalic acid was the proton source in acetonitrile were observed. Arrhenius functions for 2A in acetonitrile and in THF and for 9A in acetonitrile, THF, and ethanol were determined. A rate constant for the 5-exo cyclization of 6A in acetonitrile at 20 degrees C was estimated by comparing the apparent second-order rate constants for reactions of the aminyl radical precursors to 6A and 9A with various carboxylic acids; with strong carboxylic acids, rate limiting protonation for the precursor to 6A apparently occurred. Second-order rate constants at ambient temperature for reactions of octanethiol and triphenylstannane with radical 2A were determined directly, and that for reaction of thiophenol with radical 9A was determined by indirect methods; the stannane, with an electron rich hydrogen, reacts much more rapidly with the aminium cation radical than with carbon radicals, whereas the thiols react less rapidly.
• Über Alkylenimin-Derivate. II Mitteilung. Piperidin-Derivate mit zentralerregender Wirkung I
  作者：E. Sury、K. Hoffmann

  DOI：10.1002/hlca.19540370725

  日期：——

  A series of new piperidine derivatives substituted in the 2-position has been prepared and tested pharmacologically. Most of these compounds have central stimulating effects, above all the 2-diphenylmethyl-piperidine hydrochloride.

  已经制备并在药理学上测试了一系列在2-位取代的新哌啶衍生物。这些化合物大多数具有中心刺激作用，尤其是2-二苯基甲基-哌啶盐酸盐。