(+/-)-1,3,3-trimethyl-4-phenyl-4-piperidinol | 18436-89-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (+/-)-1,3,3-trimethyl-4-phenyl-4-piperidinol
• 英文别名: 1,3,3-Trimethyl-4-phenyl-4-piperidinol；1,3,3-trimethyl-4-phenylpiperidin-4-ol
• CAS: 18436-89-0
• 化学式: C₁₄H₂₁NO
• 分子量: 219.327
• InChiKey: ULHMJMVAPSQRBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+/-)-1,3,3-trimethyl-4-phenyl-4-piperidinol 生成 (+)-1,3,3-trimethyl-4-phenyl-4-piperidinol
  参考文献：
  名称：

  Racemic and optically active 1,3,3-trimethyl-4-phenyl-4-(propionyloxy)piperidine

  摘要：

  The preparation and resolution of 1,3,3-trimethyl-4-phenyl-4-(propionyloxy)piperidine (5,3-methylprodine) are described, and the results of the antinociceptive activities of the products by hot-plate (mice) and tail-withdrawal (rats) tests are shown to support proposals made from a recent analysis of the stereochemical structure-activity relationships of C-methyl derivatives of the reversed ester of meperidine. Data of absolute configuration were obtained by X-ray crystallography of a hydrobromide salt.

  DOI：

  10.1021/jm00150a031
• 作为产物：
  描述：

  1,3,3-三甲基-4-哌啶酮 、 苯基锂 生成 (+/-)-1,3,3-trimethyl-4-phenyl-4-piperidinol
  参考文献：
  名称：

  1-甲基-4-苯基-1,2,3,6-四氢吡啶（MPTP）诱导帕金森病的机制。一种假定的有毒代谢物的双二甲基封闭类似物的化学和电化学表征

  摘要：

  来自那个半球的关于二聚体的试剂（无论是否由 Lis 辅助 2'），该二聚体不包含更大的基团？2 即使 Z-（CaCg）亚胺阴离子的较差的对映选择性也可以在不求助于去离子的情况下解释， ~ 因为与氮烷基取代基顺式相关的 Cp 取代基会迫使表面区分基团进一步远离反应的 C g 原子。

  DOI：

  10.1021/ja00269a065

文献信息

• Use of Mc4 Receptor Agonist Compounds
  申请人：McMurray Gordon

  公开号：US20080234280A1

  公开（公告）日：2008-09-25

  This invention relates to the use of an MC4 receptor agonist compound for the manufacture of a medicament for the treatment of lower urinary tract dysfunction.

  该发明涉及使用MC4受体激动剂化合物制造治疗下尿路功能障碍的药物。
• Piperidinoyl-Pyrrolidine and Piperidinoyl-Piperidine Compounds
  申请人：Andrews Mark David

  公开号：US20080269233A1

  公开（公告）日：2008-10-30

  The present invention relates to a class of compounds of general formula (I) and the salts, hydrates, solvates, polymorphs and prodrugs wherein n, R 6 , R 7 and R 10 are as defined herein and especially to MCR4 agonist compounds of formula (I), to their use in medicine, particularly in the treatment of sexual dysfunction and obesity, to intermediates useful in their synthesis and to compositions containing them.

  本发明涉及一类通式（I）的化合物及其盐、水合物、溶剂物、多晶形和前药，其中n、R6、R7和R10如本文所定义，特别是MCR4激动剂化合物的通式（I），它们在医学上的应用，特别是在治疗性功能障碍和肥胖症方面的应用，以及有用于它们合成的中间体和含有它们的组合物。
• Synthesis and toxicity toward nigrostriatal dopamine neurons of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) analogs
  作者：David S. Fries、Jan De Vries、Bernard Hazelhoff、Alan S. Horn

  DOI：10.1021/jm00153a019

  日期：1986.3

  Six compounds having structural features in common with 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) were synthesized and tested in mice for the ability to produce a prolonged decrease in nigrostriatal dopamine (DA) and DA metabolites. The compounds that were prepared and tested include the ester elimination products of the analgetic drugs alpha-prodine and trimeperidine. None of the compounds in this study, except for MPTP, produced significant neurotoxic effects in the mouse model. The study shows that minor changes in the tetrahydropyridine ring of MPTP result in a marked decrease in neurotoxicity.
• FRIES, D. S.;VRIES, J. DE;HAZELHOFF, B.;HORN, A. S., J. MED. CHEM., 1986, 29, N 3, 424-427
  作者：FRIES, D. S.、VRIES, J. DE、HAZELHOFF, B.、HORN, A. S.

  DOI：——

  日期：——