(-)-1,3,3-trimethyl-4-phenyl-4-piperidinol | 98854-98-9

• 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: (4S)-1,3,3-trimethyl-4-phenylpiperidin-4-ol
• CAS: 98854-98-9
• 化学式: C₁₄H₂₁NO
• 分子量: 219.327
• InChiKey: ULHMJMVAPSQRBO-AWEZNQCLSA-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 、 丙酰氯 以 甲苯 为溶剂， 以1.29 g的产率得到(-)-1,3,3-trimethyl-4-phenyl-4-(propionyloxy)piperidine hydrochloride
  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 以 乙醚 为溶剂， 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

文献信息

• 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。
• Racemic and optically active 1,3,3-trimethyl-4-phenyl-4-(propionyloxy)piperidine
  作者：F. R. Ahmed、G. F. Laws、A. E. Madani、A. F. Casy

  DOI：10.1021/jm00150a031

  日期：1985.12

  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.