1-methyl-3-oxo-piperidine-4-carboxylic acid ethyl ester; hydrochloride | 58020-12-5

• 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-methyl-3-oxo-piperidine-4-carboxylic acid ethyl ester; hydrochloride
• 英文别名: 1-Methyl-3-oxo-piperidin-4-carbonsaeure-aethylester; Hydrochlorid；Ethyl 1-methyl-3-oxopiperidine-4-carboxylate hydrochloride；ethyl 1-methyl-3-oxopiperidine-4-carboxylate;hydrochloride
• CAS: 58020-12-5
• 化学式: C₉H₁₅NO₃*ClH
• 分子量: 221.684
• InChiKey: BRDLFCSQXDNVIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.49
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  46.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-methyl-3-oxo-piperidine-4-carboxylic acid ethyl ester; hydrochloride 在 硫酸 、 三氯氧磷 作用下， 生成 8-(1-cyclohexyl-ethyl)-2,5,5-trimethyl-1,3,4,5-tetrahydro-2H-chromeno[4,3-c]pyridin-10-ol
  参考文献：
  名称：

  Drugs derived from cannabinoids. 1. Nitrogen analogs, benzopyranopyridines and benzopyranopyrroles

  摘要：

  Various nitrogen analogs of delta6a,10a-tetrahydrocannabinol were synthesized by a general procedure described in an earlier communication. Minimum effective doses (MED50's) and lethal doses (LD50's) were determined by a modified Irwin mouse screen after iv administration of compounds in PEG 200. The most potent compounds were the propargyl (5t), allyl (5m), and chloroallyl (5o-q) derivatives. Overt behavioral effects (CNS depression, static ataxia, and hypersensitivity) of 5t and Roger Adams' carbocyclic analog (III) were found to be similar in the mouse, cat, dog, and monkey. Dichloroisoproterenol prevented and reversed many of the depressant effects of both III and 5t but had no effect on the ataxia produced by these compounds. In antinociceptive tests, 5t was active in the phenylquinone and Eddy hot-plate tests but was inactive in the tail-flick test.

  DOI：

  10.1021/jm00226a001

文献信息

• Physiologically Active Nitrogen Analogs of Tetrahydrocannabinols. Tetrahydrobenzopyrano[3,4-d]pyridines
  作者：H. G. Pars、F. E. Granchelli、J. K. Keller、R. K. Razdan

  DOI：10.1021/ja00967a047

  日期：1966.8