1-methyl-4-oxo-piperidine-3-carboxylic acid ethyl ester; hydrochloride | 15637-49-7

• 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-4-oxo-piperidine-3-carboxylic acid ethyl ester; hydrochloride
• 英文别名: 1-Methyl-4-oxo-piperidin-3-carbonsaeure-aethylester; Hydrochlorid；3-(Ethoxycarbonyl)-1-methyl-4-oxopiperidinium chloride；ethyl 1-methyl-4-oxopiperidin-1-ium-3-carboxylate;chloride
• CAS: 15637-49-7
• 化学式: C₉H₁₅NO₃*ClH
• 分子量: 221.684
• InChiKey: FOFWPLJYPWOBJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.81
• 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：
  5

反应信息

• 作为反应物：
  描述：

  1-methyl-4-oxo-piperidine-3-carboxylic acid ethyl ester; hydrochloride 在 potassium hydroxide 作用下， 生成 N-甲基-4-哌啶酮
  参考文献：
  名称：

  环亚芳基酮的合成及其抗增殖活性：单亚苄基和二亚苄基衍生物的直接比较

  摘要：

  摘要为了进一步了解烯酮和二烯酮的结构修饰对其抗增殖性能的影响，共有25种烯酮衍生物：（E）-2-亚苄基-1-环己酮，（E）-2-亚苄基-1-四酮，（E）-2-亚苄基-1-茚满酮和二烯酮：（E，E）-2,5-或2,6-二亚苄基-1-环酮，（E，E）-3,5-二亚苄基-4-哌啶酮是使用新开发的“一锅法”合成方法合成的。由于它们均在亚芳基部分具有相同的芳基取代基（苯基或4-氯苯基），因此可以比较单点结构修饰（环或N取代的类型）对其IC 50的效能价值观。针对以下四种人类粘附癌细胞系评估了它们的抗增殖活性：HeLa，A431，A2780和MCF7。细胞毒性筛选显示，在这方面，二亚苄基二烯酮通常占单亚苄基烯酮的主导。与它们的同环二烯酮类似物相比，含氮杂环二烯酮同时对这些人类癌细胞系表现出更高的抑制特性。八种新制备的4-哌啶酮衍生物之一N-（γ-氧代丁基）-（E，E）-3,5-双（对氯苄叉基）-4-哌啶酮是有效的细胞生长抑制剂（IC

  DOI：

  10.1007/s00706-015-1426-7

文献信息

• 98. Experiments in the piperidine series. Part I
  作者：A. H. Cook、K. J. Reed

  DOI：10.1039/jr9450000399

  日期：——
• Dankowa; Ssidorowa; Preobrashenski, Zhurnal Obshchei Khimii, 1941, vol. 11, p. 935
  作者：Dankowa、Ssidorowa、Preobrashenski

  DOI：——

  日期：——
• Drugs derived from cannabinoids. 1. Nitrogen analogs, benzopyranopyridines and benzopyranopyrroles
  作者：Harry G. Pars、Felix E. Granchelli、Raj K. Razdan、Jacqueline K. Keller、David G. Teiger、Franklin J. Rosenberg、Louis S. Harris

  DOI：10.1021/jm00226a001

  日期：1976.4

  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.
• Bolyard; McElvain, Journal of the American Chemical Society, 1929, vol. 51, p. 924
  作者：Bolyard、McElvain

  DOI：——

  日期：——
• THE SCHMIDT REACTION WITH 3-ETHOXYCARBONYL-4-PIPERIDONES AND THE SYNTHESIS OF SIX 5-HOMOPIPERAZINONES¹
  作者：S. C. DICKERMAN、A. J. BESOZZI

  DOI：10.1021/jo01377a001

  日期：1954.12