ethyl 1-benzoyl-4-oxo-3-piperidinecarboxylate | 4451-86-9

• 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: ethyl 1-benzoyl-4-oxo-3-piperidinecarboxylate
• 英文别名: ethyl 1-benzoyl-4-oxopiperidine-3-carboxylate；1-benzoyl-4-oxo-piperidine-3-carboxylic acid ethyl ester；1-Benzoyl-4-oxo-piperidin-3-carbonsaeure-aethylester；ethyl-1-benzoyl-4-oxo-3-piperidine carboxylate；ethyl N-benzoyl-4-piperidone-3-carboxylate；1-Benzoyl-4-oxo-piperidin-3-carbonsaeure-ethylester；1-Benzoyl-4-oxo-nipecotic acid ethyl ester
• CAS: 4451-86-9
• 化学式: C₁₅H₁₇NO₄
• 分子量: 275.304
• InChiKey: PVXIEUAIMGNDDW-UHFFFAOYSA-N

物化性质

• 熔点：
  54-56 °C
• 沸点：
  186-188 °C(Press: 0.4 Torr)
• 密度：
  1.222±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 1-benzoyl-4-oxo-3-piperidinecarboxylate 在 盐酸 、 乙醇 、 镍 作用下， 120.0~200.0 ℃ 、17.16 MPa 条件下， 生成 1,2,5,6-四氢吡啶-3-羧酸盐酸盐
  参考文献：
  名称：

  哌啶衍生物；制备1-苯甲酰基-3-甲乙氧基-4-哌啶酮；番石榴碱的合成。

  摘要：

  DOI：

  10.1021/ja01210a040
• 作为产物：
  描述：

  3,3'-亚氨基二丙酸二乙酯 在 乙醇 、 sodium 、 苯 作用下， 生成 ethyl 1-benzoyl-4-oxo-3-piperidinecarboxylate
  参考文献：
  名称：

  哌啶衍生物；制备1-苯甲酰基-3-甲乙氧基-4-哌啶酮；番石榴碱的合成。

  摘要：

  DOI：

  10.1021/ja01210a040

文献信息

• Phencyclidine derivatives, preparation method and pharmaceutical compositions containing same
  申请人：Societe de Conseils de Recherches et d'Applications Scientifiques (S.C.R.A.S.)

  公开号：US06342511B1

  公开（公告）日：2002-01-29

  The invention concerns novel phenylcyclidine derivatives with selective affinity for low affinity receptors, methods for preparing them, pharmaceutical compositions containing them and their use as protective agents for central or peripheral nervous system cells against acute or chronic degeneration, or as an anticonvulsant.

  这项发明涉及具有选择性亲和力的新型苯环丙胺衍生物，以及用于制备它们的方法、含有它们的药物组合物，以及它们作为中枢或外周神经系统细胞的保护剂对抗急性或慢性退化，或作为抗癫痫药物的用途。
• Process for the production of 4,5,6,7-tetrahydrothieno-[3,2-C]-pyridines
  申请人：Lonza Ltd.

  公开号：US04965359A1

  公开（公告）日：1990-10-23

  A process for the production of 4,5,6,7-tetrahydrothieno-[3,2-c]-pyridines of the formula: ##STR1## Thus, in the case of a 4-oxo-3-piperidine-3-carboxylic acid ester of the formula: ##STR2## an allyl group is introduced in the 3 position, the ester function in the 3 position is removed, the resultant compound of the formula: ##STR3## is ionized, reduced to the corresponding aldehyde of the formula: ##STR4## and with H.sub.2 S/HCl in the presence of a metal halide is cyclized to the end product. The synthesized compounds have antithrombotic action.

  一种用于生产4,5,6,7-四氢噻吩-[3,2-c]-吡啶的方法，其化学式为：##STR1## 因此，在化学式为4-氧代-3-哌啶-3-羧酸酯的情况下：##STR2## 在3位引入一个烯丙基基团，去除3位的酯功能基团，得到的化合物的化学式为：##STR3## 被电离，还原为相应的醛的化学式：##STR4## 并在金属卤化物存在下与H.sub.2 S/HCl环化成最终产物。合成的化合物具有抗血栓作用。
• Catalytic oxidation of 4-piperidone-3-carboxylates with manganese(III) acetate in the presence of 1,1-disubstituted alkenes
  作者：Ryoukou Kumabe、Hiroshi Nishino、Mikio Yasutake、Van-Ha Nguyen、Kazu Kurosawa

  DOI：10.1016/s0040-4039(00)01884-0

  日期：2001.1

  4-piperidone-3-carboxylates reacted with 1,1-disubstituted alkenes in the presence of a catalytic amount of manganese(III) acetate in air at 23°C to give 1-hydroxy-8-aza-2,3-dioxabicyclo[4.4.0]decane-6-carboxylates in good to moderate yields. The crystal structure of the azabicyclic peroxides was determined by an X-ray single crystal analysis. The oxidation of the 4-piperidone-3-carboxylates with 1,1-diphenylethene

  描述了乙酸锰（III）对4-哌啶酮-3-羧酸酯与1，1-二取代的烯烃的环过氧化。在催化量的乙酸锰（III）的存在下，在23°C的空气中，4-哌啶酮-3-羧酸盐与1,1-二取代的烯烃反应，得到1-羟基-8-氮杂-2,3-二氧杂双环[4.4.0]癸烷6-羧酸酯的产率中等至中等。氮杂双环过氧化物的晶体结构通过X射线单晶分析确定。用化学计量的乙酸锰（III）用1，1-二苯乙烯将4-哌啶酮-3-羧酸酯氧化，得到乙烯基和乙基取代的4-哌啶酮和6-羟基-3-氮杂-7-氧杂双环[ 4.3.0]壬烷-1-羧酸酯，其与从1-羟基-8-氮杂-2，3-二氧杂双环[4.4.0]癸烷-6-羧酸酯的氢解中获得的产物相同。
• Piperidine Derivatives. XVI. C-Alkylation of 1-Benzoyl-3-carbethoxy-4-piperidone. Synthesis of Ethyl 3-Ethyl-4-piperidylacetate (dl-Ethyl Cincholoiponate)
  作者：Gilbert Stork、S. M. McElvain

  DOI：10.1021/ja01210a041

  日期：1946.6

  309-314' d.: 312',11 316' d.la)). The product weighed 0.49 g. (84%) and decolorized aqueous permanganate immediately. Anal. Calcd. for CJ3loOnNCl: C1, 21.67. Found: C1, 21.54. The p-toluenesulfonyl derivative of guvacine, prepared according to Freudenberg," melted at 166-167' (reported,

  已经重新固化。苯甲酸在试管的较冷部分以升华物的形式出现，并且可以闻到微弱的苯甲酰氯气味。冷却后，将氯仿加入剩余的固体中以溶解任何苯甲酸和不变的IX；未被该溶剂溶解的未溶解的白色固体是盐酸番红花碱，它基本上是纯的，mp 304405'd。先前变暗（先前报道的熔点：309-314' d.：312',11 316' d.la））。产物重0.49g。(84%) 并立即脱色高锰酸盐水溶液。肛门。计算。对于 CJ3loOnNCl：C1，21.67。发现：C1，21.54。根据科德宝公司制备的番红花碱的对甲苯磺酰基衍生物”在 166-167' 熔化（据报道，
• The search for TCP analogues binding to the low affinity PCP receptor sites in the rat cerebellum
  作者：Jacques Hamon、Florence Espaze、Jacques Vignon、Jean-Marc Kamenka

  DOI：10.1016/s0223-5234(99)80046-4

  日期：1999.2

  With the aim of obtaining selective ligands of the low affinity binding sites of [H-3]-1-[1-(2-thienyl) cyclohexyl] piperidine ([H-3]TCP) in the rat cerebellum, oxygen and sulfur atoms were introduced in the TCP structure and derivatives to obtain analogues with a lowered lipophilicity. These compounds, and others already obtained, were assayed comparatively to determine their affinities for three sites labeled with [H-3]TCP: one in the forebrain, the originally described PCP receptor, and two in the rat cerebellum. Lowering the Lipophilicity and modifying the hetero-aromatic moiety yielded some Ligands with increased affinity for the low affinity sites in the rat cerebellum and decreased affinity for the high affinity sites in the forebrain. Particularly, two compounds displaying both a high affinity and a good selectivity might be valuable tools to elucidate the pharmacology of the low affinity PCP sites labeled with [H-3]TCP in the rat cerebellum. (C) Elsevier, Paris.