Ethanone, 2-(4-fluorophenyl)-1-(4-piperidinyl)- | 78056-85-6

• 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: Ethanone, 2-(4-fluorophenyl)-1-(4-piperidinyl)-
• 英文别名: 2-(4-fluorophenyl)-1-piperidin-4-ylethanone
• CAS: 78056-85-6
• 化学式: C₁₃H₁₆FNO
• 分子量: 221.275
• InChiKey: MVXFDDDSTKREQR-UHFFFAOYSA-N

物化性质

• 沸点：
  330.7±37.0 °C(Predicted)
• 密度：
  1.113±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Ethanone, 2-(4-fluorophenyl)-1-(4-piperidinyl)- 在 盐酸 、 potassium carbonate 、 potassium iodide 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 48.0h， 生成 1-[4-(4-fluorophenyl)-4-oxobutyl]-4-[2-(4-fluorophenyl)-1-oxoethyl]piperidine
  参考文献：
  名称：

  Novel piperidine .sigma. receptor ligands as potential antipsychotic drugs

  摘要：

  Sigma receptor ligands represent a new class of potential antipsychotic drugs. This paper presents the structure-activity relationships leading to novel disubstituted piperidine sigma ligands, which have little or no affinity for dopamine D2 receptors. Selectivity for sigma sites over dopamine D2 or serotonin 5-HT2 receptors appears to be governed by the chemical nature of the piperidine nitrogen substituent, its distance from the basic nitrogen, and its orientation relative to the other piperidine substituent. Several of these compounds have good oral potency in some animal models used to evaluate potential antipsychotic drugs. The N-cyclopropylmethyl ketones and ethers (e.g. 6i (DuP 734), 6q, 18a, and 18n) have the best in vivo potency. Compounds 6i (DuP 734) and 6q did not cause catalepsy in the rat, even at very high doses. On the basis of the pharmacology profiles of these sigma ligands, we propose these compounds may be effective antipsychotic drugs, which do not induce extrapyramidal side effects or tardive dyskinesia.

  DOI：

  10.1021/jm00101a012
• 作为产物：
  描述：

  1-(1-Benzyl-piperidin-4-yl)-2-(4-fluoro-phenyl)-ethanone; compound with (Z)-but-2-enedioic acid 在 palladium on activated charcoal ammonium formate 作用下， 以 甲醇 为溶剂， 反应 0.75h， 生成 Ethanone, 2-(4-fluorophenyl)-1-(4-piperidinyl)-
  参考文献：
  名称：

  Novel piperidine .sigma. receptor ligands as potential antipsychotic drugs

  摘要：

  Sigma receptor ligands represent a new class of potential antipsychotic drugs. This paper presents the structure-activity relationships leading to novel disubstituted piperidine sigma ligands, which have little or no affinity for dopamine D2 receptors. Selectivity for sigma sites over dopamine D2 or serotonin 5-HT2 receptors appears to be governed by the chemical nature of the piperidine nitrogen substituent, its distance from the basic nitrogen, and its orientation relative to the other piperidine substituent. Several of these compounds have good oral potency in some animal models used to evaluate potential antipsychotic drugs. The N-cyclopropylmethyl ketones and ethers (e.g. 6i (DuP 734), 6q, 18a, and 18n) have the best in vivo potency. Compounds 6i (DuP 734) and 6q did not cause catalepsy in the rat, even at very high doses. On the basis of the pharmacology profiles of these sigma ligands, we propose these compounds may be effective antipsychotic drugs, which do not induce extrapyramidal side effects or tardive dyskinesia.

  DOI：

  10.1021/jm00101a012

文献信息

• N-aralkyl piperidine derivatives as psychotropic drugs
  申请人：THE DU PONT MERCK PHARMACEUTICAL COMPANY

  公开号：EP0449186A2

  公开（公告）日：1991-10-02

  There are provided N-aralkyl piperidine derivatives (I) which are selective sigma receptor antagonists. These compounds and pharmaceutical compositions containing them are useful for treating physiological or drug induced psychosis or dyskinesia in a mammal.

  本文提供的 N-烷基哌啶衍生物（I）是一种选择性σ受体拮抗剂。这些化合物和含有它们的药物组合物可用于治疗哺乳动物的生理性或药物诱发的精神错乱或运动障碍。
• UREA DERIVATIVES AS CALCIUM CHANNEL BLOCKERS
  申请人：Neuromed Pharmaceuticals, Ltd.

  公开号：EP1784401A1

  公开（公告）日：2007-05-16
• EP1784401A4
  申请人：——

  公开号：EP1784401A4

  公开（公告）日：2009-07-15
• US5116846A
  申请人：——

  公开号：US5116846A

  公开（公告）日：1992-05-26
• [EN] UREA DERIVATIVES AS CALCIUM CHANNEL BLOCKERS<br/>[FR] DÉRIVÉS DE L'URÉE AGISSANT COMME AGENTS BLOQUANT UN CANAL DE CALCIUM
  申请人：NEUROMED TECH INC

  公开号：WO2006024160A1

  公开（公告）日：2006-03-09

  Urea derivatives of formula (1) which comprise piperidine or piperazine ring. Each of A and B is independently hydrogen; alkyl; a 6­membered aromatic or nonaromatic, carbocyclic or heterocyclic moiety; an aminoalkyl or an aminoalkenyl; wherein only one of A and B may be hydrogen or alkyl. RI is H, alkyl, alkenyl or alkynyl. Z is N or CHNR2. Each of R3 may be a variety of substituents. Each of R4 may be H or alkyl. Each Ar is a 6-membered or fused aromatic system optionally containing nitrogen atoms; m is 0-3 and n is 0-2. These compounds are effective in ameliorating conditions characterized by unwanted calcium channel activity.