1-Carbethoxy-4-[2-(1-methylethoxy)phenyl]-4-piperidinol | 148583-61-3

• 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-Carbethoxy-4-[2-(1-methylethoxy)phenyl]-4-piperidinol
• 英文别名: ethyl 4-hydroxy-4-(2-propan-2-yloxyphenyl)piperidine-1-carboxylate
• CAS: 148583-61-3
• 化学式: C₁₇H₂₅NO₄
• 分子量: 307.39
• InChiKey: ABELKTMRFMNIII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-Carbethoxy-4-[2-(1-methylethoxy)phenyl]-4-piperidinol 在 palladium on activated charcoal 盐酸 、 sodium hydroxide 、 氢气 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 22.0~100.0 ℃ 、382.66 kPa 条件下， 反应 168.0h， 生成 哌啶,4-[2-(1-甲基乙氧基)苯基]-
  参考文献：
  名称：

  Orally Active Benzamide Antipsychotic Agents with Affinity for Dopamine D₂, Serotonin 5-HT_1A, and Adrenergic α₁ Receptors

  摘要：

  New antipsychotic drugs are needed because current therapy is ineffective for many schizophrenics and because treatment is often accompanied by extrapyramidal symptoms and dyskinesias. This paper describes the design, synthesis, and evaluation of a series of related (aminomethyl)benzamides in assays predictive of antipsychotic activity in humans. These compounds had notable affinity for dopamine D-2, serotonin 5-HT1A, and alpha(1)-adrenergic receptors. The arylpiperazine 1-[3-[[4-[2-(1-methylethoxy)phenyl]-1-piperazinyl]methyl]benzoyl]piperidine (mazapertine, 6) was chosen because of its overall profile for evaluation in human clinical trials. The corresponding 4-arylpiperidine derivative 67 was also highly active indicating that the aniline nitrogen of 6 is not required for activity. Other particularly active structures include homopiperidine amide 14 and N-methylcyclohexylamide 31.

  DOI：

  10.1021/jm970164z
• 作为产物：
  描述：

  1-溴-2-异丙氧基苯 、 1,2-二溴乙烷 在 盐酸 作用下， 以 N-乙氧羰基-4-哌啶酮 为溶剂， 生成 1-Carbethoxy-4-[2-(1-methylethoxy)phenyl]-4-piperidinol
  参考文献：
  名称：

  4-arylpiperazines and 4-arylpiperidines

  摘要：

  通式I的化合物：##STR1## 被披露为新型抗精神病药物。

  公开号：

  US05569659A1

文献信息

• N-OXIDES OF 4-ARYLPIPERAZINES AND 4-ARYLPIPERIDINES AS ANTIPSYCHOTIC DRUGS
  申请人：ORTHO PHARMACEUTICAL CORPORATION

  公开号：EP0736009B1

  公开（公告）日：2002-09-11
• [EN] N-OXIDES OF 4-ARYLPIPERAZINES AND 4-ARYLPIPERIDINES AS ANTIPSYCHOTIC DRUGS<br/>[FR] N-OXYDES DE 4-ARYLEPIPERAZINES ET 4-ARYLPIPERIDINES UTILISES COMME MEDICAMENTS NEUROLEPTIQUES
  申请人：ORTHO PHARMACEUTICAL CORPORATION

  公开号：WO1995017385A1

  公开（公告）日：1995-06-29

  (EN) Compounds of general formula (I) are disclosed as novel antipsychotic agents.(FR) Composés de la formule générale (I) utilisés comme nouveaux agents neuroleptiques.