甲基 1-苄基-4-(苯基氨基)哌啶-4-羧酸 | 61085-60-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 中文名称: 甲基 1-苄基-4-(苯基氨基)哌啶-4-羧酸
• 中文别名: 1-苄基-4-(苯基氨基)哌啶-4-羧酸甲酯；甲基1-苄基-4-(苯基氨基)哌啶-4-羧酸
• 英文名称: methyl 4-(phenylamino)-1-(phenylmethyl)-4-piperidinecarboxylate
• 英文别名: methyl 4-phenylamino-1-(phenylmethyl)-4-piperidinecarboxylate；methyl 1-benzyl-4-phenylamino-4-piperidinecarboxylate；methyl 4-phenylamino-1-benzyl-4-piperidinecarboxylate；N-benzyl-4-anilino-4-(methoxycarbonyl)piperidine；1-benzyl-4-(N-phenylamino)-4-(methoxycarbonyl)piperidine；4-anilino-1-benzyl-piperidine-4-carboxylic acid methyl ester；Methyl 1-benzyl-4-(phenylamino)piperidine-4-carboxylate；methyl 4-anilino-1-benzylpiperidine-4-carboxylate
• CAS: 61085-60-7
• 化学式: C₂₀H₂₄N₂O₂
• mdl: MFCD02093804
• 分子量: 324.423
• InChiKey: NPNNCHCGYDKUTA-UHFFFAOYSA-N

物化性质

• 熔点：
  75 - 79°C
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  甲基 1-苄基-4-(苯基氨基)哌啶-4-羧酸 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 反应 30.0h， 生成 4-(苯基丙酰氨基)哌啶-4-羧酸甲酯
  参考文献：
  名称：

  Syntheses, Biological Evaluation, and Molecular Modeling of ¹⁸F-Labeled 4-Anilidopiperidines as μ-Opioid Receptor Imaging Agents

  摘要：

  The synthesis, evaluation, and molecular modeling of a series of F-18-labeled 4-anilidopiperidines with high affinities for they-opioid receptor (mu-OR) are reported. On the basis of the high brain uptake and selective retention in brain regions that contain a high concentration of they-OR, combined with a good metabolic stability, [F-18]fluoro-pentyl carfentanil ([F-18]4) and 2-(+/-)[F-18]-fluoropropyl-sufentanil ([F-18]6) were selected as the lead compounds for further evaluation. The binding affinity to the human mu-OR was 0.74 and 0.13 nM for [F-18]4 and [F-18]6, respectively. In vitro autoradiography of [F-18]4 and [F-18]6 on rat brain sections produced patterns in accordance with the known distribution of mu-OR expression. Structure-activity relationships of the fluorinated compounds are discussed with respect to the interaction with an activated-state model of the mu-OR. Taken together, the in vivo and in vitro data indicate that [F-18]4 and [F-18]6 hold promise for studying they-opioid receptor in humans by means of positron emission tomography.

  DOI：

  10.1021/jm0507274
• 作为产物：
  描述：

  8-Benzyl-1-phenyl-1,3,8-triazaspiro[4.5]decane-2,4-dione 在 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.5h， 生成 甲基 1-苄基-4-(苯基氨基)哌啶-4-羧酸
  参考文献：
  名称：

  A novel route to the 4-anilido-4-(methoxycarbonyl)piperidine class of analgetics

  摘要：

  DOI：

  10.1021/jo00300a047

文献信息

• Synthesis of intermediate anilino methyl esters used in the production of synthetic opioid analgesics
  申请人：U.S. Army Edgewood Chemical Biological Center

  公开号：US08742111B1

  公开（公告）日：2014-06-03

  An improved process or method of synthesis of carfentanil and other potent opioid analgesics of the N-alkyl 4-substituted 4-piperidinylamide class which can be used as morphine substitutes.

  一种改进的合成卡芬太尼和其他N-烷基4-取代4-哌啶酰胺类强效阿片类镇痛剂的方法或过程，可用作吗啡替代品。
• INTERMEDIATES FOR THE PREPARATION OF REMIFENTANIL HYDROCHLORIDE
  申请人：Hameln Pharma Plus GmbH

  公开号：US20200131127A1

  公开（公告）日：2020-04-30

  A new intermediate for synthesizing 1-substituted-4-[phenyl(propanoyl)amino]piperidine-4-carbonitrile derivatives is laid open. Specifically set out is a method for use of this intermediate in the preparation of remifentanil. The enclosed shorter process offers a greater yield of products with higher purity as compared to methods reported in the prior art.

  一种用于合成1-取代-4-[苯基(丙酰基)氨基]哌啶-4-羧腈衍生物的新中间体被揭示。具体提出了一种利用该中间体在制备雷米芬太尼中的方法。这种包含的较短过程相比先前报道的方法，提供了更高纯度的产物更高的产量。
• N-(4-piperidinyl)-N-phenylamides
  申请人：Janssen Pharmaceutica N.V.

  公开号：US04179569A1

  公开（公告）日：1979-12-18

  Novel N-(4-piperidinyl)-N-phenylamides and -carbamates having very potent analgesic activity, methods of preparing same and useful intermediates therefor.

  新型具有非常强的镇痛活性的N-(4-哌啶基)-N-苯基酰胺和-碳酸酯，其制备方法及有用的中间体。
• N-aryl-N-(4-piperidinyl)amides and pharmaceutical compositions and
  申请人：The BOC Group, Inc.

  公开号：US04584303A1

  公开（公告）日：1986-04-22

  Compounds are disclosed of the formula ##STR1## optically active isomeric forms thereof, and/or pharmaceutically acceptable acid addition salts thereof, in which formula: R is defined in the disclosure.

  揭示了化合物的公式##STR1##及其光学活性异构体形式，和/或药用可接受的酸盐，其中公式中：R在披露中定义。
• SUBSTITUTED 4-AMINO-PIPERIDINES
  申请人：Gant Thomas G.

  公开号：US20100016365A1

  公开（公告）日：2010-01-21

  The present invention relates to new substituted 4-amino-piperidine opioid receptor modulators, pharmaceutical compositions thereof, and methods of use thereof.

  本发明涉及新的取代4-氨基哌啶类阿片受体调节剂，其药物组成物以及使用方法。