1-甲基-N-苯基哌啶-4-亚胺 | 36796-46-0

• 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: 1-甲基-N-苯基哌啶-4-亚胺
• 英文名称: 1-methyl-4-(phenylimino)piperidine
• 英文别名: (1-methyl-piperidin-4-ylidene)-phenyl-amine；(1-methyl-[4]piperidylidene)-phenyl-amine；(1-Methyl-[4]piperidyliden)-phenyl-amin；N-(1-methyl-4-piperidylidene)aniline；1-methyl-N-phenylpiperidin-4-imine
• CAS: 36796-46-0
• 化学式: C₁₂H₁₆N₂
• 分子量: 188.272
• InChiKey: KLBWPFBQXLDVGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  15.6
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  1-甲基-N-苯基哌啶-4-亚胺 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以60.7%的产率得到4-苯胺-1-甲基哌啶
  参考文献：
  名称：

  Synthesis and investigations of double-pharmacophore ligands for treatment of chronic and neuropathic pain

  摘要：

  Acids 9a-f as possible bivalent ligands designed as a structural combination of opioid mu-agonist (Fentanyl) and NSAID ( Indomethacin) activities and produced compounds which were tested as analgesics. The obtained series of compounds exhibits low affinity and activity both at opioid receptors and as cyclooxygenase ( COX) inhibitors. One explanation of the weak opioid activity could be stereochemical peculiarities of these bivalent compounds which differ significantly from the fentanyl skeleton. The absence of significant COX inhibitory properties could be explained by the required substitution of an acyl fragment in the indomethacin structure for 4-piperidyl. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2009.05.065
• 作为产物：
  描述：

  N-甲基-4-哌啶酮 、 苯胺 以 甲苯 为溶剂， 以60%的产率得到1-甲基-N-苯基哌啶-4-亚胺
  参考文献：
  名称：

  一种简单，便捷的途径合成1,2,3,4,5,6,7,8-八氢-1,6-萘啶

  摘要：

  已经开发了一种简单方便的合成方法，用于新系列的1,2,3,4,5,6,7,8-八氢-1,6-萘啶1a-j。这是通过结合金属化的4-哌啶亚胺烷基化和分子内环化的一锅法实现的。

  DOI：

  10.1016/s0040-4039(98)01662-1

文献信息

• An efficient synthesis of homoallylic amides via magnesium mediated Barbier type allylation of imines
  作者：M. Ghaffarzadeh、Z. Sarmast、F. Faraji

  DOI：10.1007/s13738-012-0170-8

  日期：2013.6

  AbstractAn efficient method for the synthesis of homoallylic amides by the reaction of Mg foil, allyl bromide and imines in THF at room temperature is reported. This Barbier type allylation provides a straightforward and new method for the preparation of homoallylic amides. Graphical Abstract

  摘要报道了一种通过在室温下使Mg箔，烯丙基溴和亚胺在THF中反应来合成均烯丙基酰胺的有效方法。该Barbier型烯丙基化提供了一种制备均烯丙基酰胺的简单直接的新方法。 图形概要
• A simple and convenient route to 1,2,3,4,5,6,7,8-octahydro-1,6-naphthyridines
  作者：Elena L Gaidarova、Anatoly A Borisenko、Taras I Chumakov、Andrey V Mel'nikov、Ivan S Orlov、Galina V Grishina

  DOI：10.1016/s0040-4039(98)01662-1

  日期：1998.10

  A simple and convenient synthetic approach to the new series of 1,2,3,4,5,6,7,8-octahydro-1,6-naphthyridines 1a-j has been developed. This was achieved via a one-pot process combining metalated 4-piperidinonimine alkylation and intramolecular cyclization.

  已经开发了一种简单方便的合成方法，用于新系列的1,2,3,4,5,6,7,8-八氢-1,6-萘啶1a-j。这是通过结合金属化的4-哌啶亚胺烷基化和分子内环化的一锅法实现的。
• Catalytic synthesis of β-lactam derivatives by carbonylative cycloaddition of acylsilanes with imines via a palladium Fischer-carbene intermediate
  作者：Tetsuya Inagaki、Takuya Kodama、Mamoru Tobisu

  DOI：10.1038/s41929-023-01081-5

  日期：——

  Fischer-type carbene complexes are characterized by the presence of a π-donating group, such as an alkoxy group on the carbene carbon. Despite the notable progress that has been made in synthetic methods that involve the use of Fischer-type carbene complexes, stoichiometric amounts of carbene complexes are still required for such reactions and catalytic variants remain elusive. This limitation primarily

  费歇尔型卡宾配合物的特征在于存在π供体基团，例如卡宾碳上的烷氧基。尽管在涉及使用费舍尔型卡宾配合物的合成方法方面取得了显着进展，但此类反应仍然需要化学计量的卡宾配合物，并且催化变体仍然难以捉摸。这种限制主要源于缺乏合适的卡宾前体，这与带有吸电子基团的卡宾配合物可以很容易地从相应的重氮酯生成的事实形成鲜明对比。在这里，我们报道酰基硅烷可以通过钯催化剂的作用作为费歇尔卡宾配合物的前体。该体系可用于与亚胺的催化羰基环加成反应，形成密集取代的β-内酰胺衍生物。分离出一种关键的硅氧卡宾-钯中间体配合物，并成功地通过 X 射线晶体学进行了表征。
• Synthesis and conformational study of 1,2,3,4,5,6,7,8-octahydro-1,6-naphthiridines
  作者：T. V. Esipova、A. A. Borisenko、P. B. Terent’ev、G. V. Grishina、R. Herzshuh

  DOI：10.1134/s1070428006050162

  日期：2006.5

  A new class of endocyclic enamines, 1,6-disubstituted 1,2,3,4,5,6,7,8-octahydro-1,6-naphthiridines, was synthesized from 4-piperidone imines by successive subjecting the latter to lithiation with lithium diethylamide, to alkylation with 1-bromo-3-chloropropane, and to intramolecular cyclization. All stages were carried out as a unique process without isolation of the intermediate compounds. A thorough optimization of the process conditions, workup, and product storage was carried out. The conformational study of 1,6-disubstituted 1,2,3,4,5,6,7,8-octahydro-1,6-naphthiridines was performed.
• US2683714
  申请人：——

  公开号：——

  公开（公告）日：——