N-phenylpiperidinecarboxamide hydrochloride | 521969-45-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-phenylpiperidinecarboxamide hydrochloride
• 英文别名: N-Phenyl-3-piperidinecarboxamide hydrochloride；N-phenylpiperidine-3-carboxamide;hydrochloride
• CAS: 521969-45-9
• 化学式: C₁₂H₁₆N₂O*ClH
• mdl: MFCD08246137
• 分子量: 240.733
• InChiKey: ZTANSINWWGVKJA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.47
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  41.1
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  苯甲酰氯 、 N-phenylpiperidinecarboxamide hydrochloride 在 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以157 mg的产率得到1-benzoyl-N-phenylpiperidine-3-carboxamide
  参考文献：
  名称：

  [EN] ARYL-PIPERIDINE DERIVATIVES
  [FR] DÉRIVÉS D'ARYL-PIPÉRIDINE

  摘要：

  一种化学式I的芳基哌啶衍生物，其中R3、X、Cz和Cy的含义如描述中所指定，用作T细胞的抑制剂。

  公开号：

  WO2018170078A1
• 作为产物：
  描述：

  1-BOC-哌啶-3-羧酸 在 盐酸 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 10.0h， 生成 N-phenylpiperidinecarboxamide hydrochloride
  参考文献：
  名称：

  Investigation of platelet aggregation inhibitory activity by phenyl amides and esters of piperidinecarboxylic acids

  摘要：

  A series of anilides and phenyl esters of piperidine-3-carboxylic acid (nipecotic acid) were synthesized and tested for the ability to inhibit aggregation of human platelet rich-plasma triggered by adenosine 5'-diphosphate (ADP) and adrenaline. As a rule, amides were about two times more active than the corresponding esters, and derivatives bearing substituents at the para position of the phenyl ring were significantly more active than the meta-substituted ones. Among the tested compounds, 4-hexyloxyanilide of nipecotic acid (18a) was found to be the most active one, its IC50 value being close to that of the most active bis-3-carbamoyl-piperidines reported in literature (ca. 40 muM) and aspirin (ca. 60 muM) in ADP- and adrenaline-induced aggregation, respectively. Compared with the isomeric 4-hexyloxyanilides of piperidine-2-carboxylic (pipecolinic) and piperidine-4-carboxylic (isonipecotic) acids, compound 18a showed higher activity, and a Hansch-type quantitative structure-activity relationship (QSAR) study highlighted lipophilicity and increase in electron density of the phenyl ring as the properties which mainly increase the antiplatelet activity (r(2) = 0.74, q(2) = 0.64). The interaction of nipecotoyl anilides with phosphatidylinositol, a major component of the inner layer of the platelet membranes, was investigated by means of flexible docking calculation methods to give an account of a key event underlying their biological action. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00599-0

文献信息

• 3-Substituted-4-pyrimidone derivatives
  申请人：Uehara Fumiaki

  公开号：US20050090490A1

  公开（公告）日：2005-04-28

  a pyrimidone derivative represented by formula (I) or a salt thereof, or a solvate thereof or a hydrate thereof having inhibitory activity against tau protein kinase 1: wherein R 1 represents a C 1 -C 12 alkyl group which may be substituted; R represents, for example, a group represented by the following formula (II): wherein R 2 and R 3 independently represent a hydrogen atom or a C 1 -C 8 alkyl group; R 4 represents a benzene ring which may be substituted, a naphthalene ring which may be substituted, an indan ring which may be substituted, a tetrahydronaphthalene ring which may be substituted, or an optionally substituted heterocyclic ring having 1 to 4 heteno atoms selected from the group consisting of oxygen atom, sulfur atom and nitrogen atom, and having 5 to 10 ring-constituting atoms in total.

  一种以公式（I）表示的吡啶酮衍生物或其盐，或其溶剂或水合物，具有对tau蛋白激酶1的抑制活性：其中R1代表可以被取代的C1-C12烷基；R代表例如以下公式（II）所表示的基团：其中R2和R3独立地表示氢原子或C1-C8烷基；R4表示可以被取代的苯环，可以被取代的萘环，可以被取代的茚环，可以被取代的四氢萘环，或者是选择自氧原子、硫原子和氮原子组成的1至4个杂原子的可选取代杂环，总共具有5到10个构成环的原子。
• 3-substituted-4-pyrimidone derivatives
  申请人：Mitsubishi Pharma Corporation

  公开号：US07427615B2

  公开（公告）日：2008-09-23

  A pyrimidone derivative represented by formula (I) or a salt thereof, or a solvate thereof or a hydrate thereof having inhibitory activity against tau protein kinase 1: wherein R1 represents a C1-C12 alkyl group which may be substituted; R represents, for example, a group represented by the following formula (II): wherein R2 and R3 independently represent a hydrogen atom or a C1-C8 alkyl group; R4 represents a benzene ring which may be substituted, a naphthalene ring which may be substituted, an indan ring which may be substituted, a tetrahydronaphthalene ring which may be substituted, or an optionally substituted heterocyclic ring having 1 to 4 hetero atoms selected from the group consisting of oxygen atom, sulfur atom and nitrogen atom, and having 5 to 10 ring-constituting atoms in total.

  一种由公式（I）表示的吡啶酮衍生物或其盐、溶剂或水合物，具有对tau蛋白激酶1的抑制活性：其中R1代表可以被取代的C1-C12烷基；R代表例如以下公式（II）所表示的基团：其中R2和R3独立地表示氢原子或C1-C8烷基；R4表示可以被取代的苯环、可以被取代的萘环、可以被取代的茚环、可以被取代的四氢萘环，或者是具有1到4个杂原子（选自氧原子、硫原子和氮原子）的可选取代杂环，并且总共具有5到10个构成环的原子。
• 3-SUBSTITUTED-4-PYRIMIDONE DERIVATIVES
  申请人：Mitsubishi Pharma Corporation

  公开号：EP1427720A1

  公开（公告）日：2004-06-16
• US7427615B2
  申请人：——

  公开号：US7427615B2

  公开（公告）日：2008-09-23
• [EN] 3-SUBSTITUTED-4-PYRIMIDONE DERIVATIVES<br/>[FR] DERIVES DE 3-SUBSTITUE-4-PYRIMIDONE
  申请人：MITSUBISHI PHARMA CORP

  公开号：WO2003037888A1

  公开（公告）日：2003-05-08

  A pyrimidone derivative represented by formula (I) or a salt thereof, or a solvate thereof or a hydrate thereof having inhibitory activity against tau protein kinase 1:wherein R1 represents a C¿1?-C12 alkyl group which may be substituted; R represents, for example, a group represented by the following formula (II):wherein R?2 and R3¿ independently represent a hydrogen atom or a C¿1?-C8 alkyl group; R?4¿ represents a benzene ring which may be substituted, a naphthalene ring which may be substituted, an indan ring which may be substituted, a tetrahydronaphthalene ring which may be substituted, or an optionally substituted heterocyclic ring having 1 to 4 hetero atoms selected from the group consisting of oxygen atom, sulfur atom and nitrogen atom, and having 5 to 10 ring-constituting atoms in total.