4-氨基-N-(3-吡啶基)苯甲酰胺 | 13160-59-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-氨基-N-(3-吡啶基)苯甲酰胺
• 中文别名: 4-氨基-N-(吡啶-3-基)苯酰胺
• 英文名称: 4-amino-N-pyridin-3-yl-benzamide
• 英文别名: 4-amino-N-(pyridin-3-yl)benzamide；3-(p-Aminobenzoylamino)pyridine；3-(p-Amino-benzamido)-pyridin；3-(p-Amino-benzamido)pyridin；4-Amino-n-pyridin-3-ylbenzamide
• CAS: 13160-59-3
• 化学式: C₁₂H₁₁N₃O
• mdl: MFCD09046746
• 分子量: 213.239
• InChiKey: WCXIIJKFSVCDPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  68
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  对叔丁基苯磺酰氯 、 4-氨基-N-(3-吡啶基)苯甲酰胺 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 4-[(4-tert-butylphenyl)sulfonylamino]-N-pyridin-3-ylbenzamide
  参考文献：
  名称：

  Fragment-based design of 3-aminopyridine-derived amides as potent inhibitors of human nicotinamide phosphoribosyltransferase (NAMPT)

  摘要：

  The fragment-based identification of two novel and potent biochemical inhibitors of the nicotinamide phosphoribosyltransferase (NAMPT) enzyme is described. These compounds (51 and 63) incorporate an amide moiety derived from 3-aminopyridine, and are thus structurally distinct from other known anti-NAMPT agents. Each exhibits potent inhibition of NAMPT biochemical activity (IC50=19 and 15 nM, respectively) as well as robust antiproliferative properties in A2780 cell culture experiments (IC50=121 and 99 nM, respectively). However, additional biological studies indicate that only inhibitor 51 exerts its A2780 cell culture effects via a NAMPT-mediated mechanism. The crystal structures of both 51 and 63 in complex with NAMPT are also independently described.

  DOI：

  10.1016/j.bmcl.2013.12.062
• 作为产物：
  描述：

  N-BOC-4-氨基苯甲酸 在 盐酸 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 4-氨基-N-(3-吡啶基)苯甲酰胺
  参考文献：
  名称：

  Fragment-based design of 3-aminopyridine-derived amides as potent inhibitors of human nicotinamide phosphoribosyltransferase (NAMPT)

  摘要：

  The fragment-based identification of two novel and potent biochemical inhibitors of the nicotinamide phosphoribosyltransferase (NAMPT) enzyme is described. These compounds (51 and 63) incorporate an amide moiety derived from 3-aminopyridine, and are thus structurally distinct from other known anti-NAMPT agents. Each exhibits potent inhibition of NAMPT biochemical activity (IC50=19 and 15 nM, respectively) as well as robust antiproliferative properties in A2780 cell culture experiments (IC50=121 and 99 nM, respectively). However, additional biological studies indicate that only inhibitor 51 exerts its A2780 cell culture effects via a NAMPT-mediated mechanism. The crystal structures of both 51 and 63 in complex with NAMPT are also independently described.

  DOI：

  10.1016/j.bmcl.2013.12.062

文献信息

• Fused heterocyclic compounds useful as kinase modulators
  申请人：Vaccaro Wayne

  公开号：US20070078136A1

  公开（公告）日：2007-04-05

  Compounds having the formula (1), and enantiomers, and diastereomers, pharmaceutically-acceptable salts, thereof, are usefuil as kinase modulators, including MK2 modulation, wherein one of E and F is a nitrogen atom and the other of E and F is a carbon atom, Z is N or CR 3 , and R 1 , R 2 , R 3 , X and Y are as defined herein.

  具有化学式（1）的化合物，以及其对映体、非对映体、药用可接受的盐，可用作激酶调节剂，包括MK2调节，其中E和F中的一个是氮原子，另一个是碳原子，Z是N或CR3，R1、R2、R3、X和Y如本文所定义。
• 3H-[1,2,3]TRIAZOLO[4,5-D]PYRIMIDINE COMPOUNDS, THEIR USE AS mTOR KINASE AND PI3 KINASE INHIBITORS, AND THEIR SYNTHESES
  申请人：Dehnhardt Christoph Martin

  公开号：US20090181963A1

  公开（公告）日：2009-07-16

  The invention relates to 3H-[1,2,3]triazolo[4,5-d]pyrimidine compounds of the Formula 1: or a pharmaceutically acceptable salt thereof, wherein the constituent variables are as defined herein, compositions comprising the compounds, and methods for making and using the compounds.

  这项发明涉及Formula 1中的3H-[1,2,3]三唑并[4,5-d]嘧啶化合物或其药用可接受的盐，其中构成变量如本文所定义，包括这些化合物的组合物，以及制备和使用这些化合物的方法。
• Towards the development of non-enediyne approaches for mimicking enediyne chemistry: Design, synthesis and activity of a 1,4-bisdiazonium compound
  作者：Dev P. Arya、David J. Jebaratnam

  DOI：10.1016/0040-4039(95)00815-t

  日期：1995.6

  4-bisdiazonium compounds, which may be precursors of aryl 1,4-diradicals, have the potential to mimic the DNA cleaving activity of the enediyne antibiotics. To this end, the ability to generate and activate 1,4-bisdiazonium compounds in good yield (e.g., 3 to 4, 72%) and to use them (e.g., 2) for DNA cleavage are demonstrated.

  1,4-双重氮化合物可能是芳基1,4-二基自由基的前体，具有模仿烯二炔类抗生素的DNA裂解活性的潜力。为此，有能力产生和激活以良好的收率（例如，1,4-双重氮化化合物3至4，72％），并使用它们（例如，2），用于DNA切割的证明。
• FUSED HETEROCYCLIC COMPOUNDS USEFUL AS KINASE MODULATORS
  申请人：Vaccaro Wayne

  公开号：US20080045536A1

  公开（公告）日：2008-02-21

  Compounds having the formula (I), and enantiomers, and diastereomers, pharmaceutically-acceptable salts, thereof, are useful as kinase modulators, including MK2 modulation, wherein one of E and F is a nitrogen atom and the other of E and F is a carbon atom, Z is N or CR 3 , and R 1 , R 2 , R 3 , X and Y are as defined herein.

  具有公式（I）的化合物，其对映异构体，顺反异构体和药学上可接受的盐，对于激酶调节剂是有用的，包括MK2调节剂，其中E和F中的一个是氮原子，另一个是碳原子，Z是N或CR3，而R1，R2，R3，X和Y如此定义。
• Exploration of secondary and tertiary pharmacophores in unsymmetrical N,N′-diaryl urea inhibitors of soluble epoxide hydrolase
  作者：Sampath-Kumar Anandan、Richard D. Gless

  DOI：10.1016/j.bmcl.2010.03.074

  日期：2010.5

  The impact of various secondary and tertiary pharmacophores on in vitro potency of soluble epoxide hydrolase (sEH) inhibitors based on the unsymmetrical urea scaffold 1 is discussed. N,N'-Diaryl urea inhibitors of soluble epoxide hydrolase exhibit subtle variations in inhibitory potency depending on the secondary pharmacophore but tolerate considerable structural variation in the second linker/tertiary pharmacophore fragment. (C) 2010 Elsevier Ltd. All rights reserved.