N-(pyridin-4-yl)furan-2-carboxamide | 35218-42-9

• 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-(pyridin-4-yl)furan-2-carboxamide
• 英文别名: N-pyridin-4-ylfuran-2-carboxamide
• CAS: 35218-42-9
• 化学式: C₁₀H₈N₂O₂
• mdl: MFCD00460909
• 分子量: 188.186
• InChiKey: JLKFGTFHSHRBGZ-UHFFFAOYSA-N

物化性质

• 沸点：
  237.3±15.0 °C(Predicted)
• 密度：
  1.303±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  14
• 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：
  55.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-羟甲基邻苯二甲酰亚胺 、 N-(pyridin-4-yl)furan-2-carboxamide 在 硫酸 作用下， 反应 3.0h， 生成 5-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-furan-2-carboxylic acid pyridin-4-ylamide
  参考文献：
  名称：

  [EN] KINASE INHIBITORS
  [FR] INHIBITEURS DE KINASE

  摘要：

  该发明提供了一种化合物或含有该化合物的组合物用于抑制体外或体内至少一种激酶（除ROCK激酶外）的活性，包括这些化合物的药用和/或兽医学组合物，这些化合物的医药和兽医用途以及化合物本身。

  公开号：

  WO2005082367A1
• 作为产物：
  描述：

  糠酸（呋喃甲酸） 在 草酰氯 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 N-(pyridin-4-yl)furan-2-carboxamide
  参考文献：
  名称：

  Discovery of methoxy-naphthyl linked N-(1-benzylpiperidine) benzamide as a blood-brain permeable dual inhibitor of acetylcholinesterase and butyrylcholinesterase

  摘要：

  The cholinesterase enzymes play a vital role in maintaining balanced levels of the neurotransmitter acetylcholine in the central nervous system. However, the overexpression of these enzymes results in hampered neurotransmission. Both the major forms of cholinesterase enzymes viz. acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) play a crucial role in blocking neurotransmission; therefore, in recent years, a strategy of dual cholinesterase inhibition is being explored. Herein, we developed an energy-optimized e-pharmacophore hypothesis AHHPRR from AChE-donepezil complex and screened a set of 15 scaffolds that were designed imaginarily. The ligand with N-(1-benzylpyridinium) benzamide framework has shown the highest fitness and volume score, which was chosen for synthesis and validation. A series of pyridinium benzamides were synthesized and screened for cholinesterase inhibition that led to the identification of 7b, a naphthalene containing N-(1-benzylpiperidine) benzamide as a potent dual AChE and BChE inhibitor with IC₅₀ values of 0.176, and 0.47 μM, respectively. The kinetic study indicated that 7b inhibits AChE in a non-competitive manner with Ki value of 0.21 μM, and BChE in a mixed-fashion with Ki of 0.15 μM. The observed mode of inhibition was corroborated with molecular docking studies. The MD simulation studies pointed out that both AChE and BChE undergo low conformational changes in complex with 7b. The benzamide 7b displayed high BBB permeability in PAMPA assay, which indicates its potential for further exploration in preclinical studies for Alzheimer's disease.

  DOI：

  10.1016/j.ejmech.2020.112761

文献信息

• QUINOLONES USEFUL AS INDUCIBLE NITRIC OXIDE SYNTHASE INHIBITORS
  申请人：Smith Nicholas D.

  公开号：US20080139558A1

  公开（公告）日：2008-06-12

  The present invention relates to novel quinolones of Formula I that inhibit inducible NOS synthase together with methods of synthesizing and using the compounds including methods for inhibiting or modulating nitric oxide synthesis and/or lowering nitric oxide levels in a patient by administering the compounds for the treatment of disease.

  本发明涉及抑制诱导型NOS合酶的新奎诺酮化合物（化学式I），以及合成和使用这些化合物的方法，包括通过向患者施用这些化合物来治疗疾病的抑制或调节一氧化氮合成和/或降低一氧化氮水平的方法。
• Kinase inhibitors
  申请人：Leysen Casimir Maria Dirk

  公开号：US20070191420A1

  公开（公告）日：2007-08-16

  The invention provides the use of a compound or a composition comprising said compound for inhibiting the activity of at least one kinase, other than ROCK kinase, in vitro or in vivo, pharmaceutical and/or veterinary compositions comprising such compounds, medical and veterinary uses of such compounds and the compounds themselves.

  本发明提供了使用一种化合物或含有该化合物的组合物来抑制体外或体内至少一种激酶的活性（ROCK激酶除外），以及含有该类化合物的药物和/或兽医组合物，该类化合物的医学和兽医用途以及化合物本身。
• Guest-Induced Multistep to Single-Step Spin-Crossover Switching in a 2-D Hofmann-Like Framework with an Amide-Appended Ligand
  作者：Manan Ahmed、Kasun S. A. Arachchige、Zixi Xie、Jason R. Price、Jace Cruddas、Jack K. Clegg、Benjamin J. Powell、Cameron J. Kepert、Suzanne M. Neville

  DOI：10.1021/acs.inorgchem.2c01253

  日期：2022.8.1

  A detailed study of the two-dimensional (2-D) Hofmann-like framework [Fe(furpy)2Pd(CN)4]·nG (furpy: N-(pyridin-4-yl)furan-2-carboxamide, G = H2O,EtOH (A·H2O,Et), and H2O (A·H2O)) is presented, including the structural and spin-crossover (SCO) implications of subtle guest modification. This 2-D framework is characterized by undulating Hofmann layers and an array of interlayer spacing environments─this

  详细研究二维（2-D）类霍夫曼骨架[Fe(furpy) 2 Pd(CN) 4 ]· n G (furpy: N- (pyridin-4-yl)furan-2-carboxamide, G = H 2 O,EtOH ( A ·H 2 O,Et) 和 H 2 O ( A ·H 2O)) 被提出，包括微妙的客体修饰的结构和自旋交叉 (SCO) 影响。这种二维框架的特点是起伏的霍夫曼层和一系列层间距环境——这是一种战略方法，我们通过包含具有多个主机-主机和主机-客体相互作用位点的配体来实现。变温磁化率研究揭示了A ·H 2 O,Et 的不对称多步 SCO 和A · H 2 O 的突然单步 SCO ，转变温度上升约 75 K。单晶分析显示原始A ·H 2 O,Et 的正交对称性，以独特的 Fe II为特征中心─多步SCO特征归因于局部配体取向。与直觉相反，A ·H 2 O 表现出三斜对称性，两个不等价的
• [EN] QUINOLONES USEFUL AS INDUCIBLE NITRIC OXIDE SYNTHASE INHIBITORS<br/>[FR] QUINOLONES UTILES EN TANT QU'INHIBITEURS DE L'OXYDE NITRIQUE SYNTHASE INDUCTIBLE
  申请人：KALYPSYS INC

  公开号：WO2007117778A9

  公开（公告）日：2009-05-22
• AZABICYCLIC COMPOUNDS FOR THE TREATMENT OF FIBROMYALGIA SYNDROME
  申请人：AstraZeneca AB

  公开号：EP1453828A2

  公开（公告）日：2004-09-08