N-(3-氨基苯基)烟酰胺 | 63556-12-7

• 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: N-(3-氨基苯基)烟酰胺
• 英文名称: N-(3-aminophenyl)nicotinamide
• 英文别名: N-(3-aminophenyl)pyridine-3-carboxamide
• CAS: 63556-12-7
• 化学式: C₁₂H₁₁N₃O
• mdl: MFCD09045986
• 分子量: 213.239
• InChiKey: AOFYAWXZEPQFIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 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

• 危险等级：
  IRRITANT
• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  N-(3-氨基苯基)烟酰胺 、 苯甲酰氯 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 5.0h， 生成 N-(3-benzamidophenyl)pyridine-3-carboxamide
  参考文献：
  名称：

  Potent and selective inhibitors of the TASK-1 potassium channel through chemical optimization of a bis-amide scaffold

  摘要：

  TASK-1 is a two-pore domain potassium channel that is important to modulating cell excitability, most notably in the context of neuronal pathways. In order to leverage TASK-1 for therapeutic benefit, its physiological role needs better characterization; however, designing selective inhibitors that avoid the closely related TASK-3 channel has been challenging. In this study, a series of bis-amide derived compounds were found to demonstrate improved TASK-1 selectivity over TASK-3 compared to reported inhibitors. Optimization of a marginally selective hit led to analog 35 which displays a TASK-1 IC50=16 nM with 62-fold selectivity over TASK-3 in an orthogonal electrophysiology assay.

  DOI：

  10.1016/j.bmcl.2014.06.032
• 作为产物：
  描述：

  烟酰氯 在 sodium tetrahydroborate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 6.0h， 生成 N-(3-氨基苯基)烟酰胺
  参考文献：
  名称：

  Potent and selective inhibitors of the TASK-1 potassium channel through chemical optimization of a bis-amide scaffold

  摘要：

  TASK-1 is a two-pore domain potassium channel that is important to modulating cell excitability, most notably in the context of neuronal pathways. In order to leverage TASK-1 for therapeutic benefit, its physiological role needs better characterization; however, designing selective inhibitors that avoid the closely related TASK-3 channel has been challenging. In this study, a series of bis-amide derived compounds were found to demonstrate improved TASK-1 selectivity over TASK-3 compared to reported inhibitors. Optimization of a marginally selective hit led to analog 35 which displays a TASK-1 IC50=16 nM with 62-fold selectivity over TASK-3 in an orthogonal electrophysiology assay.

  DOI：

  10.1016/j.bmcl.2014.06.032

文献信息

• Diastereoselectively self-sorted low-symmetry binuclear metallomacrocycle and trinuclear metallocage
  作者：Srabani Srotoswini Mishra、Dillip Kumar Chand

  DOI：10.1039/d2dt01571d

  日期：——

  arrangement. However, one of the isomers of the Pd2L′2Lun2-type complex as well as the one for the Pd3Lun6-type complex are experimentally obtained. The exclusive formation of specific isomers could be predicted from the 1D/2D NMR study in the solution state and the DFT calculations in the gas phase/implicit solvent media. The formation of the predicted all-(1,1)-[Pd2(en)2Lun2](NO3)4 has been confirmed

  通过烟酸与过量间苯二胺的缩合合成吡啶/苯胺附加的不对称双单齿配体N- (3-氨基苯基)烟酰胺，L un 。Pd 2 L' 2 L un 2型的低对称双核配合物和Pd 3 L un 6型的极为罕见的三核配合物是由配体L un与顺式保护的钯( II )自组装产生的（即，PdL'）和钯（II），分别。两种异构体（即[(2,0), (2,0)] 和 [(1,1), (1,1)]-形式) 理论上可能用于 Pd 2 L' 2 L un 2型配合物，而九种异构体可以在 Pd 3 L un 6型排列的情况下可以设想。然而，Pd 2 L' 2 L un 2型络合物的异构体之一以及Pd 3 L un 6的异构体型复合物是通过实验获得的。可以通过溶液状态下的 1D/2D NMR 研究和气相/隐式溶剂介质中的 DFT 计算来预测特定异构体的排他性形成。预测的全-(1,1)-[Pd 2 (en) 2 L un 2 ](NO
• Neighboring Cage Participation for Assisted Construction of Self-Assembled Multicavity Conjoined Cages and Augmented Guest Binding
  作者：Srabani S. Mishra、Shobhana Krishnaswamy、Dillip Kumar Chand

  DOI：10.1021/jacs.3c10565

  日期：2024.2.21

  smaller one binds a nitrate, fluoride, chloride, or bromide. The Pd4L4 cage, having a central bigger Pd2L4 cavity and two smaller peripheral Pd2L4 cavities, binds one PZDO and two nitrate, fluoride, chloride, or bromide. The smaller cavity can be prepared individually from Pd(II) and bis-monodentate ligand (L4), however, in the presence of template like a nitrate, fluoride, chloride, or bromide; otherwise

  通过 Pd(NO 3 ) 2与设计的双单齿 ( L1 ) 络合制备了一组 Pd 2 L 4 、 Pd 3 L 4和 Pd 4 L 4型单腔、双腔和三腔笼。 、三单齿 ( L2 ) 和四单齿 ( L3 ) 配体。 Pd 2 L 4笼与Pd 3 L 6笼处于平衡状态；在 70 °C 或添加吡嗪-N,N'-二氧化物 (PZDO) 时，平衡转移至 Pd 2 L 4 。 Pd 2 L 4笼利用静电、分叉氢键和过度协调氢键相互作用结合PZDO分子。离散的Pd 3 L 4和Pd 4 L 4化合物是由不等尺寸的Pd 2 L 4笼（较大和较小）组成的连体笼。 Pd 3 L 4笼的较大单元选择性地结合PZDO，较小的单元结合硝酸盐、氟化物、氯化物或溴化物。 Pd 4 L 4笼具有一个较大的中央Pd 2 L 4空腔和两个较小的外围Pd 2 L 4空腔，结合一个PZDO和两个硝酸盐、氟化物、氯化物或溴化物。较小的空腔可以单独由
• US3966706A
  申请人：——

  公开号：US3966706A

  公开（公告）日：1976-06-29
• Potent and selective inhibitors of the TASK-1 potassium channel through chemical optimization of a bis-amide scaffold
  作者：Daniel P. Flaherty、Denise S. Simpson、Melissa Miller、Brooks E. Maki、Beiyan Zou、Jie Shi、Meng Wu、Owen B. McManus、Jeffrey Aubé、Min Li、Jennifer E. Golden

  DOI：10.1016/j.bmcl.2014.06.032

  日期：2014.8

  TASK-1 is a two-pore domain potassium channel that is important to modulating cell excitability, most notably in the context of neuronal pathways. In order to leverage TASK-1 for therapeutic benefit, its physiological role needs better characterization; however, designing selective inhibitors that avoid the closely related TASK-3 channel has been challenging. In this study, a series of bis-amide derived compounds were found to demonstrate improved TASK-1 selectivity over TASK-3 compared to reported inhibitors. Optimization of a marginally selective hit led to analog 35 which displays a TASK-1 IC50=16 nM with 62-fold selectivity over TASK-3 in an orthogonal electrophysiology assay.