N-(2-萘基甲基)-2-氨甲基吡啶 | 1021122-67-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: N-(2-萘基甲基)-2-氨甲基吡啶
• 英文名称: N-(2-naphthylmethyl)-2-aminomethylpyridine
• 英文别名: 1-naphthalen-2-yl-N-(pyridin-2-ylmethyl)methanamine
• CAS: 1021122-67-7
• 化学式: C₁₇H₁₆N₂
• 分子量: 248.327
• InChiKey: QPACDEQWIZXQKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  24.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2-萘基甲基)-2-氨甲基吡啶 、 溴甲苯 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以77%的产率得到[benzyl-(2-naphthylmethyl)-amino]-2-methylpyridine
  参考文献：
  名称：

  Allosteric Functional Switch of Neurokinin A-Mediated Signaling at the Neurokinin NK2 Receptor: Structural Exploration

  摘要：

  The neurokinin NK2 receptor is known to pre-exist in equilibrium between at least three states: resting-inactive, calcium-triggering, and cAMP-producing. Its endogeneous ligand, NKA, mainly induces the calcium response. Using a FRET-based assay, we have previously discovered an allosteric modulator of the NK2 receptor that has the unique ability to discriminate among the two signaling pathways: calcium-signaling is not affected while CAMP signaling is significantly decreased. A series of compounds have been prepared and studied in order to better understand the structural determinants of this allosteric functional switch of a GPCR. Most of them display the same allosteric profile, with smooth pharmacomodulation. One compound however exhibits significantly improved modulatory properties of NKA induced signaling when compared to the original modulator.

  DOI：

  10.1021/jm900671k
• 作为产物：
  描述：

  [(2-naphthyl)methylidene](pyrid-2-yl)amine 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以550 mg的产率得到N-(2-萘基甲基)-2-氨甲基吡啶
  参考文献：
  名称：

  Allosteric Functional Switch of Neurokinin A-Mediated Signaling at the Neurokinin NK2 Receptor: Structural Exploration

  摘要：

  The neurokinin NK2 receptor is known to pre-exist in equilibrium between at least three states: resting-inactive, calcium-triggering, and cAMP-producing. Its endogeneous ligand, NKA, mainly induces the calcium response. Using a FRET-based assay, we have previously discovered an allosteric modulator of the NK2 receptor that has the unique ability to discriminate among the two signaling pathways: calcium-signaling is not affected while CAMP signaling is significantly decreased. A series of compounds have been prepared and studied in order to better understand the structural determinants of this allosteric functional switch of a GPCR. Most of them display the same allosteric profile, with smooth pharmacomodulation. One compound however exhibits significantly improved modulatory properties of NKA induced signaling when compared to the original modulator.

  DOI：

  10.1021/jm900671k

文献信息

• Redox‐Neutral Metal‐Free Three‐Component Carbonylative Dearomatization of Pyridine Derivatives with CO ₂
  作者：Alessandro Cerveri、Stefano Pace、Magda Monari、Marco Lombardo、Marco Bandini

  DOI：10.1002/chem.201904359

  日期：2019.12.2

  methodology enables the realization of densely functionalized imidazo-pyridinones in high yields (up to 93 %) and excellent chemoselectivity. Combined computational and experimental investigations revealed an unprecedented RCOCl/TBD concerted electrophilic activation of carbon dioxide.

  吡啶-2-甲胺的TBD（1,3,5-三氮杂双环癸-5-烯）辅助的三组分羰基化是通过CO2作为良性CO替代物记录的。氧化还原中性方法能够以高收率（高达93％）和优异的化学选择性实现稠密官能化的咪唑并吡啶酮。组合的计算和实验研究表明，前所未有的RCOCl / TBD协同作用了二氧化碳的亲电活化。