[(2-naphthyl)methylidene](pyrid-2-yl)amine | 132455-37-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: [(2-naphthyl)methylidene](pyrid-2-yl)amine
• CAS: 132455-37-9
• 化学式: C₁₇H₁₄N₂
• 分子量: 246.312
• InChiKey: RXKJBNYZUNAVEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.85
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  25.25
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  2-氨甲基吡啶 、 2-萘甲醛 以 甲醇 为溶剂， 生成 [(2-naphthyl)methylidene](pyrid-2-yl)amine
  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

• Synthesis of oxetane/azetidine containing spirocycles via the 1,3-dipolar cycloaddition reaction
  作者：Benjamin Jones、Mitchell Proud、Visuvanathar Sridharan

  DOI：10.1016/j.tetlet.2016.05.053

  日期：2016.6

  Silver catalyzed 1,3-dipolar cycloaddition reactions between methyl 2-(oxetane/azetidine-3 ylidene)acetate as dipolarophiles and imines derived from α-amino acid methyl esters, 2-aminomethyl pyridine, and 2-aminomethyl pyrazine afforded oxetane/azetidine containing spirocycles in 40–77% yield. The use of 3-oxetanone used as the carbonyl compound thermal 1,3-dipolar cycloaddition reactions with secondary

  银催化双极性亲和剂2-（氧杂环丁烷/氮杂环丁烷-3亚基）乙酸甲酯与衍生自α-氨基酸甲酯，2-氨基甲基吡啶和2-氨基甲基吡嗪的亚胺之间的银催化的1,3-偶极环加成反应，得到含氧杂环丁烷/氮杂环丁烷螺环的产率为40-77％。使用3-氧杂环丁酮与羰基化合物与仲α-氨基酸或甲基酯进行热1,3-偶极环加成反应，可生成环己烷环氧化物环氧化物，收率为62-90％。