2-(2-吡啶基)-1,8-萘啶-4-羧酸 | 855521-71-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 中文名称: 2-(2-吡啶基)-1,8-萘啶-4-羧酸
• 英文名称: 2-(pyrid-2-yl)-1,8-naphthyridine-4-carboxylic acid
• 英文别名: 2-pyridin-2-yl-[1,8]naphthyridine-4-carboxylic acid；2-(Pyridin-2-yl)-1,8-naphthyridine-4-carboxylic acid；2-pyridin-2-yl-1,8-naphthyridine-4-carboxylic acid
• CAS: 855521-71-0
• 化学式: C₁₄H₉N₃O₂
• 分子量: 251.244
• InChiKey: CSNXSFRPBWFMMI-UHFFFAOYSA-N

物化性质

• 熔点：
  >250℃
• 密度：
  1.387

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  76
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-乙酰基吡啶 、 [2-(pivaloylamino)pyrid-3-yl]oxoacetic acid ethyl ester 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 48.0h， 以94%的产率得到2-(2-吡啶基)-1,8-萘啶-4-羧酸
  参考文献：
  名称：

  Direct Access to 4-Carboxy-1,8-naphthyridines and Related Compounds through Pfitzinger-Type Chemistry

  摘要：

  The 4-carboxy-1,8-naphthyrid-2-yl moiety is a useful ligand component in that it promotes lower energy electronic absorption in its metal complexes and also provides a useful tether for anchoring the ligand to a semiconductor surface. The synthon [2-(pivaloylamino)pyrid-3-yl]oxoacetic acid ethyl ester can be easily obtained in two steps from 2-aminopyridine. The Pfitzinger-type condensation of this molecule with a 2-acetylazaaromatic species in ethanolic KOH, after acidification, directly provides bi- and tridentate ligands containing the 4-carboxy-1,8-naphthyrid-2-yl moiety.

  DOI：

  10.1021/jo800456r

文献信息

• [EN] NAPHTHYRIDINE DERIVATIVES AND THEIR USE AS MODULATORS OF MUSCARINIC RECEPTORS<br/>[FR] DERIVES DE NAPHTYRIDINE ET LEUR UTILISATION EN TANT QUE MODULATEURS DE RECEPTEURS MUSCARINIQUES
  申请人：VERTEX PHARMA

  公开号：WO2005056552A1

  公开（公告）日：2005-06-23

  A compound of formula (I) wherein: Ring A is aryl or heteroaryl; one of V, W, Y or Z is nitrogen and the other of V, W, Y and Z are -C(R5)-; modulate muscarinic receptors and are useful for treating muscarinic receptor mediated diseases.

  式（I）的化合物中：环A是芳基或杂环基；V、W、Y或Z中的一个是氮，另一个是-C(R5)-；调节肌胆碱受体，用于治疗肌胆碱受体介导的疾病。
• Modulators of muscarinic receptors
  申请人：Grootenhuis D.J. Peter

  公开号：US20050171141A1

  公开（公告）日：2005-08-04

  The modulator compounds described herein modulate muscarinic receptors and are useful for treating muscarinic receptor mediated diseases.

  这里描述的调节剂化合物可以调节毒蕈碱受体，并且适用于治疗毒蕈碱受体介导的疾病。
• NAPHTHYRIDINE DERIVATIVES AND THEIR USE AS MODULATORS OF MUSCARINIC RECEPTORS
  申请人：VERTEX PHARMACEUTICALS INCORPORATED

  公开号：EP1709045A1

  公开（公告）日：2006-10-11
• US7446112B2
  申请人：——

  公开号：US7446112B2

  公开（公告）日：2008-11-04
• Direct Access to 4-Carboxy-1,8-naphthyridines and Related Compounds through Pfitzinger-Type Chemistry
  作者：Ruifa Zong、Hui Zhou、Randolph P. Thummel

  DOI：10.1021/jo800456r

  日期：2008.6.1

  The 4-carboxy-1,8-naphthyrid-2-yl moiety is a useful ligand component in that it promotes lower energy electronic absorption in its metal complexes and also provides a useful tether for anchoring the ligand to a semiconductor surface. The synthon [2-(pivaloylamino)pyrid-3-yl]oxoacetic acid ethyl ester can be easily obtained in two steps from 2-aminopyridine. The Pfitzinger-type condensation of this molecule with a 2-acetylazaaromatic species in ethanolic KOH, after acidification, directly provides bi- and tridentate ligands containing the 4-carboxy-1,8-naphthyrid-2-yl moiety.