4-(3-azidophenylamino)-6-methoxyquinazolin-7-ol | 688025-27-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 4-(3-azidophenylamino)-6-methoxyquinazolin-7-ol
• 英文别名: 7-Quinazolinol, 4-[(3-azidophenyl)amino]-6-methoxy-；4-(3-azidoanilino)-6-methoxyquinazolin-7-ol
• CAS: 688025-27-6
• 化学式: C₁₅H₁₂N₆O₂
• 分子量: 308.299
• InChiKey: OOXDAEXNZPTLED-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  81.6
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-(3-azidophenylamino)-6-methoxyquinazolin-7-ol 在 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  Synthesis of AX7593, a Quinazoline-Derived Photoaffinity Probe for EGFR

  摘要：

  The synthesis of a photoaffinity probe for EGFR is described. O-Alkylation of 4-(meta-azidoanllino)-6-methoxy-7-hydroxy-quinazoline with a protected tetraethyleneglycol linker followed by the attachment of tetramethylrhodamine yielded the fluorescent probe AX7593. Photoaffinity labeling of EGFR by AX7593 (K-b = 280 nM) was shown to have an efficiency of 34% and to be competitive with the EGFR inhibitors PP2 and AG1478.

  DOI：

  10.1021/ol048656a
• 作为产物：
  描述：

  4-(3-aminophenylamino)-6-methoxyquinazolin-7-ol 在 溶剂黄146 、 sodium nitrite 、 sodium azide 作用下， 以 水 为溶剂， 反应 2.08h， 以20%的产率得到4-(3-azidophenylamino)-6-methoxyquinazolin-7-ol
  参考文献：
  名称：

  Synthesis of AX7593, a Quinazoline-Derived Photoaffinity Probe for EGFR

  摘要：

  The synthesis of a photoaffinity probe for EGFR is described. O-Alkylation of 4-(meta-azidoanllino)-6-methoxy-7-hydroxy-quinazoline with a protected tetraethyleneglycol linker followed by the attachment of tetramethylrhodamine yielded the fluorescent probe AX7593. Photoaffinity labeling of EGFR by AX7593 (K-b = 280 nM) was shown to have an efficiency of 34% and to be competitive with the EGFR inhibitors PP2 and AG1478.

  DOI：

  10.1021/ol048656a

文献信息

• [EN] NUCLEOTIDE-BINDING PROTEIN-DIRECTED PROBES AND METHODS OF THEIR SYNTHESIS AND USE<br/>[FR] SONDES DIRIGEES SUR DES PROTEINES SE LIANT AUX NUCLEOTIDES ET PROCEDES DE SYNTHESE ET D'UTILISATION CORRESPONDANTS
  申请人：ACTIVX BIOSCIENCES INC

  公开号：WO2004040003A2

  公开（公告）日：2004-05-13

  The present invention provides nucleotide binding protein-directed affinity probes ('NBAPS'), and methods of their preparation and use. The subject methods and compositions can provide enhanced simplicity and accuracy in identifying changes in the presence, amount, or activity of nucleotide binding proteins in a complex protein mixture, preferably kinases, and most preferably active forms of kinases, using NBAPs that bind to target nucleotide binding protein(s). The profiling methods described herein can have a number of steps leading to the identification of target nucleotide binding protein(s) in a complex protein mixture.