7-nitro-4-anilinoquinazoline | 171744-89-1

• 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: 7-nitro-4-anilinoquinazoline
• 英文别名: 7-nitro-N-phenylquinazolin-4-amine；(7-nitro-quinazolin-4-yl)-phenyl-amine；(7-Nitro-chinazolin-4-yl)-phenyl-amin
• CAS: 171744-89-1
• 化学式: C₁₄H₁₀N₄O₂
• 分子量: 266.259
• InChiKey: FHPNEDYOQKPVMZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 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：
  83.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-nitro-4-anilinoquinazoline 在 溶剂黄146 、 锌 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以19%的产率得到N⁴-phenylquinazoline-4,7-diamin
  参考文献：
  名称：

  评估用于化学蛋白质组学应用的位点多样化、完全功能化的二氮丙啶探针

  摘要：

  基于几种已上市的 EGFR 靶向药物共享的支架，构建了一系列位点多样化、功能齐全的二氮丙啶探针。位点多样化探针工具包对蛋白质靶点的综合分析不仅揭示了更完整的靶点空间并有助于提示假阳性靶点，而且揭示了多域靶点-配体相互作用的动态事件。

  DOI：

  10.1039/d2cc03868d
• 作为产物：
  描述：

  2-氨基-4-硝基苯甲酸 在 氯化亚砜 、 甲酸铵 作用下， 以 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 18.5h， 生成 7-nitro-4-anilinoquinazoline
  参考文献：
  名称：

  苯基脲偶联喹唑啉类化合物及其制备方法、药 物组合物及药物用途

  摘要：

  本发明提供一种式(I)所示的苯基脲偶联喹唑啉类化合物或其药学上可接受的盐，其中，R1为H;Br、Cl或F;‑CH3、‑CH2‑CH3、‑CH2(CH3)2或‑CF3;‑O‑CH3、‑O‑CH2‑CH3或‑O‑CH2(CH3）2；‑C≡CH或‑C≡N;n1为1、2、3、4或5;R2或R3之一为式(II)所示的基团;R4为H;Br、Cl或F;‑CH3、‑CH3‑CH3、‑CH2(CH3)2或‑CF3;‑O‑CH3、‑O‑CH2‑CH3或‑O‑CH2(CH3)2;‑NH2;或‑NO2;n2为1、2、3、4或5;R2或R3中的另外一个为H、‑O‑CH3、‑O‑CH2‑CH3、‑O‑CH2(CH3)2、或

  公开号：

  CN103382182B

文献信息

• COMPOUNDS AND METHODS FOR INHIBITING VACUOLAR ATPASE
  申请人：ZHANG Chao

  公开号：US20170174638A1

  公开（公告）日：2017-06-22

  A compound of Formula II, is provided. R 1 , R 2 and R 3 are independently either hydrogen, alkyl, aryl, halogen, alkoxy, nitro, amino or hydroxyl. X is either F, Cl, Br, I or CN. Y is either N or CH. Compositions that include Formula II can be used to inhibit vacuolar H + ATPase.

  提供了一种化合物，其化学式为II。R1、R2和R3可以独立地是氢、烷基、芳基、卤素、烷氧基、硝基、氨基或羟基。X可以是F、Cl、Br、I或CN。Y可以是N或CH。包含化学式II的组合物可用于抑制液泡H+ATPase。
• 88. The chemistry of simple heterocyclic systems. Part I. Reactions of 6- and 7-nitro-4-hydroxyquinazoline and their derivatives
  作者：J. S. Morley、J. C. E. Simpson

  DOI：10.1039/jr9480000360

  日期：——
• Development of Specific, Irreversible Inhibitors for a Receptor Tyrosine Kinase EphB3
  作者：Alvin Kung、Ying-Chu Chen、Marianne Schimpl、Feng Ni、Jianfa Zhu、Maurice Turner、Henrik Molina、Ross Overman、Chao Zhang

  DOI：10.1021/jacs.6b05483

  日期：2016.8.24

  Erythropoietin-producing human hepatocellular carcinoma (Eph) receptor tyrosine kinases (RTKs) regulate a variety of dynamic cellular events, including cell protrusion, migration, proliferation, and cell fate determination. Small-molecule inhibitors of Eph kinases are valuable tools for dissecting the physiological and pathological roles of Eph. However, there is a lack of small-molecule inhibitors that are selective for individual Eph isoforms due to the high homology within the family. Herein, we report the development of the first potent and specific inhibitors of a single Eph isoform, EphB3. Through structural bioinformatic analysis, we identified a cysteine in the hinge region of the EphB3 kinase domain, a feature that is not shared with any other human kinases. We synthesized and characterized a series of electrophilic quinazolines to target this unique, reactive feature in EphB3. Some of the electrophilic quinazolines selectively and potently inhibited EphB3 both in vitro and in cells. Cocrystal structures of EphB3 in complex with two quinazolines confirmed the covalent linkage between the protein and the inhibitors. A "clickable" version of an optimized inhibitor was created and employed to verify specific target engagement in the whole proteome and to probe the extent and kinetics of target engagement of existing EphB3 inhibitors. Furthermore, we demonstrate that the autophosphorylation of EphB3 within the juxtamembrane region occurs in trans using a specific inhibitor. These exquisitely specific inhibitors will facilitate the dissection of EphB3's role in various biological processes and disease contribution.