N-(3-氯-4-氟苯基)-7-甲氧基-6-硝基喹唑啉-4-胺盐酸盐 | 1012057-48-5

• 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: N-(3-氯-4-氟苯基)-7-甲氧基-6-硝基喹唑啉-4-胺盐酸盐
• 英文名称: N-(3-chloro-4-fluorophenyl)-7-methoxy-6-nitroquinazolin-4-amine hydrochloride
• 英文别名: N-(3-chloro-4-fluorophenyl)-7-methoxy-6-nitroquinazolin-4-amine;hydrochloride
• CAS: 1012057-48-5
• 化学式: C₁₅H₁₀ClFN₄O₃*ClH
• 分子量: 385.182
• InChiKey: VDBBUPIYIMVWSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  92.9
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-(3-氯-4-氟苯基)-7-甲氧基-6-硝基喹唑啉-4-胺盐酸盐 在 盐酸 、 铁粉 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 以69%的产率得到N-(3-氯-4-氟苯基)-7-甲氧基-6-硝基喹唑啉-4-胺
  参考文献：
  名称：

  TARTRATE SALTS OF QUINAZOLINE BASED EGFR INHIBITORS CONTAINING A ZINC BINDING MOIETY

  摘要：

  本发明涉及含有锌结合基团的喹唑啉酸盐衍生物，这些衍生物是表皮生长因子受体酪氨酸激酶（EGFR-TK）的抑制剂，以及它们在治疗EGFR-TK相关疾病和疾病如癌症中的用途。这些酒石酸盐还可能作为HDAC抑制剂。

  公开号：

  US20090076022A1
• 作为产物：
  描述：

  7-氯-4(3H)-喹唑啉酮 在 硫酸 、 硝酸 、 sodium 、 三氯氧磷 作用下， 以 异丙醇 为溶剂， 反应 27.0h， 生成 N-(3-氯-4-氟苯基)-7-甲氧基-6-硝基喹唑啉-4-胺盐酸盐
  参考文献：
  名称：

  FORMULATION OF QUINAZOLINE BASED EGFR INHIBITORS CONTAINING A ZINC BINDING MOIETY

  摘要：

  本发明涉及一种包含环糊精和喹唑啉含锌结合基团衍生物的包含复合物的组合物。环糊精最好是β-环糊精或其衍生物。喹唑啉具有增强和意想不到的性质，作为表皮生长因子受体酪氨酸激酶（EGFR-TK）的抑制剂，以及它们在治疗EGFR-TK相关疾病和疾病如癌症中的用途。所述衍生物还可以作为HDAC抑制剂。

  公开号：

  US20090111772A1

文献信息

• QUINAZOLINE BASED EGFR INHIBITORS CONTAINING A ZINC BINDING MOIETY
  申请人：Qian Changgeng

  公开号：US20080194578A1

  公开（公告）日：2008-08-14

  The present invention relates to quinazoline containing zinc-binding moiety based derivatives that have enhanced and unexpected properties as inhibitors of epidermal growth factor receptor tyrosine kinase (EGFR-TK) and their use in the treatment of EGFR-TK related diseases and disorders such as cancer. The said derivatives may further act as HDAC inhibitors.

  本发明涉及含有锌结合基团的喹唑啉衍生物，具有增强和意外的抑制表皮生长因子受体酪氨酸激酶（EGFR-TK）的性质，并可用于治疗EGFR-TK相关的疾病和疾病，如癌症。所述衍生物还可以作为HDAC抑制剂。
• Multi-Functional Small Molecules as Anti-Proliferative Agents
  申请人：Cai Xiong

  公开号：US20080221132A1

  公开（公告）日：2008-09-11

  The present invention relates to the compositions, methods, and applications of a novel approach to selective inhibition of several cellular or molecular targets with a single small molecule. More specifically, the present invention relates to multi-functional small molecules wherein one functionality is capable of inhibiting histone deacetylases (HDAC) and the other functionality is capable of inhibiting a different cellular or molecular pathway involved in aberrant cell proliferation, differentiation or survival.

  本发明涉及一种新型选择性抑制多种细胞或分子靶点的组合物、方法和应用。更具体地说，本发明涉及多功能小分子，其中一种功能能够抑制组蛋白去乙酰化酶（HDAC），另一种功能能够抑制与异常细胞增殖、分化或存活有关的不同细胞或分子途径。
• [EN] MULTI-FUNCTIONAL SMALL MOLECULES AS ANTI-PROLIFERATIVE AGENTS<br/>[FR] PETITES MOLÉCULES MULTIFONCTIONNELLES SERVANT D'AGENTS ANTI-PROLIFÉRATIFS
  申请人：CURIS INC

  公开号：WO2008033747A3

  公开（公告）日：2008-12-04
• Discovery of 7-(4-(3-Ethynylphenylamino)-7-methoxyquinazolin-6-yloxy)-<i>N</i>-hydroxyheptanamide (CUDC-101) as a Potent Multi-Acting HDAC, EGFR, and HER2 Inhibitor for the Treatment of Cancer
  作者：Xiong Cai、Hai-Xiao Zhai、Jing Wang、Jeffrey Forrester、Hui Qu、Ling Yin、Cheng-Jung Lai、Rudi Bao、Changgeng Qian

  DOI：10.1021/jm901453q

  日期：2010.3.11

  By incorporating historic deacetylase (HDAC) inhibitory functionality into the pharmacophore of the epidermal growth factor receptor (EGFR) and human epidermal growth factor receptor 2 (HER2) inhibitors, we synthesized a novel series OF compounds with potent, multiacting HDAC, EGFR, and HER2 inhibition and identified 7-(4-(3-ethylphenylamino)-7-methoxyquinazolin-6-yloxy)-N-hydroxyheptanamide 8 (CUDC-101) as a drug Candidate, which is now in clinical development. 8 displays potent in vitro inhibitory activity against HDAC, EGFR, and HER2 with an IC50 of 4.4, 2.4, and 15.7 nM, respectively. In most tumor Cell lines tested, 8 exhibits efficient antiproliferative activity with greater potency than vorinostat (SAHA), erlotinib, lapatinib, and combinations of vorinostat/erlotinib and vorinostat/lapatinib. In vivo, 8 promotes tumor regression or inhibition in various cancer xenograft models including nonsmall cell lung cancer (NSCLC), liver, breast, head and neck, colon, and pancreatic cancers. These results Suggest that a single compound that simultaneously inhibits HDAC, EGFR, and HER2 may offer greater therapeutic benefits in cancer over single-acting agents through the interference with multiple pathways and potential synergy among HDAC and EGFR/HER2 inhibitors.
• MULTI-FUNCTIONAL SMALL MOLECULES AS ANTI-PROLIFERATIVE AGENTS
  申请人：Curis, Inc.

  公开号：EP2061772A2

  公开（公告）日：2009-05-27