4-chloro-2-((E)-styryl)-quinazoline | 1207435-84-4

• 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-chloro-2-((E)-styryl)-quinazoline
• 英文别名: (E)-4-chloro-2-styrylquinazoline；4-chloro-2-(E)-styrylquinazoline；4-chloro-2-[(E)-2-phenylethenyl]quinazoline
• CAS: 1207435-84-4
• 化学式: C₁₆H₁₁ClN₂
• 分子量: 266.73
• InChiKey: WFEPOTSBXBRLNJ-ZHACJKMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 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：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-chloro-2-((E)-styryl)-quinazoline 、 2,4,6-三氟苯胺 在 4-二甲氨基吡啶 、 三乙胺 作用下， 反应 20.0h， 以75.1%的产率得到(E)-2-styryl-N-(2,4,6-trifluorophenyl)-4-aminoquinazoline
  参考文献：
  名称：

  Synthesis, Inhibitory Activity, and In Silico Modeling of Selective COX-1 Inhibitors with a Quinazoline Core

  摘要：

  DOI：

  10.1021/acsmedchemlett.1c00004
• 作为产物：
  描述：

  (E)-2-styrylquinazolin-4(3H)-one 在 N,N-二甲基苯胺 、 三氯氧磷 作用下， 以 苯 为溶剂， 反应 3.0h， 以81%的产率得到4-chloro-2-((E)-styryl)-quinazoline
  参考文献：
  名称：

  Investigating Biological Activity Spectrum for Novel Styrylquinazoline Analogues

  摘要：

  本研究制备了一系列环取代的 2-苯乙烯基喹唑啉-4(3H)-酮和 4-氯-2-苯乙烯基喹唑啉衍生物。文中介绍了所讨论化合物的合成方法。化合物通过 RP-HPLC 进行分析，以确定其亲油性。测试了这些化合物对菠菜叶绿体光合电子传递（PET）的抑制活性。此外，还针对四种分枝杆菌菌株和八种真菌菌株对合成的化合物进行了体外初筛。一些化合物显示出与标准异烟肼相当或更高的生物活性。研究发现，R 取代基的电子特性，而不是化合物的总亲油性，对测试化合物的光合作用抑制活性起着决定性作用。

  DOI：

  10.3390/molecules14104246

文献信息

• [EN] STYRYL QUINAZOLINE DERIVATIVES AS PHARMACEUTICALLY ACTIVE AGENTS<br/>[FR] DÉRIVÉS STYRYL QUINAZOLINE UTILISÉS COMME AGENTS PHARMACEUTIQUEMENT ACTIFS
  申请人：VICHEM CHEMIE KUTATÓ KFT

  公开号：WO2015019121A1

  公开（公告）日：2015-02-12

  The present invention relates to styryl quinazoline derivatives of the general formula (I) and pharmaceutically acceptable solvates, hydrates, salts, regioisomeric and polymorphic forms thereof as well as pharmaceutical compositions containing at least one of the described compounds as pharmaceutically active agent. The compounds have been identified as new drug candidates for the prevention and/or treatment of diseases related to disfunction(s) of hematopoiesis and cancer or any other form of neo- or hyperplasias related to Fms-like tyrosine kinase 3 (FLT3) containing Internal Tandem Duplications (ITD), especially in the case of myeloid leukemia. The compounds have been also identified as new drug candidates as antibacterial agents (having bactericidal or bacteriostatic activity) which can be used for the prevention and/or treatment of bacterial infectious diseases. ˙

  本发明涉及通式（I）的芳基喹唑啉衍生物以及药学上可接受的溶剂化合物、水合物、盐、异构体和多晶形式，以及包含至少一种所述化合物作为药学活性剂的药物组合物。这些化合物已被确认为预防和/或治疗与造血功能异常和癌症或与含有内部串联重复（ITD）的Fms样酪氨酸激酶3（FLT3）相关的疾病有关的新药候选化合物，特别是在髓样白血病的情况下。这些化合物还被确认为新的抗菌剂候选药物（具有杀菌或抑菌活性），可用于预防和/或治疗细菌感染性疾病。
• STYRYL QUINAZOLINE DERIVATIVES AS PHARMACEUTICALLY ACTIVE AGENTS
  申请人：VICHEM CHEMIE KUTATÓ KFT.

  公开号：US20160194291A1

  公开（公告）日：2016-07-07

  The present invention relates to styryl quinazoline derivatives of the general formula (I) and pharmaceutically acceptable solvates, hydrates, salts, regioisomeric and polymorphic forms thereof as well as pharmaceutical compositions containing at least one of the described compounds as pharmaceutically active agent. The compounds have been identified as new drug candidates for the prevention and/or treatment of diseases related to disfunction(s) of hematopoiesis and cancer or any other form of neo- or hyperplasias related to Fms-like tyrosine kinase 3 (FLT3) containing Internal Tandem Duplications (ITD), especially in the case of myeloid leukemia. The compounds have been also identified as new drug candidates as antibacterial agents (having bactericidal or bacteriostatic activity) which can be used for the prevention and/or treatment of bacterial infectious diseases.

  本发明涉及一般式（I）的苯乙烯基喹唑啉衍生物及其药学上可接受的溶剂化物、水合物、盐、区域异构体和多晶形式，以及包含所述化合物中至少一种作为药学活性剂的制药组合物。这些化合物已被确定为新药候选物，用于预防和/或治疗与造血功能障碍和癌症或与含有内部串联重复（ITD）的Fms样酪氨酸激酶3（FLT3）相关的任何形式的新生或增生有关的疾病，特别是髓系白血病的情况。这些化合物还被确定为新的抗菌剂（具有杀菌或抑菌活性），可用于预防和/或治疗细菌感染性疾病。
• Investigating the anti-proliferative activity of styrylazanaphthalenes and azanaphthalenediones
  作者：Anna Mrozek-Wilczkiewicz、Danuta S. Kalinowski、Robert Musiol、Jacek Finster、Agnieszka Szurko、Katarzyna Serafin、Magdalena Knas、Sishir K. Kamalapuram、Zaklina Kovacevic、Josef Jampilek、Alicja Ratuszna、Joanna Rzeszowska-Wolny、Des R. Richardson、Jaroslaw Polanski

  DOI：10.1016/j.bmc.2010.02.025

  日期：2010.4

  A group of styrylazanaphthalenes and azanaphthalenediones were synthesized and tested for their anti-proliferative activity. Most of the compounds were obtained with the use of microwave-assisted synthesis. The lipophilicity of the compounds was measured by RP-HPLC and their anti-proliferative activity was assayed against the human SK-N-MC neuroepithelioma and HCT116 human colon carcinoma cell lines. Active compounds were also tested in clonogenity and comet assays. Several quinazolinone and styrylquinazoline analogues were found to have markedly greater anti-proliferative activity than desferoxamine and cis-platin. (C) 2010 Elsevier Ltd. All rights reserved.
• BOTROS S.; SHABAN M., PHARMAZIE, 1978, 33, NO 10, 646-647
  作者：BOTROS S.、 SHABAN M.

  DOI：——

  日期：——
• US9951029B2
  申请人：——

  公开号：US9951029B2

  公开（公告）日：2018-04-24