4-氯-6-(苯基甲氧基)-喹唑啉 | 1006890-44-3

• 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: 4-氯-6-(苯基甲氧基)-喹唑啉
• 英文名称: 4-chloro-6-(phenylmethoxy)-quinazoline
• 英文别名: 4-chloro-6-(phenylmethoxy)quinazoline；6-(benzyloxy)-4-chloroquinazoline；6-(Benzyloxy)-4-chloroquinazoline；4-chloro-6-phenylmethoxyquinazoline
• CAS: 1006890-44-3
• 化学式: C₁₅H₁₁ClN₂O
• 分子量: 270.718
• InChiKey: SDRQHBGBZGSCKZ-UHFFFAOYSA-N

物化性质

• 沸点：
  432.9±30.0 °C(Predicted)
• 密度：
  1.309±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 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：
  35
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-氯-6-(苯基甲氧基)-喹唑啉 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 甲醇 、 异丙醇 为溶剂， 反应 5.0h， 生成 4-[2-(4-Chlorophenyl)ethylamino]quinazolin-6-ol
  参考文献：
  名称：

  Discovery of quinazolines as a novel structural class of potent inhibitors of NF-κB activation

  摘要：

  We disclose here a new structural class of low-molecular-weight inhibitors of NF-kappaB activation that were designed and synthesized by starting from quinazoline derivative 6a. Structure-activity relationship (SAR) studies based on 6a elucidated the structural requirements essential for the inhibitory activity toward NF-kappaB transcriptional activation, and led to the identification of the 6-amino-4-phenethylaminoquinazoline skeleton as the basic framework. In this series of compounds, 11q, containing the 4-phenoxyphenethyl moiety at the C(4)-position, showed strong inhibitory effects on both NF-kappaB transcriptional activation and TNF-alpha production. Furthermore, 11q exhibited an anti-inflammatory effect on carrageenin-induced paw edema in rats. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00440-6
• 作为产物：
  描述：

  2-氨基-5-(苄氧基)苯甲酸 在 盐酸 、 氯化亚砜 、 氨 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-氯-6-(苯基甲氧基)-喹唑啉
  参考文献：
  名称：

  Discovery of quinazolines as a novel structural class of potent inhibitors of NF-κB activation

  摘要：

  We disclose here a new structural class of low-molecular-weight inhibitors of NF-kappaB activation that were designed and synthesized by starting from quinazoline derivative 6a. Structure-activity relationship (SAR) studies based on 6a elucidated the structural requirements essential for the inhibitory activity toward NF-kappaB transcriptional activation, and led to the identification of the 6-amino-4-phenethylaminoquinazoline skeleton as the basic framework. In this series of compounds, 11q, containing the 4-phenoxyphenethyl moiety at the C(4)-position, showed strong inhibitory effects on both NF-kappaB transcriptional activation and TNF-alpha production. Furthermore, 11q exhibited an anti-inflammatory effect on carrageenin-induced paw edema in rats. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00440-6

文献信息

• [EN] BENZOXAZEPINES AS INHIBITORS OF MTOR AND THEIR USE TO TREAT CANCER<br/>[FR] BENZOXAZÉPINES EN TANT QU'INHIBITEURS DE MTOR ET LEUR UTILISATION POUR TRAITER LE CANCER
  申请人：EXELIXIS INC

  公开号：WO2010135568A1

  公开（公告）日：2010-11-25

  The invention is directed to inhibitors of mTOR and pharmaceutically acceptable salts or solvates thereof, as well as methods of using them. The inhibitors are generally of structural formula : wherein the combination of R1 and R2 are as defined herein, and pharmaceutically acceptable salts thereof.

  这项发明涉及 mTOR 的抑制剂及其药用盐或溶剂，以及它们的使用方法。这些抑制剂通常具有以下结构式：其中 R1 和 R2 的组合如本文所定义，并且其药用盐。
• Benzoxazepines as Inhibitors of PI3K/mTOR and Methods of Their Use and Manufacture
  申请人：Rice Kenneth D.

  公开号：US20140080810A1

  公开（公告）日：2014-03-20

  The invention is directed to Compounds of Formula I: (I) and pharmaceutically acceptable salts or solvates thereof, as well as methods of treating using the compounds, methods for screening for inhibitor compounds and methods for identifying treatment regimens.

  本发明涉及化合物I式：（I）及其药学上可接受的盐或溶剂化物，以及使用该化合物进行治疗的方法，筛选抑制剂化合物的方法和确定治疗方案的方法。
• Structure–activity relationships of quinazoline derivatives: dual-acting compounds with inhibitory activities toward both TNF-α production and T Cell proliferation
  作者：Masanori Tobe、Yoshiaki Isobe、Hideyuki Tomizawa、Mitsuhiro Matsumoto、Fumihiro Obara、Takahiro Nagasaki、Hideya Hayashi

  DOI：10.1016/s0960-894x(00)00718-6

  日期：2001.2

  We synthesized 4-chlorophenethylaminoquinazoline derivatives and evaluated their inhibitory activities toward both TNF-alpha production and T cell proliferation responses; Compound 2f, containing a piperazine ring at the C(7)-position of the quinazoline ring, exhibited more potent inhibitory activities toward both than the lead compound 1a. A smaller N-substituent in the piperazine ring was required for inhibition of TNF-alpha production. (C) 2001 Elsevier Science Ltd. All rights reserved.
• BENZOXAZEPINES BASED P13K/MT0R INHIBITORS AGAINST PROLIFERATIVE DISEASES
  申请人：Exelixis, Inc.

  公开号：EP2432779A1

  公开（公告）日：2012-03-28
• BENZOXAZEPINES AS INHIBITORS OF PI3K/MTOR AND METHODS OF THEIR USE AND MANUFACTURE
  申请人：Exelixis, Inc.

  公开号：EP2640366A2

  公开（公告）日：2013-09-25