5-(4-(3,4-difluorobenzylamino)quinazolin-2-yl)benzene-1,2,3-triol | 1251839-88-9

• 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: 5-(4-(3,4-difluorobenzylamino)quinazolin-2-yl)benzene-1,2,3-triol
• 英文别名: 5-[4-[(3,4-Difluorophenyl)methylamino]quinazolin-2-yl]benzene-1,2,3-triol
• CAS: 1251839-88-9
• 化学式: C₂₁H₁₅F₂N₃O₃
• 分子量: 395.365
• InChiKey: DJTKHHMRYZHDIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  98.5
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  N-(3,4-difluorobenzyl)-2-(3,4,5-trimethoxyphenyl)quinazolin-4-amine 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 生成 5-(4-(3,4-difluorobenzylamino)quinazolin-2-yl)benzene-1,2,3-triol
  参考文献：
  名称：

  Design, synthesis, and evaluation of quinazoline T cell proliferation inhibitors

  摘要：

  We report here on a class of quinazoline molecules that inhibit T cell proliferation. The most potent compound N-p-tolyl-2-(3,4,5-trimethoxyphenyl) quinazolin-4-amine (S101) and its close analogs were found to inhibit the proliferation of T cells from human peripheral blood mononuclear cells (PBMC) and Jurkat cells, with IC50 in the sub-micromolar range. The inhibitor induced G2 cell cycle arrest but did not inhibit IL-2 secretion. The anti-proliferative effect correlated with inhibition of the tyrosine phosphorylation of SLP-76, a molecular element in the signaling pathway of the T cell receptor (TCR). The inhibitor restrained proliferation of lymphocytes with much higher potency than non-hematopoietic cells. This new class of specific T cell proliferation inhibitors may serve as lead molecules for the development of agents aimed at diseases in which T cell signaling plays a role and agents to induce tolerance to grafted tissues or organs. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.07.004

文献信息

• [EN] QUINAZOLINE-BASED T CELL PROLIFERATION INHIBITORS<br/>[FR] INHIBITEURS DE LA PROLIFÉRATION DES LYMPHOCYTES T À BASE DE QUINAZOLINE
  申请人：YISSUM RES DEV CO

  公开号：WO2011092695A1

  公开（公告）日：2011-08-04

  Quinazoline derivatives are provided that specifically inhibit proliferation of T cells without affecting the level of IL-2 secreted from said T cells. These compounds as well as pharmaceutical composition comprising them are useful for the treatment of indications mediated by T cell proliferation.

  提供了喹唑啉衍生物，它们特异性地抑制T细胞的增殖，而不影响来自该T细胞的IL-2分泌水平。这些化合物以及包含它们的药物组成物对于治疗由T细胞增殖介导的适应症是有用的。
• QUINAZOLINE-BASED T CELL PROLIFERATION INHIBITORS
  申请人：Levitzki Alexander

  公开号：US20130109706A1

  公开（公告）日：2013-05-02

  Quinazoline derivatives are provided that specifically inhibit proliferation of T cells without affecting the level of IL-2 secreted from said T cells. These compounds as well as pharmaceutical composition comprising them are useful for the treatment of indications mediated by T cell proliferation.

  提供了喹唑啉衍生物，可特异性抑制T细胞增殖，而不影响该T细胞分泌的IL-2水平。这些化合物以及包含它们的药物组合物对于治疗由T细胞增殖介导的症状是有用的。
• USE OF MICROFABRICATED DEVICES
  申请人：HAMMERSMITH IMANET LIMITED

  公开号：US20140316130A1

  公开（公告）日：2014-10-23

  This invention relates to the miniaturisation of radiosyntheses onto microfabricated devices, and in particular to use of microfabricated devices for radiosynthesis, isolation, and analysis of radiotracers for use in Positron Emission Tomography (PET).
• US8759363B2
  申请人：——

  公开号：US8759363B2

  公开（公告）日：2014-06-24