m-tolyl-[2-(3,4,5-trimethoxy-phenyl)-quinazolin-4-yl]-amine | 362494-19-7

• 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: m-tolyl-[2-(3,4,5-trimethoxy-phenyl)-quinazolin-4-yl]-amine
• 英文别名: N-(3-methylphenyl)-2-(3,4,5-trimethoxyphenyl)quinazolin-4-amine
• CAS: 362494-19-7
• 化学式: C₂₄H₂₃N₃O₃
• 分子量: 401.465
• InChiKey: JAQNKKKYSKIHMZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  65.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  甲烷磺酸 、 m-tolyl-[2-(3,4,5-trimethoxy-phenyl)-quinazolin-4-yl]-amine 以 四氢呋喃 为溶剂， 以96%的产率得到m-tolyl-[2-(3,4,5-trimethoxy-phenyl)-quinazolin-4-yl]-amine methanesulfonic salt
  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

• US8936840B2
  申请人：——

  公开号：US8936840B2

  公开（公告）日：2015-01-20