N,N-dimethyl-N’-(2-phenylquinazolin-4-yl)ethane-1,2-diamine | 106823-85-2

• 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: N,N-dimethyl-N’-(2-phenylquinazolin-4-yl)ethane-1,2-diamine
• 英文别名: N,N-dimethyl-N'-(2-phenylquinazolin-4-yl)-ethane-1,2-diamine；N,N-dimethyl-N'-(2-phenyl-quinazolin-4-yl)-ethane-1,2-diamine；N1,N1-Dimethyl-N2-(2-phenylquinazolin-4-yl)ethane-1,2-diamine；N',N'-dimethyl-N-(2-phenylquinazolin-4-yl)ethane-1,2-diamine
• CAS: 106823-85-2
• 化学式: C₁₈H₂₀N₄
• 分子量: 292.384
• InChiKey: AKRXOIHOWVDUBX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  41
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090

反应信息

• 作为产物：
  描述：

  邻氨基三氟甲苯 在 正丁基锂 、 三氯化铁 、 对甲苯磺酸 、 sodium amide 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 46.75h， 生成 N,N-dimethyl-N’-(2-phenylquinazolin-4-yl)ethane-1,2-diamine
  参考文献：
  名称：

  Patterson, Steven E.; Janda, Lubomir; Strekowski, Lucjan, Journal of Heterocyclic Chemistry, 1992, vol. 29, # 4, p. 703 - 706

  摘要：

  DOI：

文献信息

• Heterocyclic Amplifiers of Phleomycin. VI. Some Phenylpurines, Phenylpteridines, Phenylquinazolines and Related Compounds
  作者：DJ Brown、K Mori

  DOI：10.1071/ch9850467

  日期：——

  Synthetic routes are described to a series of 2-, 6- and 8- phenylpurines , each with an appropriate S-or NH-linked side chain elsewhere in the molecule; to 2- and 4-phenylpteridines, each with a similar side chain and some with two additional C-methyl groups, to 2- and 4-phenylquinazolines, each equipped with an analogous side chain; and to two pyridinyl analogues of the above. Three of the above components are shown to have considerable activity as amplifiers of phleomycin -G in an in vitro bacterial system.

  本研究描述了一系列 2-、6-和 8-苯基嘌呤的合成路线，每种嘌呤在分子的其他部位都有适当的 S 或 NH 链接侧链；2-和 4-苯基蝶啶，每种蝶啶都有类似的侧链，有些蝶啶还带有两个额外的 C-甲基；2-和 4-苯基喹唑啉，每种喹唑啉都带有类似的侧链；以及上述喹唑啉的两种吡啶类似物。在体外细菌系统中，上述成分中的三种被证明具有相当高的活性，可作为 phleomycin -G 的扩增剂。
• Small molecule toll-like receptor (TLR) antagonists
  申请人：Lipford B. Grayson

  公开号：US20050119273A1

  公开（公告）日：2005-06-02

  The invention provides methods and compositions useful for modulating signaling through Toll-like receptors. The methods involve contacting a TLR-expressing cell with a small molecule having a core structure including at least two rings. Certain of the compounds are 4-primary amino quinolines. Many of the compounds and methods are useful specifically for inhibiting immune stimulation involving at least one of TLR9, TLR8, TLR7, and TLR3. The methods may have use in the treatment of autoimmunity, inflammation, allergy, asthma, graft rejection, graft versus host disease, infection, sepsis, cancer, and immunodeficiency.

  本发明提供了用于调节通过Toll样受体信号传导的方法和组合物。该方法涉及使用含有至少两个环的核心结构的小分子与表达TLR的细胞接触。其中某些化合物是4-主氨基喹啉。许多化合物和方法特别适用于抑制涉及至少一个TLR9、TLR8、TLR7和TLR3的免疫刺激。该方法可用于治疗自身免疫、炎症、过敏、哮喘、移植排斥、移植物抗宿主病、感染、败血症、癌症和免疫缺陷。
• Quinazolines useful as modulators of ion channels
  申请人：Gonzalez E. Jesus

  公开号：US20060217377A1

  公开（公告）日：2006-09-28

  The present invention relates to compounds useful as inhibitors of voltage-gated sodium channels and calcium channels. The invention also provides pharmaceutically acceptable compositions comprising the compounds of the invention and methods of using the compositions in the treatment of various disorders.

  本发明涉及一种作为电压门控钠通道和钙通道抑制剂有用的化合物。本发明还提供了包括本发明化合物的药学上可接受的组合物，并提供使用这些组合物治疗各种疾病的方法。
• QUINAZOLINES USEFUL AS MODULATORS OF ION CHANNELS
  申请人：Gonzalez, III Jesus E.

  公开号：US20100160316A1

  公开（公告）日：2010-06-24

  The present invention relates to compounds useful as inhibitors of voltage-gated sodium channels and calcium channels. The invention also provides pharmaceutically acceptable compositions comprising the compounds of the invention and methods of using the compositions in the treatment of various disorders.

  本发明涉及用作电压门控钠通道和钙通道抑制剂的化合物。本发明还提供了包含本发明化合物的药学上可接受的组合物，并提供了使用这些组合物治疗各种疾病的方法。
• Synthesis and SAR study of acridine, 2-methylquinoline and 2-phenylquinazoline analogues as anti-prion agents
  作者：H. Cope、R. Mutter、W. Heal、C. Pascoe、P. Brown、S. Pratt、B. Chen

  DOI：10.1016/j.ejmech.2006.05.002

  日期：2006.10

  Transmissible spongiform encephalopathies (TSEs) are thought to arise from aggregation of a protease resistant protein denoted PrPSc, which is a misfolded isoform of the normal cellular prion protein PrPC. Using virtual high-throughput screening we have selected structures analogous to acridine, 2-methyquinoline and 2-phenylquinazoline as potential therapeutic candidates for the treatment of TSEs. From the synthesis and screening of constructed libraries we have shown that an electron-rich aromatic ring attached through an amine linker to the position para to the ring nitrogen is beneficial to both binding to PrPC and the suppression of PrPSc accumulation for acridine and 2-methylquinoline analogues. 2-Phenylquinazoline analogues appear to utilise a different mode of action by binding at a different location and/or pose. We report IC(50)s in the nanomolar range. (c) 2006 Elsevier Masson SAS. All rights reserved.