N-(6-(2-fluoro-6-(methylsulfonyl)phenoxy)quinazolin-4-yl)-3-methyl-1,2,4-thiadiazol-5-amine | 1192833-39-8

• 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-(6-(2-fluoro-6-(methylsulfonyl)phenoxy)quinazolin-4-yl)-3-methyl-1,2,4-thiadiazol-5-amine
• 英文别名: N-[6-(2-fluoro-6-methylsulfonylphenoxy)quinazolin-4-yl]-3-methyl-1,2,4-thiadiazol-5-amine
• CAS: 1192833-39-8
• 化学式: C₁₈H₁₄FN₅O₃S₂
• 分子量: 431.471
• InChiKey: KLYQDJNGFRQPRS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  144
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  2,3-difluoro(methylsulfonyl)benzene 、 4-[(3-methyl-1,2,4-thiadiazol-5-yl)amino]quinazolin-6-ol 在 potassium tert-butylate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 生成 N-(6-(2-fluoro-6-(methylsulfonyl)phenoxy)quinazolin-4-yl)-3-methyl-1,2,4-thiadiazol-5-amine
  参考文献：
  名称：

  Discovery and structure–activity relationships of a novel class of quinazoline glucokinase activators

  摘要：

  We describe design, syntheses and structure-activity relationships of a novel class of 4,6-disubstituted quinazoline glucokinase activators. Prototype quinazoline leads (4 and 5) were designed based on the X-ray analyses of the previous 2-aminobenzamide lead classes. Modifications of the quinazoline leads led to the identification of a potent GK activator (21d). (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.064

文献信息

• Discovery and structure–activity relationships of a novel class of quinazoline glucokinase activators
  作者：Tomoharu Iino、Yasuhiro Sasaki、Makoto Bamba、Morihiro Mitsuya、Akio Ohno、Kenji Kamata、Hideka Hosaka、Hiroko Maruki、Mayumi Futamura、Riki Yoshimoto、Sumika Ohyama、Kaori Sasaki、Masato Chiba、Norikazu Ohtake、Yasufumi Nagata、Jun-ichi Eiki、Teruyuki Nishimura

  DOI：10.1016/j.bmcl.2009.08.064

  日期：2009.10

  We describe design, syntheses and structure-activity relationships of a novel class of 4,6-disubstituted quinazoline glucokinase activators. Prototype quinazoline leads (4 and 5) were designed based on the X-ray analyses of the previous 2-aminobenzamide lead classes. Modifications of the quinazoline leads led to the identification of a potent GK activator (21d). (C) 2009 Elsevier Ltd. All rights reserved.