6-tert-butyl-2-methylquinazolin-4(3H)-one | 1123685-10-8

• 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: 6-tert-butyl-2-methylquinazolin-4(3H)-one
• 英文别名: 6-tert-butyl-2-methyl-3H-quinazolin-4-one
• CAS: 1123685-10-8
• 化学式: C₁₃H₁₆N₂O
• 分子量: 216.283
• InChiKey: MWYOUPDFRUSPLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-tert-butyl-2-methylquinazolin-4(3H)-one 、 4-氯苯甲醛 在 溶剂黄146 作用下， 反应 12.0h， 以68.6%的产率得到6-tert-butyl-2-[(E)-2-(4-chlorophenyl)ethenyl]quinazolin-4(3H)-one
  参考文献：
  名称：

  Discovery and structure–activity relationships of 4-aminoquinazoline derivatives, a novel class of opioid receptor like-1 (ORL1) antagonists

  摘要：

  Synthesis and structure-activity relationship studies of a series of 4-aminoquinazoline derivatives led to the identification of (1R, 2S)-17, N-[(1R, 2S)-2-({2-[(4-chlorophenyl) carbonyl] amino-6-methylquinazolin-4-yl} amino) cyclohexyl] guanidine dihydrochloride, as a highly potent ORL1 antagonist with up to 3000-fold selectivity over the mu, delta, and kappa opioid receptors. Molecular modeling clarified the structural factors contributing to the high affinity and selectivity of (1R, 2S)-17. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.11.012
• 作为产物：
  描述：

  2-氨基-5-叔丁基苯甲酸 、 乙酸酐 在 氨 作用下， 以 水 为溶剂， 反应 7.0h， 以63%的产率得到6-tert-butyl-2-methylquinazolin-4(3H)-one
  参考文献：
  名称：

  Discovery and structure–activity relationships of 4-aminoquinazoline derivatives, a novel class of opioid receptor like-1 (ORL1) antagonists

  摘要：

  Synthesis and structure-activity relationship studies of a series of 4-aminoquinazoline derivatives led to the identification of (1R, 2S)-17, N-[(1R, 2S)-2-({2-[(4-chlorophenyl) carbonyl] amino-6-methylquinazolin-4-yl} amino) cyclohexyl] guanidine dihydrochloride, as a highly potent ORL1 antagonist with up to 3000-fold selectivity over the mu, delta, and kappa opioid receptors. Molecular modeling clarified the structural factors contributing to the high affinity and selectivity of (1R, 2S)-17. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.11.012

文献信息

• NOVEL GLP-1 RECEPTOR STABILIZERS AND MODULATORS
  申请人：Receptos, Inc.

  公开号：US20140336185A1

  公开（公告）日：2014-11-13

  Compounds that bind the glucagon-like peptide 1 (GLP-1) receptor, methods of their synthesis, methods of their therapeutic and/or prophylactic use, and methods of their use in stabilizing GLP-1 receptor in vitro for crystallization of the GLP-1 receptor are provided. Certain compounds may have activity as modulators or potentiators with respect to glucagon receptor, GIP receptor, GLP-1 and GLP-2 receptors, and PTH receptor on their own or in the presence of receptor ligands such as GIP (1-42), PTH (1-34), Glucagon (1-29), GLP-2 (1-33), GLP-1 (7-36), GLP-1 (9-36), oxyntomodulin and exendin variants.

  提供了结合胰高血糖素样肽1（GLP-1）受体的化合物，它们的合成方法，它们的治疗和/或预防使用方法，以及它们在体外稳定GLP-1受体用于GLP-1受体的晶化的使用方法。某些化合物可能具有作为调节剂或增强剂的活性，对于胰高血糖素受体，胰高血糖素样肽1和2受体以及PTH受体，它们可以单独使用或与受体配体如GIP（1-42），PTH（1-34），胰高血糖素（1-29），GLP-2（1-33），GLP-1（7-36），GLP-1（9-36），oxyntomodulin和exendin变体一起使用。
• US9278910B2
  申请人：——

  公开号：US9278910B2

  公开（公告）日：2016-03-08
• US9700543B2
  申请人：——

  公开号：US9700543B2

  公开（公告）日：2017-07-11
• Discovery and structure–activity relationships of 4-aminoquinazoline derivatives, a novel class of opioid receptor like-1 (ORL1) antagonists
  作者：Masahiko Okano、Jun Mito、Yasufumi Maruyama、Hirofumi Masuda、Tomoko Niwa、Shin-ichiro Nakagawa、Yoshitaka Nakamura、Akira Matsuura

  DOI：10.1016/j.bmc.2008.11.012

  日期：2009.1

  Synthesis and structure-activity relationship studies of a series of 4-aminoquinazoline derivatives led to the identification of (1R, 2S)-17, N-[(1R, 2S)-2-(2-[(4-chlorophenyl) carbonyl] amino-6-methylquinazolin-4-yl} amino) cyclohexyl] guanidine dihydrochloride, as a highly potent ORL1 antagonist with up to 3000-fold selectivity over the mu, delta, and kappa opioid receptors. Molecular modeling clarified the structural factors contributing to the high affinity and selectivity of (1R, 2S)-17. (c) 2008 Elsevier Ltd. All rights reserved.