| 1552297-72-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• CAS: 1552297-72-9
• 化学式: C₁₆H₂₀F₃N₃O₃
• 分子量: 359.348
• InChiKey: GJOOPJUEIMJSIY-LLVKDONJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.39
• 重原子数：
  25.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  71.53
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  在 盐酸 、 sodium dihydrogenphosphate dihydrate 、 2-甲基-2-丁烯 、 sodium chlorite 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 正己烷 、 水 、 叔丁醇 为溶剂， 反应 2.0h， 生成 methyl (R)-2-(8-(trifluoromethyl)-2,3,4,5-tetrahydro-1H-pyrido[2,3-e][1,4]diazepin-5-yl)acetate
  参考文献：
  名称：

  Discovery of novel chiral diazepines as bombesin receptor subtype-3 (BRS-3) agonists with low brain penetration

  摘要：

  The discovery and optimization of a novel series of BRS-3 agonists are described. We explored a potent BRS-3 agonist with low brain penetration to avoid an adverse effect derived from central nervous system exposure. Through the derivatization process, chiral diazepines 9f and 9g were identified as possessing low brain penetration as well as potent in vitro activity against human and mouse BRS-3s. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.106
• 作为产物：
  描述：

  N-{(1R)-1-[2-chloro-6-(trifluoromethyl)pyridin-3-yl]but-3-en-1-yl}-2-methylpropane-2-sulfinamide 在 盐酸 、 sodium periodate 、 四氧化锇 、 三乙酰氧基硼氢化钠 、 N-甲基吗啉氧化物 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 N-甲基吡咯烷酮 、 二氯甲烷 、 水 、 乙酸乙酯 、 异丙醇 、 丙酮 为溶剂， 反应 35.5h， 生成
  参考文献：
  名称：

  Synthesis and biological evaluation of novel chiral diazepine derivatives as bombesin receptor subtype-3 (BRS-3) agonists incorporating an antedrug approach

  摘要：

  Novel compounds based on the lead BRS-3 agonists from our HTS compounds 2a and 2b have been synthesized with the focus on obtaining peripheral BRS-3 agonists. To identify potent anti-obesity compounds without adverse effects on the central nerve system, a labile carboxylic ester with an antedrug functionality was introduced onto the terminal position. Through the extensive synthetic exploration and the pharmacokinetic studies of oral administration in mice, the phenol ester 17c was selected due to the most suitable pharmacological profile. In the evaluation of food intake suppression in B6 mice, 17c showed significant in vivo efficacy and no clear adverse effect on heart rate and blood pressure change in dog iv infusion. Our study paved the way for development of anti-diabetes and obesity drugs with a safer profile. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.11.018