tert-butyl 4-[2-[(3-bromopyridin-2-yl)amino]-2-oxoethyl]-3,6-dihydro-2H-pyridine-1-carboxylate | 1370352-77-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: tert-butyl 4-[2-[(3-bromopyridin-2-yl)amino]-2-oxoethyl]-3,6-dihydro-2H-pyridine-1-carboxylate
• CAS: 1370352-77-4
• 化学式: C₁₇H₂₂BrN₃O₃
• 分子量: 396.284
• InChiKey: GUHKKCAEBDWWOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  71.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-[2-[(3-bromopyridin-2-yl)amino]-2-oxoethyl]-3,6-dihydro-2H-pyridine-1-carboxylate 在 盐酸 、 四丁基溴化铵 、 palladium diacetate 作用下， 以 1,4-二氧六环 、 二甲胺 为溶剂， 反应 1.0h， 生成 2,3-dihydro-1H,1'H-spiro[pyridine-4,4'-[1,8]naphthyridin]-2'(3'H)-one
  参考文献：
  名称：

  Identification of N-substituted 8-azatetrahydroquinolone derivatives as selective and orally active M1 and M4 muscarinic acetylcholine receptors agonists

  摘要：

  We designed and synthesized N-substituted 8-azatetrahydroquinolone derivatives as selective M-1 and M-4 muscarinic acetylcholine receptors agonists. Optimization of selected derivatives led to the discovery of compound 7 as a highly potent M-1 and M-4 agonist with weak hERG inhibition. Oral administration of compound 7 improved psychosis-like behavior in rats. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.06.013
• 作为产物：
  描述：

  2-氨基-3-溴吡啶 、 4-(2-乙氧基-2-氧代乙基)-5,6-二氢吡啶-1(2H)-羧酸叔丁酯 在 三甲基铝 作用下， 以 二氯甲烷 为溶剂， 以23%的产率得到tert-butyl 4-[2-[(3-bromopyridin-2-yl)amino]-2-oxoethyl]-3,6-dihydro-2H-pyridine-1-carboxylate
  参考文献：
  名称：

  Identification of N-substituted 8-azatetrahydroquinolone derivatives as selective and orally active M1 and M4 muscarinic acetylcholine receptors agonists

  摘要：

  We designed and synthesized N-substituted 8-azatetrahydroquinolone derivatives as selective M-1 and M-4 muscarinic acetylcholine receptors agonists. Optimization of selected derivatives led to the discovery of compound 7 as a highly potent M-1 and M-4 agonist with weak hERG inhibition. Oral administration of compound 7 improved psychosis-like behavior in rats. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.06.013

文献信息

• Identification of N-substituted 8-azatetrahydroquinolone derivatives as selective and orally active M1 and M4 muscarinic acetylcholine receptors agonists
  作者：Kentaro Takai、Yasunao Inoue、Yasuko Konishi、Atsushi Suwa、Yoshiharu Uruno、Harumi Matsuda、Tomokazu Nakako、Mutsuko Sakai、Hiroyuki Nishikawa、Gakuji Hashimoto、Takeshi Enomoto、Atsushi Kitamura、Yasuaki Uematsu、Akihiko Kiyoshi、Takaaki Sumiyoshi

  DOI：10.1016/j.bmcl.2013.06.013

  日期：2013.8

  We designed and synthesized N-substituted 8-azatetrahydroquinolone derivatives as selective M-1 and M-4 muscarinic acetylcholine receptors agonists. Optimization of selected derivatives led to the discovery of compound 7 as a highly potent M-1 and M-4 agonist with weak hERG inhibition. Oral administration of compound 7 improved psychosis-like behavior in rats. (C) 2013 Elsevier Ltd. All rights reserved.