ethyl 4-[(2-oxospiro[1H-pyrido[2,3-d][1,3]oxazine-4,4'-piperidine]-1'-yl)methyl]piperidine-1-carboxylate | 1370352-56-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: ethyl 4-[(2-oxospiro[1H-pyrido[2,3-d][1,3]oxazine-4,4'-piperidine]-1'-yl)methyl]piperidine-1-carboxylate
• CAS: 1370352-56-9
• 化学式: C₂₀H₂₈N₄O₄
• 分子量: 388.467
• InChiKey: BOMYBXNCZBOHBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  84
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 4-[(2-oxospiro[1H-pyrido[2,3-d][1,3]oxazine-4,4'-piperidine]-1'-yl)methyl]piperidine-1-carboxylate 、 碘甲烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 Ethyl 4-[(1'-methyl-2'-oxospiro[piperidine-4,4'-pyrido[2,3-d][1,3]oxazine]-1-yl)methyl]piperidine-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
• 作为产物：
  描述：

  4-甲酰基哌啶-1-羧酸乙酯 、 螺[哌啶-4,4-[4h]吡啶并[2,3-d][1,3]噁嗪]-2(1h)-酮 在 三乙酰氧基硼氢化钠 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 ethyl 4-[(2-oxospiro[1H-pyrido[2,3-d][1,3]oxazine-4,4'-piperidine]-1'-yl)methyl]piperidine-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.