2-chloro-6-methyl-7,8-dihydro-1,6-naphthyridin 5(6H)-one | 1226898-95-8

• 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: 2-chloro-6-methyl-7,8-dihydro-1,6-naphthyridin 5(6H)-one
• 英文别名: 2-chloro-6-methyl-7,8-dihydro-6H-[1,6]naphthyridin-5-one；2-Chloro-6-methyl-7,8-dihydro-1,6-naphthyridin-5(6h)-one；2-chloro-6-methyl-7,8-dihydro-1,6-naphthyridin-5-one
• CAS: 1226898-95-8
• 化学式: C₉H₉ClN₂O
• 分子量: 196.636
• InChiKey: FKSSVJHAWRIFGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  33.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-chloro-6-methyl-7,8-dihydro-1,6-naphthyridin 5(6H)-one 在 bis-triphenylphosphine-palladium(II) chloride 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 copper(l) iodide 、 三乙胺 、 N,N-二异丙基乙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 生成 6-methyl-2-phenylethynyl-7,8-dihydro-6H-1,6-naphthyridin-5-one
  参考文献：
  名称：

  Efficacy switching SAR of mGluR5 allosteric modulators: Highly potent positive and negative modulators from one chemotype

  摘要：

  A series of metabotropic glutamate 5 receptor (mGluR5) allosteric ligands with positive, negative or no modulatory efficacy is described. The ability of this series to yield both mGluR5 PAMs and NAMs with single-digit nanomolar potency is unusual, and the underlying SAR is detailed. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.103
• 作为产物：
  描述：

  7,8-二氢-1,6-萘啶-5(6H)-酮 在 sodium hydride 、 间氯过氧苯甲酸 、 三氯氧磷 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.61h， 生成 2-chloro-6-methyl-7,8-dihydro-1,6-naphthyridin 5(6H)-one
  参考文献：
  名称：

  Efficacy switching SAR of mGluR5 allosteric modulators: Highly potent positive and negative modulators from one chemotype

  摘要：

  A series of metabotropic glutamate 5 receptor (mGluR5) allosteric ligands with positive, negative or no modulatory efficacy is described. The ability of this series to yield both mGluR5 PAMs and NAMs with single-digit nanomolar potency is unusual, and the underlying SAR is detailed. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.103

文献信息

• 稠环化合物、药物组合物和应用
  申请人：上海赛默罗德生物科技有限公司

  公开号：CN117069724A

  公开（公告）日：2023-11-17

  本发明公开了一种稠环化合物、药物组合物和应用。具体公开了如式I所示的咪唑并哒嗪衍生物、其立体异构体、其互变异构体，或前述任一者的药学上可接受的盐，或前述任一者的溶剂合物。该类化合物对含有α2/3亚基的GABAA受体具有较高亲和性。#imgabs0#
• [EN] (DIHYDRO)NAPHTHYRIDINONE DERIVATIVES AS HISTAMINE H3 RECEPTOR ANTAGONISTS<br/>[FR] DÉRIVÉS (DIHYDRO)NAPHTHYRIDINONE COMME ANTAGONISTES DU RÉCEPTEUR H3 DE L'HISTAMINE
  申请人：EVOTEC NEUROSCIENCES GMBH

  公开号：WO2010052222A1

  公开（公告）日：2010-05-14

  The invention relates to compounds of formula (I), wherein X1a, X2a, X1 to X5, n and R have the meaning as cited in the description and the claims. Said compounds are useful as Histamine H3 receptor antagonists. The invention also relates to pharmaceutical compositions, the preparation of such compounds as well as the production and use as medicament.
• Efficacy switching SAR of mGluR5 allosteric modulators: Highly potent positive and negative modulators from one chemotype
  作者：Anette Graven Sams、Gitte Kobberøe Mikkelsen、Robbin M. Brodbeck、Xiaosui Pu、Andreas Ritzén

  DOI：10.1016/j.bmcl.2011.03.103

  日期：2011.6

  A series of metabotropic glutamate 5 receptor (mGluR5) allosteric ligands with positive, negative or no modulatory efficacy is described. The ability of this series to yield both mGluR5 PAMs and NAMs with single-digit nanomolar potency is unusual, and the underlying SAR is detailed. (C) 2011 Elsevier Ltd. All rights reserved.