5,8-二甲氧基-3,4-二氢喹啉-2(1H)-酮 | 61306-74-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 5,8-二甲氧基-3,4-二氢喹啉-2(1H)-酮
• 英文名称: 5,8-dimethoxy-3,4-dihydrocarbostyril
• 英文别名: 5,8-Dimethoxy-3,4-dihydroquinolin-2(1H)-one；5,8-dimethoxy-3,4-dihydro-1H-quinolin-2-one
• CAS: 61306-74-9
• 化学式: C₁₁H₁₃NO₃
• 分子量: 207.229
• InChiKey: DTISIMIVIVPNEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5,8-二甲氧基-3,4-二氢喹啉-2(1H)-酮 在 氢溴酸 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 8-benzyloxy-5-hydroxy-3,4-dihydrocarbostyril
  参考文献：
  名称：

  Novel substituted 4-aminomethylpiperidines as potent and selective human β3-agonists. Part 1: aryloxypropanolaminomethylpiperidines

  摘要：

  The synthesis and SAR of a series of human beta(3) adrenoreceptor agonists based on a template derived from a common pharmacophore coupled with 4-aminomethylpiperidine is described. Potent and selective agents were identified such as 26 that was in vitro active in CHO cells expressing human beta(3)-AR (EC50 = 49 nNl, IA = 1.1), and in vivo active in a transgenic mouse model. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00607-8
• 作为产物：
  描述：

  2,5-二甲氧基苯胺 在 palladium on activated charcoal 盐酸 、 sodium hydroxide 、 氢气 、 三氯氧磷 作用下， 以 甲醇 、 水 、 叔丁醇 为溶剂， 55.0~150.0 ℃ 、2.03 MPa 条件下， 反应 9.0h， 生成 5,8-二甲氧基-3,4-二氢喹啉-2(1H)-酮
  参考文献：
  名称：

  Synthesis of 5,8-dihydroxy-3,4-dihydrocarbostyril.

  摘要：

  5, 8-二羟基-3, 4-二氢苯乙酮是合成β1-选择性8-乙酰氧基-5-[3-(3, 4-二甲氧基苯乙胺基)-2-羟基丙氧基]-3, 4-二氢苯乙酮盐酸盐（opc-1427）的关键中间体，由2, 5-二甲氧基苯胺制备。

  DOI：

  10.1248/cpb.29.2161

文献信息

• Heterocyclic beta-3 adrenergic receptor agonists
  申请人：American Home Products Corporation

  公开号：US20020028832A1

  公开（公告）日：2002-03-07

  This invention provides compounds of Formula I having the structure 1 U, V, W, X, and Y are as defined hereinbefore, or a pharmaceutically acceptable salt thereof, which are useful in treating or inhibiting metabolic disorders related to insulin resistance or hyperglycemia (typically associated with obesity or glucose intolerance), atherosclerosis, gastrointestinal disorders, neurogenetic inflammation, glaucoma, ocular hypertension and frequent urination; and are particularly useful in the treatment or inhibition of type II diabetes.

  这项发明提供了具有结构式I的化合物 1 其中U、V、W、X和Y如前文所定义， 或其药学上可接受的盐，用于治疗或抑制与胰岛素抵抗或高血糖相关的代谢紊乱（通常与肥胖或葡萄糖不耐受有关）、动脉粥样硬化、胃肠道疾病、神经炎症、青光眼、眼压增高和频繁排尿；特别适用于治疗或抑制2型糖尿病。
• Substituted 2- (S) -hydroxy-3- (piperidin-4-yl-methylamino) -propyl ethers and substituted 2-aryl-2- (R) - hydroxy-1- (piperidin-4-yl-methyl) -ethylamine beta-3 adrenergic receptor agonists
  申请人：American Home Products Corporation

  公开号：US20020037907A1

  公开（公告）日：2002-03-28

  This invention provides compounds of Formula I having the structure 1 wherein A, B, Z, R and R 1 are as defined hereinbefore, or a pharmaceutically acceptable salt thereof, which are useful in treating or inhibiting metabolic disorders related to insulin resistance or hyperglycemia (typically associated with obesity or glucose intolerance), atherosclerosis, gastrointestinal disorders, neurogenetic inflammation, glaucoma, ocular hypertension and frequent urination; and are particularly useful in the treatment or inhibition of type II diabetes.

  这项发明提供了具有结构式1的化合物，其中A、B、Z、R和R1如前文所定义，或其药学上可接受的盐，用于治疗或抑制与胰岛素抵抗或高血糖相关的代谢紊乱（通常与肥胖或葡萄糖不耐受有关）、动脉粥样硬化、胃肠道疾病、神经炎症、青光眼、眼压增高和频繁排尿；特别适用于治疗或抑制2型糖尿病。
• 4-Aminopiperidine ureas as potent selective agonists of the human β3-Adrenergic receptor
  作者：Mark A Ashwell、William R Solvibile、Stella Han、Elwood Largis、Ruth Mulvey、Jeffrey Tillet

  DOI：10.1016/s0960-894x(01)00645-x

  日期：2001.12

  The preparation and structure-activity relationships (SARs) of potent agonists of the human beta (3)-adrenergic receptor (AR) derived from a 4-aminopiperidine scaffold are described. Examples combine human beta (3)-AR potency with selectivity over human beta (1)-AR and/or human beta (2)-AR agonism. Compound 29s was identified as a potent (EC50= 1 nM) and selective (greater than 400-fold over beta (1)- with no beta (2)-AR agonism) full beta (3)-AR agonist with in vivo activity in a transgenic mouse model of thermogenesis. (C) 2001 Elsevier Science Ltd. All rights reserved.
• TOMINAGA, MICHIAKI;YO, EIYO;OSAKI, MASAAKI;MANABE, YOSHIAKI;NAKAGAWA, KAZ+, CHEM. AND PHARM. BULL., 1981, 29, N 8, 2161-2165
  作者：TOMINAGA, MICHIAKI、YO, EIYO、OSAKI, MASAAKI、MANABE, YOSHIAKI、NAKAGAWA, KAZ+

  DOI：——

  日期：——
• JPS5585567A
  申请人：——

  公开号：JPS5585567A

  公开（公告）日：1980-06-27