[4-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)phenyl]methanol | 340756-84-5

• 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: [4-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)phenyl]methanol
• 英文别名: [4-(1,4-dioxa-8-aza-spiro[4.5]dec-8-yl)-phenyl]-methanol；[4-(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)phenyl]methanol
• CAS: 340756-84-5
• 化学式: C₁₄H₁₉NO₃
• 分子量: 249.31
• InChiKey: GIFWMUAXCIDBNU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  41.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [4-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)phenyl]methanol 在 盐酸 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 7.0h， 生成 [4-(4-oxopiperidin-1-yl)benzyloxy]acetic acid
  参考文献：
  名称：

  (4-Piperidin-1-yl)phenyl Amides:  Potent and Selective Human β₃ Agonists

  摘要：

  In search of potent and selective human beta (3) agonists as potential drugs for the treatment of human obesity and type II diabetes, a series of (4-piperidin-1-yl)phenyl amides was prepared and evaluated for their biological activity on the human beta (3)-adrenergic receptor. The leucine derivative 26e and the reverse amide 33b were found to be the two most potent and selective compounds in this study. With EC50 values of 0.008 and 0.009 muM, respectively, at the beta (3) receptor, nearly completely abolished intrinsic activity at either the beta (1) or beta (2) receptor, and significant thermogenesis effects on human beta (3)-adrenergic receptor transgenic mice, 26e and 33b are among the most potent and selective human beta (3) agonists known to date.

  DOI：

  10.1021/jm000544b
• 作为产物：
  描述：

  4-(1,4-二氧杂-8-氮杂螺[4.5]癸-8-基)苯甲醛 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.5h， 以100%的产率得到[4-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)phenyl]methanol
  参考文献：
  名称：

  (4-Piperidin-1-yl)phenyl Amides:  Potent and Selective Human β₃ Agonists

  摘要：

  In search of potent and selective human beta (3) agonists as potential drugs for the treatment of human obesity and type II diabetes, a series of (4-piperidin-1-yl)phenyl amides was prepared and evaluated for their biological activity on the human beta (3)-adrenergic receptor. The leucine derivative 26e and the reverse amide 33b were found to be the two most potent and selective compounds in this study. With EC50 values of 0.008 and 0.009 muM, respectively, at the beta (3) receptor, nearly completely abolished intrinsic activity at either the beta (1) or beta (2) receptor, and significant thermogenesis effects on human beta (3)-adrenergic receptor transgenic mice, 26e and 33b are among the most potent and selective human beta (3) agonists known to date.

  DOI：

  10.1021/jm000544b

文献信息

• Cyclic amine phenyl beta-3 adrenergic receptor agonists
  申请人：——

  公开号：US20020028835A1

  公开（公告）日：2002-03-07

  This invention provides compounds of Formula I having the structure 1 wherein, R 1 , R 2 , R 3 , R 4 , R 5 , T, T 1 , T 2 , and X 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.

  本发明提供了具有结构1的化合物，其中R1、R2、R3、R4、R5、T、T1、T2和X如前所定义，或其药学上可接受的盐，其在治疗或抑制与胰岛素抵抗或高血糖有关的代谢紊乱（通常与肥胖或葡萄糖不耐症有关）、动脉粥样硬化、胃肠道疾病、神经遗传性炎症、青光眼、眼压增高和频繁排尿方面非常有用；尤其适用于治疗或抑制2型糖尿病。
• US6525202B2
  申请人：——

  公开号：US6525202B2

  公开（公告）日：2003-02-25
• US7022716B2
  申请人：——

  公开号：US7022716B2

  公开（公告）日：2006-04-04
• (4-Piperidin-1-yl)phenyl Amides:  Potent and Selective Human β₃ Agonists
  作者：Baihua Hu、John Ellingboe、Stella Han、Elwood Largis、Ruth Mulvey、Alexander Oliphant、Fuk-Wah Sum、Jeff Tillett

  DOI：10.1021/jm000544b

  日期：2001.4.1

  In search of potent and selective human beta (3) agonists as potential drugs for the treatment of human obesity and type II diabetes, a series of (4-piperidin-1-yl)phenyl amides was prepared and evaluated for their biological activity on the human beta (3)-adrenergic receptor. The leucine derivative 26e and the reverse amide 33b were found to be the two most potent and selective compounds in this study. With EC50 values of 0.008 and 0.009 muM, respectively, at the beta (3) receptor, nearly completely abolished intrinsic activity at either the beta (1) or beta (2) receptor, and significant thermogenesis effects on human beta (3)-adrenergic receptor transgenic mice, 26e and 33b are among the most potent and selective human beta (3) agonists known to date.