5-pyridin-2-ylthiophene-2-sulfonic acid [4-(4-oxopiperidin-1-yl)phenyl]amide | 373359-56-9

• 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: 5-pyridin-2-ylthiophene-2-sulfonic acid [4-(4-oxopiperidin-1-yl)phenyl]amide
• 英文别名: 5-Pyridin-2-yl-thiophene-2-sulfonic acid [4-(4-oxo-piperidin-1-yl)-phenyl]-amide；N-[4-(4-oxopiperidin-1-yl)phenyl]-5-pyridin-2-ylthiophene-2-sulfonamide
• CAS: 373359-56-9
• 化学式: C₂₀H₁₉N₃O₃S₂
• 分子量: 413.521
• InChiKey: MAMVTPIUKWVJCQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-[5-(2-Amino-1-hydroxy-ethyl)-2-hydroxy-phenyl]-methanesulfonamide 、 5-pyridin-2-ylthiophene-2-sulfonic acid [4-(4-oxopiperidin-1-yl)phenyl]amide 生成 N-(4-{4-[(2-hydroxy-2-{4-hydroxy-3-[(methylsulfonyl)amino]phenyl}ethyl)amino]-1-piperidinyl}phenyl)-5-(2-pyridinyl)-2-thiophenesulfonamide
  参考文献：
  名称：

  Cyclic amine phenyl beta-3 adrenergic receptor agonists

  摘要：

  本发明提供了具有以下结构的化合物I，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相关的代谢性疾病（通常与肥胖或葡萄糖耐受性不良有关）、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；并且在治疗或抑制2型糖尿病方面特别有用。

  公开号：

  US07022716B2
• 作为产物：
  描述：

  5-(2-吡啶)噻酚-2-磺酰氯 、 4-(4-氧代-1-哌啶基)苯胺 生成 5-pyridin-2-ylthiophene-2-sulfonic acid [4-(4-oxopiperidin-1-yl)phenyl]amide
  参考文献：
  名称：

  Cyclic amine phenyl beta-3 adrenergic receptor agonists

  摘要：

  该发明提供了公式I的化合物，其结构为1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，它们有助于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；并且特别适用于治疗或抑制II型糖尿病。

  公开号：

  US20020028835A1

文献信息

• Novel (4-Piperidin-1-yl)-phenyl Sulfonamides as Potent and Selective Human β3 Agonists
  作者：Baihua Hu、John Ellingboe、Stella Han、Elwood Largis、Kitae Lim、Michael Malamas、Ruth Mulvey、Chuansheng Niu、Alexander Oliphant、Jeffrey Pelletier、Thiruvikraman Singanallore、Fuk-Wah Sum、Jeff Tillett、Victoria Wong

  DOI：10.1016/s0968-0896(01)00114-6

  日期：2001.8

  A series of novel (4-piperidin-1-yl)-phenyl sulfonamides was prepared and evaluated for their biological activity on the human beta (3)-adrenergic receptor (AR). Replacement of the 3,4-dihydroxyl group of the catechol moiety with 4-hydroxyl-3-methyl sulfonamide on the left-hand side of the compounds resulted in a number of potent full agonists at the beta (3) receptor. Modification of the right-hand side of the compounds by incorporation of a free carboxylic acid resulted in a few potent human beta (3) agonists with low affinities for beta (1)- and beta (2)-ARs. N-Alkyl substitution on the 4-piperidin-1-yl-phenylamine further increased the beta (3) potency while maintaining the selectivity. For example, sulfonamide 48 is a potent full beta (3) agonist (EC50 = 0.004 muM, IA = 1.0) with > 500-fold selectivity over beta (1)- and beta (2)-ARs. (C) 2001 Elsevier Science Ltd. All rights reserved.
• 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。