thiophene-2-sulfonic acid {3-[4-(2-methyl-benzoyl)-thiazol-2-ylamino]-propyl}-amide

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: thiophene-2-sulfonic acid {3-[4-(2-methyl-benzoyl)-thiazol-2-ylamino]-propyl}-amide
• 英文别名: N-[3-[[4-(2-methylbenzoyl)-1,3-thiazol-2-yl]amino]propyl]thiophene-2-sulfonamide
• 化学式: C₁₈H₁₉N₃O₃S₃
• 分子量: 421.565
• InChiKey: ZVCPFIVWZOOHLT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  153
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  3-bromo-1-o-methylphenylpropane-1,2-dione 在 盐酸 、 三乙胺 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 2.0h， 生成 thiophene-2-sulfonic acid {3-[4-(2-methyl-benzoyl)-thiazol-2-ylamino]-propyl}-amide
  参考文献：
  名称：

  Isomeric thiazole derivatives as ligands for the neuropeptide Y5 receptor

  摘要：

  Sets of isomeric thiazole derivatives I and 2 have been synthesised in a parallel iterative solution-phase synthesis approach guided by the SAR analysis derived from biological results and computer-aided design and analysis. This synergistic and streamlined working procedure led to highly active isomeric NPY5 receptor ligands. However, a 10-fold difference at least in their respective binding affinities was consistently found for all isomeric pairs 1 and 2. The analysis of conformational differences due to heteroatom interactions in I and 2 revealed a favourable C=(OS)-S-... interaction in 1, whereas thiazoles 2 showed a repulsive C=(ON)-N-... interaction. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.009

文献信息

• THIAZOLE DERIVATIVES
  申请人：——

  公开号：US20030225141A1

  公开（公告）日：2003-12-04

  Compounds of formula I are provided 1 as well as pharmaceutically acceptable salts and esters thereof, wherein R 1 to R 5 , n, m and A have the significance disclosed in the specification, and can be used for the treatment or prevention of arthritis, cardiovascular diseases, diabetes, renal failure, eating disorders and obesity.

  提供了式I的化合物，以及其药学上可接受的盐和酯，其中R1至R5，n，m和A的含义如规范中所披露的那样，并可用于治疗或预防关节炎、心血管疾病、糖尿病、肾衰竭、进食障碍和肥胖症。
• Thiazole derivatives
  申请人：Hoffmann-La Roche Inc.

  公开号：US06686381B2

  公开（公告）日：2004-02-03

  Compounds of formula I are provided as well as pharmaceutically acceptable salts and esters thereof, wherein R1 to R5, n, m and A have the significance disclosed in the specification, and can be used for the treatment or prevention of arthritis, cardiovascular diseases, diabetes, renal failure, eating disorders and obesity.

  提供了I式化合物及其药学上可接受的盐和酯，其中R1至R5、n、m和A具有规范中披露的意义，可用于治疗或预防关节炎、心血管疾病、糖尿病、肾功能衰竭、进食障碍和肥胖症。
• THIAZOLE DERIVATIVES AS NPY RECEPTOR ANTAGONISTS
  申请人：F.HOFFMANN-LA ROCHE AG

  公开号：EP1480976B1

  公开（公告）日：2007-09-19
• Isomeric thiazole derivatives as ligands for the neuropeptide Y5 receptor
  作者：Matthias Nettekoven、Wolfgang Guba、Werner Neidhart、Patrizio Mattei、Philippe Pflieger、Olivier Roche、Sven Taylor

  DOI：10.1016/j.bmcl.2005.05.009

  日期：2005.7

  Sets of isomeric thiazole derivatives I and 2 have been synthesised in a parallel iterative solution-phase synthesis approach guided by the SAR analysis derived from biological results and computer-aided design and analysis. This synergistic and streamlined working procedure led to highly active isomeric NPY5 receptor ligands. However, a 10-fold difference at least in their respective binding affinities was consistently found for all isomeric pairs 1 and 2. The analysis of conformational differences due to heteroatom interactions in I and 2 revealed a favourable C=(OS)-S-... interaction in 1, whereas thiazoles 2 showed a repulsive C=(ON)-N-... interaction. (c) 2005 Elsevier Ltd. All rights reserved.