2,4-dichloro-N-(4-[4-(4-dimethylaminobutyl)piperazine-1-carbonyl]tetrahydropyran-4-yl)-3-(2,4-dimethylquinolin-8-yloxymethyl)benzenesulfonamide | 1369389-94-5

• 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
• 英文名称: 2,4-dichloro-N-(4-[4-(4-dimethylaminobutyl)piperazine-1-carbonyl]tetrahydropyran-4-yl)-3-(2,4-dimethylquinolin-8-yloxymethyl)benzenesulfonamide
• CAS: 1369389-94-5
• 化学式: C₃₄H₄₅Cl₂N₅O₅S
• 分子量: 706.734
• InChiKey: QYLPLAZUODKPHL-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  2,4-dichloro-N-(4-[4-(4-dimethylaminobutyl)piperazine-1-carbonyl]tetrahydropyran-4-yl)-3-(2,4-dimethylquinolin-8-yloxymethyl)benzenesulfonamide 、 三氟乙酸 、 碘甲烷 以 乙腈 为溶剂， 生成 [(4-(4-[2,4-dichloro-3-(2,4-dimethyl-quinolin-8-yloxymethyl)-benzenesulfonylamino]-tetrahydro-pyran-4-carbonyl)-1-methyl-piperazinium-1-yl)-butyl]trimethyl-ammonium bistrifluoroacetate salt
  参考文献：
  名称：

  Design and synthesis of novel sulfonamide-containing bradykinin hB2 receptor antagonists. Synthesis and structure-relationships of α,α-tetrahydropyranylglycine

  摘要：

  A series of alpha,alpha-cycloalkylglycine sulfonamide compounds of general formula 1 has previously been identified by our group as selective human B-2(hB(2)) receptor antagonists. Here we report the in vitro and in vivo BK antagonist activity of a further evolution of the series, consisting in compounds of the general formula 2, containing either an alkyl piperazine or a 4-alkyl piperidine ring bearing various positively charged groups (R'). These studies unexpectedly revealed quite a flat nanomolar/subnanomolar SAR for the binding affinity, while differences were seen in the in vitro functional activities. We propose that variations in the residence time may explain these results. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.01.036