4-methanesulfonyl-N'-(6-methyl-2H-[1,3]dioxolo[4,5-g]quinolin-8-yl)benzohydrazide | 1392812-60-0

• 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: 4-methanesulfonyl-N'-(6-methyl-2H-[1,3]dioxolo[4,5-g]quinolin-8-yl)benzohydrazide
• 英文别名: N'-(6-methyl-[1,3]dioxolo[4,5-g]quinolin-8-yl)-4-methylsulfonylbenzohydrazide
• CAS: 1392812-60-0
• 化学式: C₁₉H₁₇N₃O₅S
• 分子量: 399.427
• InChiKey: PLIOSNNQNRIYBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  115
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-甲砜基苯甲酸 、 6-metil-8-idrazino-1,3-diossol<4,5-g>chinolina 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 4-methanesulfonyl-N'-(6-methyl-2H-[1,3]dioxolo[4,5-g]quinolin-8-yl)benzohydrazide
  参考文献：
  名称：

  Quinolylhydrazones as novel inhibitors of Plasmodium falciparum serine protease PfSUB1

  摘要：

  Plasmodium falciparum subtilisin-like protease 1 (PfSUB1) is a serine protease that plays key roles in the egress of the parasite from red blood cells and in preparing the released merozoites for the subsequent invasion of new erythrocytes. The development of potent and selective PfSUB1 inhibitors could pave the way to the discovery of potential antimalarial drugs endowed with an innovative mode of action and consequently able to overcome the current problems of resistance to established chemotherapies. Through the screening of a proprietary library of compounds against PfSUB1, we identified hydrazone 2 as a hit compound. Here we report a preliminary investigation of the structure-activity relationships for a class of PfSUB1 inhibitors related to our identified hit. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.06.023

文献信息

• Quinolylhydrazones as novel inhibitors of Plasmodium falciparum serine protease PfSUB1
  作者：Sandra Gemma、Simone Giovani、Margherita Brindisi、Pierangela Tripaldi、Simone Brogi、Luisa Savini、Isabella Fiorini、Ettore Novellino、Stefania Butini、Giuseppe Campiani、Maria Penzo、Michael J. Blackman

  DOI：10.1016/j.bmcl.2012.06.023

  日期：2012.8

  Plasmodium falciparum subtilisin-like protease 1 (PfSUB1) is a serine protease that plays key roles in the egress of the parasite from red blood cells and in preparing the released merozoites for the subsequent invasion of new erythrocytes. The development of potent and selective PfSUB1 inhibitors could pave the way to the discovery of potential antimalarial drugs endowed with an innovative mode of action and consequently able to overcome the current problems of resistance to established chemotherapies. Through the screening of a proprietary library of compounds against PfSUB1, we identified hydrazone 2 as a hit compound. Here we report a preliminary investigation of the structure-activity relationships for a class of PfSUB1 inhibitors related to our identified hit. (C) 2012 Elsevier Ltd. All rights reserved.