N-(naphthalen-1-yl)-4-(trifluoromethyl)benzenesulfonamide | 712271-18-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-(naphthalen-1-yl)-4-(trifluoromethyl)benzenesulfonamide
• 英文别名: N-naphthalen-1-yl-4-(trifluoromethyl)benzenesulfonamide
• CAS: 712271-18-6
• 化学式: C₁₇H₁₂F₃NO₂S
• 分子量: 351.349
• InChiKey: ROJQNRIFDLTPPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-三氟甲基苯磺酰氯 、 1-萘胺盐酸盐 在 吡啶 作用下， 反应 4.0h， 以61%的产率得到N-(naphthalen-1-yl)-4-(trifluoromethyl)benzenesulfonamide
  参考文献：
  名称：

  Identification of arylsulfonamides as ExoU inhibitors

  摘要：

  ExoU is a potent virulence factor of Pseudomonas aeruginosa and is considered a potential therapeutic target. In order to discover novel ExoU inhibitors, we screened an in-house chemical library utilizing a yeast-based screening system. Some sulfonamides displayed significant activity without nonspecific cytotoxicity. We describe a series of sulfonamides as novel ExoU inhibitors, along with a brief structure-activity relationship.

  DOI：

  10.1016/j.bmcl.2014.06.064

文献信息

• From Sensors to Silencers: Quinoline- and Benzimidazole-Sulfonamides as Inhibitors for Zinc Proteases
  作者：Matthieu Rouffet、César Augusto F. de Oliveira、Yael Udi、Arpita Agrawal、Irit Sagi、J. Andrew McCammon、Seth M. Cohen

  DOI：10.1021/ja101088j

  日期：2010.6.23

  sensors, chelating fragment libraries of quinoline- and benzimidazole-sulfonamides have been prepared and screened against several different zinc(II)-dependent matrix metalloproteinases (MMPs). The fragments show impressive inhibition of these metalloenzymes and preferences for different MMPs based on the nature of the chelating group. The findings show that focused chelator libraries are a powerful strategy

  源自小分子锌 (II) 离子传感器领域的广泛工作，已经制备了喹啉和苯并咪唑磺酰胺的螯合片段库，并针对几种不同的锌 (II) 依赖性基质金属蛋白酶 (MMP) 进行了筛选。基于螯合基团的性质，这些片段显示出对这些金属酶的显着抑制和对不同 MMP 的偏好。研究结果表明，聚焦螯合剂文库是发现用于金属蛋白抑制的先导片段的有力策略。
• BISSULFONAMIDE DERIVATIVES AS ENZYME INHIBITORS
  申请人：Arrow Therapeutics Limited

  公开号：EP1239852A2

  公开（公告）日：2002-09-18
• [EN] ENZYME INHIBITORS<br/>[FR] INHIBITEURS D'ENZYMES
  申请人：ARROW THERAPEUTICS LTD

  公开号：WO2001028537A2

  公开（公告）日：2001-04-26

  Bissulfonamide derivatives of formula (I) are capable of inhibiting: a) the biosynthesis of aromatic amino acids via the shikimate pathway and b) the catabolism of quinic acid, wherein: Ar is an aryl or heteroaryl group; R1 and R2 are the same or different and each represent hydrogen or alkyl or R1 and R2 together form a C1-C3 alkylene group, -CO- or -CS-; and R3 and R4 are the same or different and each represent -alkyl-aryl, -alkyl-heteroaryl, -alkenyl-aryl, -alkenyl-heteroaryl, -alkynyl-aryl-alkynyl-heterorayl, aryl or heteroaryl.
• Identification of arylsulfonamides as ExoU inhibitors
  作者：Doran Kim、Jihae Baek、Jiho Song、Hyeyoung Byeon、Hyeyoung Min、Kyung Hoon Min

  DOI：10.1016/j.bmcl.2014.06.064

  日期：2014.8

  ExoU is a potent virulence factor of Pseudomonas aeruginosa and is considered a potential therapeutic target. In order to discover novel ExoU inhibitors, we screened an in-house chemical library utilizing a yeast-based screening system. Some sulfonamides displayed significant activity without nonspecific cytotoxicity. We describe a series of sulfonamides as novel ExoU inhibitors, along with a brief structure-activity relationship.