N-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)naphthalene-2-sulfonamide | 98341-69-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)naphthalene-2-sulfonamide
• 英文别名: N-(2,3-dihydro-1,4-benzodioxin-6-yl)naphthalene-2-sulfonamide；2H,3H-benzo[3,4-e]1,4-dioxan-6-yl(2-naphthylsulfonyl)amine
• CAS: 98341-69-6
• 化学式: C₁₈H₁₅NO₄S
• 分子量: 341.387
• InChiKey: QEFWZLKEXGGIAC-UHFFFAOYSA-N

物化性质

• 沸点：
  534.2±60.0 °C(Predicted)
• 密度：
  1.413±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  73
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)naphthalene-2-sulfonamide 、 氯化苄 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.5h， 生成 N-benzyl-N-(2,3-dihydro-1,4-benzodioxin-6-yl)naphthalene-2-sulfonamide
  参考文献：
  名称：

  Irshad, Misbah; Abbasi, Muhammad Athar; Rehman, Aziz-Ur, Journal of the Chemical Society of Pakistan, 2014, vol. 36, # 4, p. 660 - 673

  摘要：

  DOI：
• 作为产物：
  描述：

  2-萘磺酰氯 、 6-氨基-1,4-苯并二氧杂环 在 吡啶 作用下， 反应 4.0h， 以94%的产率得到N-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)naphthalene-2-sulfonamide
  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

• METHODS FOR IDENTIFYING INHIBITORS OF SOLUTE TRANSPORTERS
  申请人：Verkman Alan S.

  公开号：US20100190796A1

  公开（公告）日：2010-07-29

  Provided herein are methods for identifying and characterizing agents that alter the volume of a cell. Methods are provided for rapid screening and identification of an agent that alters the capability of a small, neutrally charged solute transporter to transport the solute across a cell membrane. The methods described herein may be used to identify and characterize inhibitors of urea transporters, to identify and characterize inhibitors of aquaporins, and to identify and characterize inhibitors of other small, neutrally charged solutes such as glucose.
• BENZENESULFONANILIDE COMPOUND INHIBITORS OF UREA TRANSPORTERS
  申请人：Verkman Alan S.

  公开号：US20110053995A1

  公开（公告）日：2011-03-03

  Provided herein are small molecule compounds that alter the transport activity of solute transporters, particularly urea transporters. The compounds described herein belong to the benzenesulfonanilide class of compounds. The compounds described herein are useful for increasing solute clearance in states of fluid overload and for treating cardiovascular, renal, and metabolic diseases, disorders, and conditions. Methods for identifying and using these agents that inhibit urea transporters are described herein.
• US9316633B2
  申请人：——

  公开号：US9316633B2

  公开（公告）日：2016-04-19
• [EN] BENZENESULFONANILIDE COMPOUND INHIBITORS OF UREA TRANSPORTERS<br/>[FR] INHIBITEURS À COMPOSÉ SULFONANILIDE BENZÈNE DE TRANSPORTEURS D'URÉE
  申请人：VERKMAN ALAN S

  公开号：WO2008061247A2

  公开（公告）日：2008-05-22

  [EN] Provided herein are small molecule compounds that alter the transport activity of solute transporters, particularly urea transporters. The compounds described herein belong to the benzenesulfonanilide class of compounds. The compounds described herein are useful for increasing solute clearance in states of fluid overload and for treating cardiovascular, renal, and metabolic diseases, disorders, and conditions. Methods for identifying and using these agents that inhibit urea transporters are described herein.
  [FR] L'invention concerne des petits composés moléculaires qui modifient l'activité de transport de transporteurs solutés, en particulier de transporteurs d'urée. Ces composés, qui appartiennent à la classe sulfonanilide benzène, sont utilisés pour accroître la clairance de solutés dans des conditions de surcharge liquide et pour traiter des maladies, des troubles et des états cardio-vasculaires, rénaux et métaboliques. L'invention concerne également des procédés permettant d'identifier et d'utiliser ces agents qui inhibent les transporteurs d'urée.
• 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.