(4-nitro-[1]naphthyl)-phenyl sulfide | 92795-30-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (4-nitro-[1]naphthyl)-phenyl sulfide
• 英文别名: 4-Nitro-1-phenylmercapto-naphthalin；(4-Nitro-[1]naphthyl)-phenyl-sulfid；4-nitrophenyl-naphthyl-thioether；1-nitro-4-phenylsulfanylnaphthalene
• CAS: 92795-30-7
• 化学式: C₁₆H₁₁NO₂S
• 分子量: 281.335
• InChiKey: VSVKVXWVAIVOSY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.14
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (4-nitro-[1]naphthyl)-phenyl sulfide 在 双氧水 、 溶剂黄146 作用下， 生成 4-benzenesulfonyl-2-nitro-[1]naphthol
  参考文献：
  名称：

  DE900172

  摘要：

  公开号：
• 作为产物：
  描述：

  1-氯-4-硝基萘 、 苯硫酚 在 sodium hydroxide 作用下， 生成 (4-nitro-[1]naphthyl)-phenyl sulfide
  参考文献：
  名称：

  237.芳族硫醇的钠衍生物与卤代硝基萘和-苯的正常和异常反应

  摘要：

  DOI：

  10.1039/jr9390001094

文献信息

• Nitrophenyl Derivatives as Aldose Reductase Inhibitors
  作者：Luca Costantino、Anna Maria Ferrari、Maria Cristina Gamberini、Giulio Rastelli

  DOI：10.1016/s0968-0896(02)00318-8

  日期：2002.12

  Nitrophenyl derivatives ere recently discovered as a new class of ALR2 inhibitors by means of docking and database screening of the National Cancer Institute database of organic molecules. The nitro group was predicted to bind to the Tyr48 and His110 active site residues of the enzyme. the site adhere acidic ALR2 inhibitors such as carboxylic acids bind in their anionic form. Given the novelty of these Compounds. we decided to expand their structure-activity relationships by synthesizing and testing a series of derivatives and the corresponding compounds having a carboxylic group instead of the nitro moiety: the results obtained were rationalized by means of docking and molecular dynamics simulations. On the whole there is an agreement between inhibitory data and the results of molecular modeling experiments. supporting the hypothesized binding mode of these compounds. (C) 2002 Elsevier Science Ltd. All rights reserved.