4-nitrophenyl 2-methyl-4-hydroxyphenyl sulfide | 52913-94-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-nitrophenyl 2-methyl-4-hydroxyphenyl sulfide
• 英文别名: 3-methyl-4-(4-nitro-phenylsulfanyl)-phenol；(4-Nitro-phenyl)-(4-hydroxy-2-methyl-phenyl)-sulfid；5-Hydroxy-2-(4-nitro-phenylmercapto)-toluol；3-Methyl-4-(4-nitro-phenylmercapto)-phenol；3-Methyl-4-(4-nitrophenyl)sulfanylphenol
• CAS: 52913-94-7
• 化学式: C₁₃H₁₁NO₃S
• 分子量: 261.301
• InChiKey: HRPZCAZPHRWXII-UHFFFAOYSA-N

物化性质

• 沸点：
  456.1±40.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  91.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-nitrophenyl 2-methyl-4-hydroxyphenyl sulfide 在 镍 sodium hydroxide 、 氢气 、 双氧水 作用下， 以 水 、 溶剂黄146 为溶剂， 25.0~100.0 ℃ 、101.33 kPa 条件下， 反应 28.0h， 生成 4-(4-Methoxy-2-methyl-benzenesulfonyl)-phenylamine
  参考文献：
  名称：

  Quantitative structure-activity relationships in dihydropteroate synthase inhibition by multisubstituted sulfones. Design and synthesis of some new derivatives with improved potency

  摘要：

  On the bases of the linear correlation existing for a training set of homomultisubstituted 4-aminodiphenyl sulfones between the computed (INDO) electronic net charges of the SO2 group and the enzymic inhibition data on dihydropteroate synthase from Escherichia coli, seven new heteromultisubstituted derivatives were designed, synthesized, and tested for their inhibition potencies. These compounds were found to be from 5-11 times more effective than 4,4'-diaminodiphenyl sulfone. The implications of the results in the drug design and in the model for the enzyme-inhibitors interaction are discussed.

  DOI：

  10.1021/jm00130a028
• 作为产物：
  描述：

  4-硝基苯亚磺酰氯 、 间甲酚 在 乙醚 、 氯仿 作用下， 生成 4-nitrophenyl 2-methyl-4-hydroxyphenyl sulfide
  参考文献：
  名称：

  Some Unsymmetrical Aryl Sulfides¹

  摘要：

  DOI：

  10.1021/ja01324a042

文献信息

• DE, BENEDETTI PIER G.;IAROSSI, DARIO;FOLLI, UGO;FRASSINETI, CHIARA;MENZIA+, J. MED. CHEM., 32,(1989) N0, C. 2396-2399
  作者：DE, BENEDETTI PIER G.、IAROSSI, DARIO、FOLLI, UGO、FRASSINETI, CHIARA、MENZIA+

  DOI：——

  日期：——
• Some Unsymmetrical Aryl Sulfides¹
  作者：Noel E. Foss、Fitzgerald Dunning、Glenn L. Jenkins

  DOI：10.1021/ja01324a042

  日期：1934.9
• Quantitative structure-activity relationships in dihydropteroate synthase inhibition by multisubstituted sulfones. Design and synthesis of some new derivatives with improved potency
  作者：Pier G. De Benedetti、Dario Iarossi、Ugo Folli、Chiara Frassineti、Maria Cristina Menziani、Carlo Cennamo

  DOI：10.1021/jm00130a028

  日期：1989.10

  On the bases of the linear correlation existing for a training set of homomultisubstituted 4-aminodiphenyl sulfones between the computed (INDO) electronic net charges of the SO2 group and the enzymic inhibition data on dihydropteroate synthase from Escherichia coli, seven new heteromultisubstituted derivatives were designed, synthesized, and tested for their inhibition potencies. These compounds were found to be from 5-11 times more effective than 4,4'-diaminodiphenyl sulfone. The implications of the results in the drug design and in the model for the enzyme-inhibitors interaction are discussed.