5-Hydroxy-2-nitrofluorene | 99585-29-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 5-Hydroxy-2-nitrofluorene
• 英文别名: 7-nitro-fluoren-4-ol；7-Nitro-fluorenol-(4)；7-nitro-9H-fluoren-4-ol
• CAS: 99585-29-2
• 化学式: C₁₃H₉NO₃
• 分子量: 227.219
• InChiKey: PUBWNFCPDVSCQF-UHFFFAOYSA-N

物化性质

• 沸点：
  452.4±38.0 °C(Predicted)
• 密度：
  1.432±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-Hydroxy-2-nitrofluorene 在 乙醇 、 calcium chloride 、 锌 作用下， 生成 5-hydroxy-2-aminofluorene
  参考文献：
  名称：

  2-ACETYLAMINO-5-HYDROXYFLUORENE, A METABOLITE OF THE CARCINOGEN 2-ACETYLAMINOFLUORENE¹

  摘要：

  DOI：

  10.1021/jo01127a018
• 作为产物：
  描述：

  2,2'-联苯二甲酸 在 PPA 、 硝酸 、 溶剂黄146 、 肼 作用下， 生成 5-Hydroxy-2-nitrofluorene
  参考文献：
  名称：

  Preneoplastic lesions, DNA adduct formation and mutagenicity of 5-, 7- and 9-hydroxy-2-nitrofluorene, metabolites of the air pollutant 2-nitrofluorene

  摘要：

  The metabolites of 2-nitrofluorene (NF), 5-, 7- and 9-OH-2-nitrofluorene (OH-NF) were compared for their genotoxicity, Seventy-two hours after intraperitoneal administration of these substances individually to rats (100 mg/kg body wt.), DNA adducts in liver tissue were analyzed with P-32-TLC and P-32-HPLC. An in vivo liver model was used to test the initiating capacity of the said substances for the formation of preneoplastic lesions, 5-OH-NF showed low capacity to induce DNA adduct formation and low potential as initiator to induce preneoplastic lesions-foci/nodules in the liver of rats, Both 7- acid 9-OH-NF induced DNA adducts and preneoplastic liver lesions but with smaller quantities compared to NF, It seems that 7- and 9-OH-NF can not be considered as detoxification products of NF. In general, the initiating capacity of these substances for the formation of preneoplastic lesions has a good correlation with their potency to form DNA adducts.

  DOI：

  10.1016/s0165-1218(96)90022-1

文献信息

• 2-ACETYLAMINO-5-HYDROXYFLUORENE, A METABOLITE OF THE CARCINOGEN 2-ACETYLAMINOFLUORENE¹
  作者：ELIZABETH K. WEISBURGER、JOHN H. WEISBURGER

  DOI：10.1021/jo01127a018

  日期：1955.10
• Preneoplastic lesions, DNA adduct formation and mutagenicity of 5-, 7- and 9-hydroxy-2-nitrofluorene, metabolites of the air pollutant 2-nitrofluorene
  作者：Xian-Shu Cui、Jan Bergman、Lennart Möller

  DOI：10.1016/s0165-1218(96)90022-1

  日期：1996.8

  The metabolites of 2-nitrofluorene (NF), 5-, 7- and 9-OH-2-nitrofluorene (OH-NF) were compared for their genotoxicity, Seventy-two hours after intraperitoneal administration of these substances individually to rats (100 mg/kg body wt.), DNA adducts in liver tissue were analyzed with P-32-TLC and P-32-HPLC. An in vivo liver model was used to test the initiating capacity of the said substances for the formation of preneoplastic lesions, 5-OH-NF showed low capacity to induce DNA adduct formation and low potential as initiator to induce preneoplastic lesions-foci/nodules in the liver of rats, Both 7- acid 9-OH-NF induced DNA adducts and preneoplastic liver lesions but with smaller quantities compared to NF, It seems that 7- and 9-OH-NF can not be considered as detoxification products of NF. In general, the initiating capacity of these substances for the formation of preneoplastic lesions has a good correlation with their potency to form DNA adducts.