2-乙氧基-4-硝基苯酚 | 40130-25-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-乙氧基-4-硝基苯酚
• 英文名称: 2-ethoxy-4-nitrophenol
• CAS: 40130-25-4
• 化学式: C₈H₉NO₄
• 分子量: 183.164
• InChiKey: GIHYKBDWFSOKNN-UHFFFAOYSA-N

物化性质

• 熔点：
  101 °C
• 沸点：
  342.6±27.0 °C(Predicted)
• 密度：
  1.306±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  75.3
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2909500000

反应信息

• 作为反应物：
  描述：

  2-乙氧基-4-硝基苯酚 在 palladium on activated charcoal lead(IV) acetate 、 氢气 、 N,N-二甲基苯胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 Ethyl 2-acetyloxy-3-[3-ethoxy-2-hydroxy-5-(propan-2-yloxycarbonylamino)phenyl]sulfanylpropanoate
  参考文献：
  名称：

  Metabolism of Fungicide Diethofencarb in Grape (Vitis vinifera L.):  Definitive Identification of Thiolactic Acid Conjugated Metabolites

  摘要：

  The metabolic fate of diethofencarb (isopropyl 3,4-diethoxycarbanilate) separately labeled with C-14 at the phenyl ring and 2-position of the isopropyl moiety was studied in grape (Vitis vinifera L.). The acetonitrile solution of C-14-diethofencarb at a rate of 500 g a.i. ha(-1) was once applied topically to fruits or leaves at the maturity stage of fruits (PHI 35 days), and the plants were grown in the greenhouse until harvest. In the grape plants, diethofencarb was scarcely translocated to the untreated portion and was degraded more in the fruit as compared to the leaf. For the fruit, diethofencarb primary underwent O-deethylation at the 4-position of the phenyl ring to form the phenolic derivative, isopropyl 3-ethoxy-4-hydroxycarbanilate (0.9% of the total radioactive residue, TRR). This metabolite was successively transformed via conjugation with glucose at the phenolic hydroxy group (8.1-18.1% TRR) or with thiolactic acid at the 5-position of the phenyl ring (1.5-1.7% TRR). The thiolactic acid conjugate was further metabolized mainly to two different types of glucose conjugates at the 4-position of the phenyl ring (8.7-13.5% TRR) and the hydroxy group in the thiolactic acid moiety (6.4-7.3% TRR), as evidenced by H-1 NMR and atmospheric pressure chemical ionization-liquid chromatography-mass spectrometry together with cochromatographies with synthetic standards.

  DOI：

  10.1021/jf034367+
• 作为产物：
  描述：

  4-硝基儿茶酚 在 盐酸 、 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 4.5h， 生成 2-乙氧基-4-硝基苯酚
  参考文献：
  名称：

  Synthesis and Antileishmanial Evaluation of Arylimidamide–Azole Hybrids Containing a Phenoxyalkyl Linker

  摘要：

  DOI：

  10.1021/acsinfecdis.0c00855

文献信息

• Npy antagonists, preparation and uses
  申请人：Botez Iuliana

  公开号：US20090233910A1

  公开（公告）日：2009-09-17

  The present invention concerns novel compounds, their preparation and their uses, therapeutic uses in particular. More specifically it concerns derivative compounds having at least two aromatic cycles, their preparation and their uses, in particular in the area of human or animal health. These compounds have an affinity for the biological receptors of neuropeptide Y, NPY, present in the central and peripheral nervous systems. The compounds of the invention are preferably NPY antagonists, and more particularly antagonists of sub-type NPY Y1, and can therefore be used for the therapeutic or prophylactic treatment of any disorder involving NPY. The present invention also concerns pharmaceutical compositions containing said compounds, their preparation and their uses, as well as treatment methods using said compounds.

  本发明涉及新颖化合物，它们的制备和用途，特别是在治疗方面的用途。更具体地说，它涉及至少具有两个芳香环的衍生化合物，它们的制备和用途，特别是在人类或动物健康领域。这些化合物对存在于中枢和外周神经系统中的神经肽Y（NPY）的生物受体具有亲和力。本发明的化合物优选为NPY拮抗剂，更具体地说是NPY Y1亚型的拮抗剂，因此可用于治疗或预防涉及NPY的任何疾病。本发明还涉及含有所述化合物的药物组合物，其制备和用途，以及使用所述化合物的治疗方法。
• Highly Efficient Catalytic Nitration of Phenolic Compounds by Nitric Acid with a Recoverable and Reusable Zr or Hf Oxychloride Complex and KSF
  作者：Min Shi、Shi-Cong Cui、Wan-Po Yin

  DOI：10.1002/ejoc.200400921

  日期：2005.6

  Phenolic compounds can be nitrated with 60% nitric acid (1.2 equiv.) in the presence of catalytic amounts of a Zr or Hf oxychloride complex and montmorillonite KSF to give the corresponding nitrated products in good yields in a heterogeneous catalytic system. The co-catalyst and montmorillonite can be easily recovered and reused in the next batch of nitration. This is a practical process for the nitration

  在催化量的 Zr 或 Hf 氧氯化物配合物和蒙脱石 KSF 存在下，酚类化合物可以用 60% 的硝酸（1.2 当量）硝化，在多相催化系统中以良好的产率得到相应的硝化产物。助催化剂和蒙脱石可以很容易地回收并在下一批硝化中重复使用。这是一种以清洁方式硝化酚类化合物的实用工艺。C Wiley-VCH Verlag GmbH & Co.
• Nitration of phenolic compounds by metal-modified montmorillonite KSF
  作者：Wan-Po Yin、Min Shi

  DOI：10.1016/j.tet.2005.09.027

  日期：2005.11

  The nitration of phenolic compounds with 60% nitric acid (1.2 equiv) has been carried out in the presence of metal-modified montmorillonite KSF, prepared from different metals (V, Mo, W; Sc, La, Yb, Eu, In, Bi, Ti, Zr, Hf) and KSF or nitric acid treated HKSF, as catalysts. These catalysts showed good stabilities and high catalytic activities in nitration process. In addition, these catalysts can be

  酚类化合物与60％硝酸（1.2当量）的硝化反应是在金属改性的蒙脱土KSF的存在下进行的，该蒙脱土KSF由不同的金属（V，Mo，W，Sc，La，Yb，Eu，In，Bi， ，Ti，Zr，Hf）和KSF或硝酸处理的HKSF作为催化剂。这些催化剂在硝化过程中表现出良好的稳定性和较高的催化活性。另外，这些催化剂可以容易地回收并在硝化中重复使用多次。该方法是清洁合成硝化酚类化合物的一种生态安全且对环境有益的方法。
• Decoquinate derivatives: A new class of potent antischistosomal agents against Schistosoma japonicum
  作者：Wen-Long Wang、Li-Jun Song、Bo-Chun Hu、Li Miao、Xiao-Yu Chen、Wen-Hua Fan、Xu-Ren Yin、Shuang Shen、Zhao-Feng Ding、Chuan-Xin Yu

  DOI：10.1016/j.cclet.2017.03.036

  日期：2017.7

  decoquinate derivatives was designed, synthesized, evaluated as a new class of antischistosomal agents against S. japonicum adult worms in vitro . Among them, compound 15 killed 100% of adult S. japonicum in 72 h at the concentration of 10 μmol/L in vitro , exhibited stronger worm-killing activity than PZQ in vitro and could serve as a promising lead compound to develop new antischistosomal agents.

  摘要Decoquinate（1）是一种古老而廉价的抗球虫药，具有强大的抗疟疾活性，但尚未评估其对日本血吸虫的抗血吸虫病活性。基于地考奎宁，设计，合成了一系列地考奎宁衍生物，作为体外抗日本血吸虫成虫的一类新型抗血吸虫病药物。其中，化合物15在体外以10μmol/ L的浓度在72 h内杀死了100％的成年日本血吸虫，其杀虫活性比PZQ更高，可以作为开发新型抗血吸虫病药物的有前途的先导化合物。
• 一种癸氧喹酯中间体2-羟基-5-硝基苯乙醚的制备方法
  申请人：浙江汇能动物药品有限公司

  公开号：CN105237405A

  公开（公告）日：2016-01-13

  本发明提供了一种癸氧喹酯中间体2-羟基-5-硝基苯乙醚的制备方法，具体操作方法为：在反应容器中加入邻羟基苯乙醚和二氯乙烷，再于0℃缓慢滴加N2O5-二氯乙烷溶液，加毕于30-35℃反应1-2小时后，向反应液中加水，静置分层后取有机相，所得有机相经无水硫酸钠干燥，过滤，减压蒸馏去除溶剂得所需2-羟基-5-硝基苯乙醚。本发明采用N2O5/C2H4Cl2溶液作硝化试剂反应效率高、副反应少、无废酸污染，具体绿色环保生产的意义，所得产物2-羟基-5-硝基苯乙醚纯度高达97%以上，收率高达95%以上，所述制备方法反应条件温和且工艺简单，易于操作，适合工业化生产。