4-bromo-1-hydroxy-naphthalene-2-carboxylic acid 2-nitro-anilide | 68491-58-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-bromo-1-hydroxy-naphthalene-2-carboxylic acid 2-nitro-anilide
• 英文别名: 4-bromo-1-hydroxy-N-(2-nitrophenyl)naphthalene-2-carboxamide
• CAS: 68491-58-7
• 化学式: C₁₇H₁₁BrN₂O₄
• 分子量: 387.189
• InChiKey: UXUDCGOIGUBGCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  95.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-bromo-1-hydroxy-naphthalene-2-carboxylic acid 2-nitro-anilide 、 四氢呋喃 以80%的产率得到
  参考文献：
  名称：

  DUBEY S. K.; SINGH A. K.; SINGH H.; SHARMA S.; IYER R. N.; KATIYAR J. C.;+, J. MED. CHEM., 1978, 21, NO 11, 1178-1181

  摘要：

  DOI：
• 作为产物：
  描述：

  1-羟基-4-溴-2-萘酸 、 2-硝基苯胺 、 三氯化磷 以67%的产率得到
  参考文献：
  名称：

  DUBEY S. K.; SINGH A. K.; SINGH H.; SHARMA S.; IYER R. N.; KATIYAR J. C.;+, J. MED. CHEM., 1978, 21, NO 11, 1178-1181

  摘要：

  DOI：

文献信息

• Synthesis of substituted 1-hydroxy-2-naphthanilides as potential cestodicidal agents
  作者：S. K. Dubey、A. K. Singh、H. Singh、S. Sharma、R. N. Iyer、J. C. Katiyar、P. Goel、A. B. Sen

  DOI：10.1021/jm00209a020

  日期：1978.11

  A series of substituted 1-hydroxy-2-naphthanilides 4--14 has been synthesized by treating 1-hydroxy-2-naphthoic acids 2 with substituted anilines 3. The nitronaphthanilides, on reduction and subsequent treatment with thiophosgene, gave the corresponding substituted 2-naphthanilide isothiocyanates 30--33. Substitution of the chlorine of 8 by various cyclic amines gave 3'-nitro-4'-substituted 1-hydroxy-2-naphthanilides 15--21. Various 3-aryl-4-oxo-2,3-dihydro-1,3-naphthoxazine-2-thiones 34-43 and 3 aryl-2,4-dioxo-2,3-dihydro-1,3-naphthoxazines 44--51 have been prepared by reacting the corresonding naphthanilides with thiophosgene and ethyl chloroformate, respectively. All the compounds were tested for their cestodicidal activity against Hymenolepis nana infection in rats; 30 was found to be the most active compound of the series, showing 100% clearance of infection at a single oral dose of 7.5 mg/kg.