2-hydroxy-2'-methoxy-5-nitrobiphenyl | 23837-81-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-hydroxy-2'-methoxy-5-nitrobiphenyl
• 英文别名: 2'-Methoxy-5-nitro-biphenyl-2-ol；2-Hydroxy-2'-methyloxy-5-nitro-diphenyl；2-(2-Hydroxy-5-nitrophenyl)-anisol；2-(2-Methoxyphenyl)-4-nitrophenol
• CAS: 23837-81-2
• 化学式: C₁₃H₁₁NO₄
• 分子量: 245.235
• InChiKey: TXVQCVVPANAFEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 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：
  75.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-hydroxy-2'-methoxy-5-nitrobiphenyl 在 platinum(IV) oxide 氢气 、 sodium hydride 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 生成 6-Benzyloxy-2'-methoxy-biphenyl-3-ylamine
  参考文献：
  名称：

  New non peptidic C5a receptor antagonists

  摘要：

  A series of phenylguanidines which bind to the C5a receptor has been developed. The lead compound 1 (IC50=30 mu M), discovered through random screening, has been modified to provide 32 (RPR121154) with submicromolar activity. This compound was shown to further elicit functional antagonism in a human neutrophil C5a stimulated respiratory burst assay. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00124-8
• 作为产物：
  描述：

  2-甲氧基苯基硼酸 在 四(三苯基膦)钯 、 吡啶盐酸盐 作用下， 以 甲苯 为溶剂， 生成 2-hydroxy-2'-methoxy-5-nitrobiphenyl
  参考文献：
  名称：

  New non peptidic C5a receptor antagonists

  摘要：

  A series of phenylguanidines which bind to the C5a receptor has been developed. The lead compound 1 (IC50=30 mu M), discovered through random screening, has been modified to provide 32 (RPR121154) with submicromolar activity. This compound was shown to further elicit functional antagonism in a human neutrophil C5a stimulated respiratory burst assay. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00124-8

文献信息

• Alkaloids of Tiliacora racemosa Colebr.
  作者：B. Anjaneyulu、T.R. Govindachari、S.S. Sathe、N. Viswanathan、K.W. Gopinath、B.R. Pai

  DOI：10.1016/s0040-4020(01)82842-8

  日期：1969.1

  The isolation of tiliacorine, tiliacorinine, nortiliacorinine A and nortiliacorinine B is described, Tiliacorine and tiliacorinine are shown to be diastereoisomers having the structure XIa or XIb.

  描述了提拉可考林，提拉可科林碱，去甲提可科林碱A和去甲提可科林碱B的分离。提拉可考林和提拉可科林碱显示为具有结构XIa或XIb的非对映异构体。
• Phenoxenium ions identical intermediates in the acid-catalyzed solvolysis of n-tosyl-O-Arylhydroxylamines and in the thermolysis of N-Aryloxypyridinium salts
  作者：Hiroyuki Iijima、Yasuyuki Endo、Koichi Shudo、Toshihiko Okamoto

  DOI：10.1016/s0040-4020(01)91336-5

  日期：1984.1

  The acid-catalyzed solvolysis of N-tosyl-O-arylhydroxylamines in aromatic solvents and the thermolysis of N-arylqxypyridinium salts involve common intermediates, phenoxenium ions, for the formation of hydroxybiphenyl derivatives. Diphenylethers are formed when the hydrolysis of the N—O bonds is slow and the aromatic solvent has high nucleophilicity.

  N-甲苯磺酰基-O-芳基羟胺在芳族溶剂中的酸催化溶剂分解和N-芳基氧代吡啶鎓盐的热分解涉及常见的中间体苯氧鎓离子，用于形成羟基联苯衍生物。当N-O键的水解缓慢且芳族溶剂具有高亲核性时，会形成二苯醚。
• Antimalarial drugs. 60. Synthesis, antimalarial activity, and quantitative structure-activity relationships of tebuquine and a series of related 5-[(7-chloro-4-quinolinyl)amino]-3-[(alkylamino)methyl][1,1'-biphenyl]-2-ols and N.omega.-oxides
  作者：Leslie M. Werbel、P. Dan Cook、Edward F. Elslager、Jocelyn H. Hung、Judith L. Johnson、Stephen J. Kesten、Dennis J. McNamara、Daniel F. Ortwine、Donald F. Worth

  DOI：10.1021/jm00156a009

  日期：1986.6

  A series of 5-[(7-chloro-4-quinolinyl)amino]-3-[(alkylamino)methyl] [1,1'-biphenyl]-2-ols and N omega-oxides was prepared from the substituted 1-phenyl-2-propanones proceeding through the 5-nitro[1,1'-biphenyl]-2-ols, the corresponding amino, and acetamido derivatives to the N-[5-[(alkylamino)methyl]-6-hydroxy[1,1'-biphenyl]-3-yl]acetamides and final condensation with 4,7-dichloroquinoline or the N-oxide. In a quantitative structure-activity relationship study first run on 28 and later expanded to 40 substituted phenyl analogues and their N omega-oxides, increasing antimalarial potency vs. Plasmodium berghei in mice was found to be correlated with decreasing size (sigma MR) and electron donation (sigma sigma) of the phenyl ring substituents. A significant correlation with N omega-oxidation could not be demonstrated. Initial high activity against P. berghei infections in mice led to expanded studies that demonstrated in addition excellent activity against resistant strains of parasite, activity in primate models, and pharmacokinetic properties apparently allowing protection against infection for extended periods of time even after oral administration. Such properties encourage the clinical trial of a member of this class in man.
• Aryloxenium ions. Generation from N-(aryloxy)pyridinium tetrafluoroborates and reaction with anisole and benzonitrile
  作者：Rudolph A. Abramovitch、Gerard Alvernhe、Romuald Bartnik、Nissanke L. Dassanayake、Mutiah N. Inbasekaran、Shiego Kato

  DOI：10.1021/ja00405a043

  日期：1981.7
• Anjaneyulu et al., Chemistry and industry, 1959, p. 1119
  作者：Anjaneyulu et al.

  DOI：——

  日期：——