4-[(4-bromo-phenylimino)-methyl]-2-methoxy-phenol | 3382-70-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-[(4-bromo-phenylimino)-methyl]-2-methoxy-phenol
• 英文别名: 3-methoxy-4-hydroxybenzal-4-bromoaniline；4-[(4-Brom-phenylimino)-methyl]-2-methoxy-phenol；N-(4-Oxy-3-methoxy-benzyliden)-4-brom-anilin；N-(4-Oxy-3-methoxy-benzal)-4-brom-anilin；4-Oxy-3-methoxy-benzaldehyd-(4-brom-anil)；Vanillin-(4-brom-anil)；4-(((4-Bromophenyl)imino)methyl)-2-methoxyphenol；4-[(4-bromophenyl)iminomethyl]-2-methoxyphenol
• CAS: 3382-70-5
• 化学式: C₁₄H₁₂BrNO₂
• 分子量: 306.159
• InChiKey: GXNQUPUKRYWERT-UHFFFAOYSA-N

物化性质

• 熔点：
  133 °C(Solv: ethanol (64-17-5))
• 沸点：
  444.9±45.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  41.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[(4-bromo-phenylimino)-methyl]-2-methoxy-phenol 在 sodium tetrahydroborate 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 2.0h， 生成 1-(4-Bromophenyl)-1-(4-hydroxy-3-methoxybenzyl)-3-phenylthiourea (6b)
  参考文献：
  名称：

  Synthesis and biological evaluation of novel N, N′-disubstituted urea and thiourea derivatives as potential anti-melanoma agents

  摘要：

  Two series of urea and thiourea derivatives (1a-11a, 1b-11b) have been synthesized; all the 22 compounds were reported for the first time. Their anti-proliferative activities against the melanoma cell line B16-F10 were evaluated. Among the compounds tested, compound 6b exhibited the most potent activity in melanoma cells growth inhibition (IC50 = 0.33 mu M). The bioassay tests showed that anti-proliferative activities of these novel compounds were possibly caused by inhibition of ERK1/2 phosphorylation level. Therefore, compound 6b can be a potential anti-melanoma agent and an inhibitor of ERK1/2 phosphorylation deserving further research.

  DOI：

  10.3109/14756366.2011.608665
• 作为产物：
  描述：

  香草醛 、 4-溴苯胺 以 乙醇 为溶剂， 反应 5.0h， 以83.6%的产率得到4-[(4-bromo-phenylimino)-methyl]-2-methoxy-phenol
  参考文献：
  名称：

  Jain, Rajeev; Halve; Tiwari, Kiran, Journal of the Indian Chemical Society, 2011, vol. 88, # 4, p. 559 - 565

  摘要：

  DOI：

文献信息

• Correlation studies in the oxidation of Vanillin Schiff bases by acid bromate - A kinetic and semi-empirical approach
  作者：T. Sathish、P. Ravi Teja、M. Parusha Ramudu、P. Sunitha Manjari、R. Koteshwar Rao

  DOI：10.1016/j.jics.2021.100233

  日期：2022.1
• Sandhar, Randeep Kaur; Sharma; Manrao, Journal of the Indian Chemical Society, 2008, vol. 85, # 2, p. 220 - 223
  作者：Sandhar, Randeep Kaur、Sharma、Manrao

  DOI：——

  日期：——
• Nanomolar detection of lead using electrochemical methods based on a novel phthalocyanine
  作者：Veeresh A. Sajjan、Shambhulinga Aralekallu、Manjunatha Nemakal、Manjunatha Palanna、C.P. Keshavananda Prabhu、Lokesh Koodlur Sannegowda

  DOI：10.1016/j.ica.2020.119564

  日期：2020.6

  4-4-[(Bromo-phenylimino)-methyl]-2-methoxy-phenoxy-phthalocyanine (CoTBrIMPPc) complex was synthesized and characterized by different spectroscopic as well as analytical techniques for the first time. The iminephthalocyanine derivative displayed redox peaks ascribed to cobalt (Co+2/Co+1) metal and phthalocyanine ligand (Pc-2/Pc-3). The (CoTBrIMPPc) complex was immobilized by drop coating method on the glassy carbon surface and the modified electrode was utilised for detecting lead (Pb) at nanomolar concentration level by voltammetry and amperometric methods. The cyclic voltammetric method showed linearity in the 100-1000 nmol L-1 range with the limit of detection (LOD) 37 nmol L-1. The addition of lead species did not show the considerable amperometric current response under normal amperometric conditions and hence experiments were performed by the modified methodology. Amperometry technique showed linearity in the 500 to 3000 nmol L-1 range, LOD value of 180 nmol L-1. The current response vs. Lead (Pb) concentration in graph by amperometric method exhibited correlation coefficient of 0.9991 and sensitivity of 0.0035 mu A nM(-1). The fabricated iminephthalocyanine based sensor is stable, reproducible and free of interference from other metal ion impurities in the electrolyte. The designed sensor has been employed for practical application.