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3-azidophenyl benzyl ether | 107826-08-4

中文名称
——
中文别名
——
英文名称
3-azidophenyl benzyl ether
英文别名
1-Azido-3-phenylmethoxybenzene
3-azidophenyl benzyl ether化学式
CAS
107826-08-4
化学式
C13H11N3O
mdl
——
分子量
225.25
InChiKey
HZINYHSTPXHWQI-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    4.7
  • 重原子数:
    17
  • 可旋转键数:
    4
  • 环数:
    2.0
  • sp3杂化的碳原子比例:
    0.08
  • 拓扑面积:
    23.6
  • 氢给体数:
    0
  • 氢受体数:
    3

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量
  • 下游产品
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为反应物:
    描述:
    3-azidophenyl benzyl ethermanganese(IV) oxide 、 palladium 10% on activated carbon 、 氢气 、 copper(II) sulfate 、 sodium ascorbate 作用下, 以 甲醇二氯甲烷叔丁醇 为溶剂, 反应 4.0h, 生成 (2-aminophenyl)(1-(3-(benzyloxy)phenyl)-1H-1,2,3-triazol-4-yl)methanone
    参考文献:
    名称:
    1-Phenyl-4-benzoyl-1H-1,2,3-triazoles as Orally Bioavailable Transcriptional Function Suppressors of Estrogen-Related Receptor α
    摘要:
    Estrogen-related receptor a is a potential candidate target for therapeutic treatment of breast cancer. We describe the discovery and structure activity relationship study of a series of 1-phenyl-4-benzoyl-1H-1,2,3-triazoles as novel suppressors of ERR alpha transcriptional functions. The most promising compound, 2-aminophenyl-(1-(3-isopropylpheny1)-1H-1,2,3-triazol-4-yl)methanone (14n), potently suppressed the transcriptional functions of ERR alpha with IC50 = 0.021 mu M in a cell-based reporter gene assay and also decreased both the mRNA levels and the protein levels of ERR alpha and the downstream targets. This compound inhibited the proliferation and migration of breast cancer cells with high level of ERR alpha. Preliminary pharmacolcinetic studies suggested that it possessed a good pharmacokinetic profile with an oral bioavailability of 71.8%. The compounds may serve as novel small molecule probes for further validation of ERR alpha as a molecular target for anticancer drug development.
    DOI:
    10.1021/jm4003928
  • 作为产物:
    描述:
    3-苄氧基苯胺盐酸 、 sodium nitrite 、 sodium azide 作用下, 以 乙酸乙酯 为溶剂, 反应 5.0h, 生成 3-azidophenyl benzyl ether
    参考文献:
    名称:
    1-Phenyl-4-benzoyl-1H-1,2,3-triazoles as Orally Bioavailable Transcriptional Function Suppressors of Estrogen-Related Receptor α
    摘要:
    Estrogen-related receptor a is a potential candidate target for therapeutic treatment of breast cancer. We describe the discovery and structure activity relationship study of a series of 1-phenyl-4-benzoyl-1H-1,2,3-triazoles as novel suppressors of ERR alpha transcriptional functions. The most promising compound, 2-aminophenyl-(1-(3-isopropylpheny1)-1H-1,2,3-triazol-4-yl)methanone (14n), potently suppressed the transcriptional functions of ERR alpha with IC50 = 0.021 mu M in a cell-based reporter gene assay and also decreased both the mRNA levels and the protein levels of ERR alpha and the downstream targets. This compound inhibited the proliferation and migration of breast cancer cells with high level of ERR alpha. Preliminary pharmacolcinetic studies suggested that it possessed a good pharmacokinetic profile with an oral bioavailability of 71.8%. The compounds may serve as novel small molecule probes for further validation of ERR alpha as a molecular target for anticancer drug development.
    DOI:
    10.1021/jm4003928
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文献信息

  • Synthesis, antibacterial, and antioxidant activities of naphthyl‐linked disubstituted 1,2,3‐triazoles
    作者:Chander Prakash Kaushik、Raj Luxmi
    DOI:10.1002/jhet.3956
    日期:2020.6
    naphthyl‐linked disubstituted 1,2,3‐triazoles has been carried out by the reaction between 1‐(prop‐2‐yn‐1‐yloxy)naphthalene and aromatic azides. The structure elucidation of the synthesized compounds was carried out by FTIR, 1H NMR, 13C NMR, and HRMS techniques. Further, the compound 7f was confirmed by X‐ray crystallography (CCDC 1876891). The synthesized compounds were explored for antibacterial activity
    在这里,通过1-(prop-2-yn-1-yloxy)萘与芳族叠氮化物的反应进行了15个萘基连接的双取代1,2,3-三唑的点击合成。通过FTIR,1 H NMR,13 C NMR和HRMS技术进行合成化合物的结构阐明。此外,化合物7f通过X射线晶体学确认(CCDC 1876891)。探索了合成的化合物对蜡状芽孢杆菌,大肠杆菌和金黄色葡萄球菌的抗菌活性。。合成的1,2,3-三唑的生物学评估表明,对测试菌株的抗菌活性中等至良好。合成的化合物的抗氧化行为表现出显着的自由基清除活性,使用DPPH分析法。
  • A convenient synthesis and crystal structure of disubstituted 1,2,3-triazoles having ether functionality
    作者:Raj Luxmi、C. P. Kaushik、Devinder Kumar、Krishan Kumar、Ashima Pahwa、Jyoti Sangwan、Manisha Chahal
    DOI:10.1080/00397911.2019.1672744
    日期:2019.12.17
    Abstract A series of 27 ether-linked 1,4-disubstituted 1,2,3-triazoles (8a–8z1) has been synthesized by 1,3 dipolar cycloaddition of 1-substituted-4-(prop-2-yn-1-yloxy)benzene (3a–3c) and aromatic azides (5a–5c, 7a–7f). The synthesized compounds were explicated by FTIR, 1H NMR, 13C NMR and HRMS techniques. The structures of synthesized triazoles 8c (CCDC 1840219) and 8f (CCDC 1840220) were also confirmed
    摘要 通过 1-取代-4-(prop-2-yn-1-) 的 1,3 偶极环加成反应合成了一系列 27 个醚连接的 1,2,3-三唑 (8a–8z1)。酰氧基)苯 (3a-3c) 和芳香叠氮化物 (5a-5c, 7a-7f)。通过FTIR、1H NMR、13C NMR和HRMS技术对合成的化合物进行了解释。合成的三唑 8c (CCDC 1840219) 和 8f (CCDC 1840220) 的结构也通过 X 射线晶体学证实。图形概要
  • Reddy, P. Ganapati; Pratap, T. Verabhadra; Kumar, G. D. Kishore, European Journal of Organic Chemistry, 2002, # 22, p. 3740 - 3744
    作者:Reddy, P. Ganapati、Pratap, T. Verabhadra、Kumar, G. D. Kishore、Mohanty, Subhendu K.、Baskaran, Sundarababu
    DOI:——
    日期:——
  • Remote intramolecular functionalization of arylnitrenium ions: Synthesis of amino—dihydrophenanthridines and benzo[c]chromans
    作者:Rudolph A Abramovitch、Melanie M Cooper、Ramasubbu Jeyaranan、Grzegorz Rusek
    DOI:10.1016/s0040-4039(00)83858-7
    日期:1986.1
  • ABRAMOVITCH R. A.; COOPER M. M.; JEYARAMAN B.; RUSEK G., TETRAHEDRON LETT., 27,(1986) N 32, 3705-3708
    作者:ABRAMOVITCH R. A.、 COOPER M. M.、 JEYARAMAN B.、 RUSEK G.
    DOI:——
    日期:——
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