2-(2,3-dihydroxylphenyl)benzoxazole | 24978-46-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(2,3-dihydroxylphenyl)benzoxazole
• 英文别名: 3-(benzoxazol-2-yl)benzene-1,2-diol；3-benzooxazol-2-yl-benzene-1,2-diol；2-(2,3-Dihydroxyphenyl)-benzoxazol；3-Benzoxazol-2-ylbenzene-1,2-diol；3-(1,3-benzoxazol-2-yl)benzene-1,2-diol
• CAS: 24978-46-9
• 化学式: C₁₃H₉NO₃
• 分子量: 227.219
• InChiKey: XJOKBCBRRZEMPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-苯基苯并恶唑 在 葡萄糖 、 异丙基-beta-D-硫代半乳糖吡喃糖苷 Escherichia coli JM₁₀₉ harboring plasmid pBS₂₀₇₂B 、 M₉ medium 、 维生素B1 作用下， 以77%的产率得到2-(2,3-dihydroxylphenyl)benzoxazole
  参考文献：
  名称：

  Synthesis of vicinal diols from various arenes with a heterocyclic, amino or carboxyl group by using recombinant Escherichia coli cells expressing evolved biphenyl dioxygenase and dihydrodiol dehydrogenase genes

  摘要：

  Various aromatic molecules, in which heterocycles are linked with a phenyl or benzyl group, were converted to their respective 2,3-diols (catechols) in the benzene ring by growing cell reactions using recombinant Escherichia coli, which expressed the evolved biphenyl dioxygenase [bphA (2072)] genes and the subsequent bacterial dihydrodiol dehydrogenase (bphB) gene. These vicinal diol products showed strong in vitro inhibitory activity against the lipid peroxidation induced by free radicals and strong scavenging activity towards DPPH radicals. The vicinal diols were also synthesized from ionized monocyclic aromatics incorporating an amino or carboxyl group. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.10.052

文献信息

• Switchable and selective detection of Zn²⁺ or Cd²⁺ in living cells based on 3′-O-substituted arrangement of benzoxazole-derived fluorescent probes
  作者：Yongqian Xu、Liangliang Xiao、Shiguo Sun、Zhichao Pei、Yuxin Pei、Yi Pang

  DOI：10.1039/c4cc02335h

  日期：——

  Two benzoxazole-derived ESIPT fluorescent sensors E1 and E2 show highly selective detection of Zn²⁺ and Cd²⁺, respectively, in aqueous solution and living cells.

  两种苯并噁唑衍生物ESIPT荧光传感器E1和E2在水溶液和活细胞中表现出高度选择性检测Zn2+和Cd2+，分别。
• Methyl aryl ether cleavage in benzazole syntheses in polyphosphoric acid
  作者：Charles M. Orlando、J. G. Wirth、D. R. Heath

  DOI：10.1021/jo00834a065

  日期：1970.9

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