3-溴-5-(溴甲基)-1,2-恶唑 | 88982-28-9

• 物质功能分类: 医药中间体 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 中文名称: 3-溴-5-(溴甲基)-1,2-恶唑
• 中文别名: 3-溴-5-溴甲基异恶唑
• 英文名称: 3-bromo-5-(bromomethyl)isoxazole
• 英文别名: 3-bromo-5-(bromomethyl)-1,2-oxazole
• CAS: 88982-28-9
• 化学式: C₄H₃Br₂NO
• mdl: MFCD06795877
• 分子量: 240.882
• InChiKey: NFCHMZFEFOKVDT-UHFFFAOYSA-N

物化性质

• 沸点：
  289.0±25.0 °C(Predicted)
• 密度：
  2.167±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  3,5-双(三氟甲基)苯硫酚 、 3-溴-5-(溴甲基)-1,2-恶唑 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Structure-Guided Design of the First Noncovalent Small-Molecule Inhibitor of CRM1

  摘要：

  DOI：

  10.1021/acs.jmedchem.0c01675
• 作为产物：
  描述：

  (3-溴异恶唑-5-基)甲醇 在 四溴化碳 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 生成 3-溴-5-(溴甲基)-1,2-恶唑
  参考文献：
  名称：

  Synthesis and Evaluation of 2β-0xyimino and Alkenylpenicillanic Acid Sulfone Derivatives as β-Lactamase Inhibitors

  摘要：

  The synthesis and in vitro synergies of 2 beta-alkenyl and oxyiminopenam sulfone derivatives are described. Most of the compounds synthesized exhibited good inhibitory activities and synergistic antibacterial activities with piperacillin and ceftriaxone, respectively, against several beta-lactamase producing strains. Particularly the 2 beta-alkenylpenam sulfone derivatives. 1e and 1g, showed good synergistic activity with ceftriaxone against Citrobacter freundi NIH 10018-68 and Proteus vulgaris 20. Also the compounds 2a, 2c, and 2f, 2 beta-oxyiminopenam sulfone derivatives, exhibited improved synergistic activity with piperacillin against Citrobacter freundi NIH 10018-68.

  DOI：

  10.1002/(sici)1521-4184(19991)332:1<7::aid-ardp7>3.0.co;2-m

文献信息

• Design, Synthesis, and Herbicidal Activities of Novel 2-Cyanoacrylates Containing Isoxazole Moieties
  作者：Yuxiu Liu、Zhipeng Cui、Bin Liu、Baoli Cai、Yonghong Li、Qingmin Wang

  DOI：10.1021/jf902541w

  日期：2010.3.10

  A series of novel 2-cyanoacrylates containing an isoxazole moiety were designed and synthesized. Their structures were characterized by 1H NMR and elemental analysis (or high-resolution mass spectrometry). Their herbicidal activities against four species were evaluated, and the results indicated that some of the title compounds showed excellent herbicidal activities against rape and amaranth pigweed

  设计并合成了一系列含有异恶唑部分的新型2-氰基丙烯酸酯。它们的结构通过1 H NMR和元素分析（或高分辨率质谱）表征。评价了它们对四种物种的除草活性，结果表明，即使在75 g / ha的剂量下，某些标题化合物在出苗后处理中也表现出优异的对油菜和a菜杂草的除草活性。
• Asymmetric Total Syntheses of <i>Kopsia</i> Indole Alkaloids
  作者：Lingying Leng、Xiaohan Zhou、Qi Liao、Falu Wang、Hao Song、Dan Zhang、Xiao‐Yu Liu、Yong Qin

  DOI：10.1002/anie.201700831

  日期：2017.3.20

  The asymmetric total syntheses of a group of structurally complex Kopsia alkaloids, (−)‐kopsine, (−)‐isokopsine, (+)‐methyl chanofruticosinate, (−)‐fruticosine, and (−)‐kopsanone, has been achieved. The key strategies for the construction of the molecular complexity in the targets included an asymmetric Tsuji–Trost rearrangement to set the first quaternary carbon center at C20, an intramolecular cyclopropanation

  已经完成了一组结构复杂的Kopsia生物碱，（-）-甲庚碱，（-）-异甲庚素，（+）-甲基呋喃果糖酸酯，（-）-果糖苷和（-）-甲啡酮的不对称总合成。在靶标中构建分子复杂性的关键策略包括不对称的Tsuji-Trost重排以将第一个四级碳中心设置在C20，分子内环丙烷化通过重氮分解将第二和第三个四级碳中心安装在C2和C7，分别是SmI 2促进了酰氯的缩合以组装异核糖苷核心。异戊二素型中间体的自由基脱羧会导致热力学部分重排，从而生成N-去甲氧基异庚烷和N-去甲氧基kopsine，这是合成具有不同亚型核心结构的Kopsia生物碱的两个关键中间体。
• Pesticidal compounds
  申请人：Shell Research Limited

  公开号：US05360906A1

  公开（公告）日：1994-11-01

  Compounds of the formula: ##STR1## wherein R.sup.1 is hydrogen or alkyl; Q is a linkage group of the formula --CHR.sup.2 -- or --CHR.sup.3 --CHR.sup.4 --where R.sup.2 is hydrogen or alkyl, R.sup.3 is hydrogen or alkyl, and R.sup.4 is hydrogen or alkyl; X is nitrogen or .dbd.CH--; and Z is halogen, show insecticidal activity. Also disclosed are the processes for producing the compounds and methods of using them as insecticides.

  分子式为：##STR1##其中R.sup.1是氢或烷基；Q是一个连接基，其分子式为--CHR.sup.2--或--CHR.sup.3--CHR.sup.4--，其中R.sup.2是氢或烷基，R.sup.3是氢或烷基，R.sup.4是氢或烷基；X是氮或.dbd.CH-；Z是卤素，具有杀虫活性。还公开了制备该化合物的方法以及将其用作杀虫剂的方法。
• Synthesis and Evaluation of 2β-0xyimino and Alkenylpenicillanic Acid Sulfone Derivatives as β-Lactamase Inhibitors
  作者：Young Seo Cho、Young Jin Ha、Jin Sun Kwon、Ae Nim Pae、Kyung Il Choi、Hun Yeong Koh、Moon Ho Chang、Cheol-Min Yoon、Gwan Sun Lee

  DOI：10.1002/(sici)1521-4184(19991)332:1<7::aid-ardp7>3.0.co;2-m

  日期：1999.1

  The synthesis and in vitro synergies of 2 beta-alkenyl and oxyiminopenam sulfone derivatives are described. Most of the compounds synthesized exhibited good inhibitory activities and synergistic antibacterial activities with piperacillin and ceftriaxone, respectively, against several beta-lactamase producing strains. Particularly the 2 beta-alkenylpenam sulfone derivatives. 1e and 1g, showed good synergistic activity with ceftriaxone against Citrobacter freundi NIH 10018-68 and Proteus vulgaris 20. Also the compounds 2a, 2c, and 2f, 2 beta-oxyiminopenam sulfone derivatives, exhibited improved synergistic activity with piperacillin against Citrobacter freundi NIH 10018-68.
• Structure-Guided Design of the First Noncovalent Small-Molecule Inhibitor of CRM1
  作者：Yuqin Lei、Qi An、Xiao-fei Shen、Min Sui、Chungen Li、Da Jia、Youfu Luo、Qingxiang Sun

  DOI：10.1021/acs.jmedchem.0c01675

  日期：2021.5.27