(4Z)-4-((furan-2-yl)methylene)-3-methylisoxazol-5(4H)-one | 17975-53-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: (4Z)-4-((furan-2-yl)methylene)-3-methylisoxazol-5(4H)-one
• 英文别名: (E)-4-(furan-2-ylmethylene)-3-methylisoxazol-5(4H)-one；4-furfurylidene-3-methyl-4H-isoxazol-5-one；4-Furfuryliden-3-methyl-4H-isoxazol-5-on；(4Z)-4-(furan-2-ylmethylidene)-3-methyl-1,2-oxazol-5-one
• CAS: 17975-53-0
• 化学式: C₉H₇NO₃
• 分子量: 177.159
• InChiKey: WIRCIOXBGIZUCD-YVMONPNESA-N

物化性质

• 沸点：
  260.7±50.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  糠醛 、 乙酰乙酸乙酯 在 tetrabutylammonium phthalimide-N-oxyl 、 盐酸羟胺 作用下， 以 水 为溶剂， 反应 1.0h， 以93%的产率得到(4Z)-4-((furan-2-yl)methylene)-3-methylisoxazol-5(4H)-one
  参考文献：
  名称：

  Phthalimide-N-oxyl salts: efficient organocatalysts for facile synthesis of (Z)-3-methyl-4-(arylmethylene)-isoxazole-5(4H)-one derivatives in water

  摘要：

  Green and simple protocols have been developed for the synthesis of (Z)-3-methyl-4-(arylmethylene)isoxazole-5(4H)-one derivatives in the presence of tetrabutylammonium or potassium salts of phthalimide-N-oxyl, as transition metal-free catalysts, through the multicomponent reaction strategy in aqueous medium at ambient temperature. These procedures offer many advantages including clean reaction profiles, mild reaction conditions, short reaction times, high to quantitative yields, and straightforward work-up.[GRAPHICS].

  DOI：

  10.1007/s00706-015-1565-x

文献信息

• 3-Aryl-4-(2,6-dimethylbenzylidene)isoxazol-5(4H)-ones as Fungicides
  申请人：HALLENBACH Werner

  公开号：US20120065063A1

  公开（公告）日：2012-03-15

  The invention relates to 3-aryl-4-(2,6-dimethylbenzylidene)isoxazol-5(4H)-ones, to agrochemically active salts thereof, to the use thereof and to methods and compositions for controlling phytopathogenic harmful fungi and insects in and/or on plants or in and/or on seed of plants, to processes for producing such compositions and treated seed, and to the use thereof for controlling phytopathogenic harmful fungi in agriculture, horticulture and forestry, in animal health, in the protection of materials and in the domestic and hygiene sector. The present invention further relates to a process for preparing isoxazolone derivatives.

  该发明涉及3-芳基-4-(2,6-二甲基苯甲亚甲基)异恶唑-5(4H)-酮，以及其农药活性盐、使用方法和控制植物或植物种子中的植物病原有害真菌和昆虫的方法和组合物，用于生产这种组合物和处理过的种子的工艺，以及在农业、园艺和林业中控制植物病原有害真菌、动物健康、材料保护以及家庭和卫生领域中的使用。本发明还涉及一种制备异恶唑酮衍生物的方法。
• 3-Aryl-4-(2-thienylmethylene)isoxazol-5(4H)-ones as Fungicides
  申请人：HALLENBACH Werner

  公开号：US20120100989A1

  公开（公告）日：2012-04-26

  The invention relates to 3-aryl-4-(2-thienylmethylene)isoxazol-5(4H)-ones, to agrochemically active salts thereof, to their use and to methods and compositions for controlling phytopathogenic harmful fungi and insects in and/or on plants or in and/or on seed of plants, to processes for preparing such compositions and to treated seed, and to their use for controlling phytopathogenic harmful fungi in agriculture, horticulture and forestry, in animal health, in the protection of materials and in the domestic and hygiene field. The present invention further relates to a process for preparing isoxazolone derivatives.

  该发明涉及3-芳基-4-(2-噻吩甲烯基)异噁唑-5(4H)-酮，其农用活性盐，其用途以及用于控制植物或种子中的植物病原真菌和昆虫的方法和组合物，用于制备这种组合物的方法和过程以及处理过的种子，以及它们在农业、园艺和林业中用于控制植物病原真菌，在动物健康中，在材料保护中以及在家庭和卫生领域中的用途。本发明还涉及一种制备异噁唑酮衍生物的方法。
• DFT analysis and in vitro studies of isoxazole derivatives as potent antioxidant and antibacterial agents synthesized via one-pot methodology
  作者：Ajay Thakur、Monika Verma、Parul Setia、Ruchi Bharti、Renu Sharma、Ajay Sharma、Neelam P. Negi、Vivek Anand、Ravi Bansal

  DOI：10.1007/s11164-022-04910-7

  日期：2023.3

  Isoxazole and its derivatives derived from natural resources are very few. However, they have several applications in pharmaceutical industries, including antimicrobial, antitumor, anticancer, antifungal, and antibacterial activities. As a result, this research aimed to design a novel one-pot green approach to synthesize new oxazole derivatives. The derivatives were further explored for their antibacterial

  从自然资源中提取的异恶唑及其衍生物很少。然而，它们在制药工业中有多种应用，包括抗菌、抗肿瘤、抗癌、抗真菌和抗菌活性。因此，本研究旨在设计一种新颖的一锅法绿色合成新恶唑衍生物的方法。进一步探索衍生物的抗菌和抗氧化活性及其密度泛函理论 (DFT) 分析。新合成部分的表征通过 IR、1 H NMR、13 C NMR、CHN 分析和单晶 X 射线晶体学完成。此外，通过使用庆大霉素作为针对金黄色葡萄球菌和大肠杆菌菌株。衍生物4a、4c、4d、4f、4j和4k对前者具有优异的抗菌潜力，而4c和5对后者表现出最高的活性。还通过使用自由基清除（ABTS 和 DPPH 测定）和总抗氧化能力分析了衍生物的抗氧化活性。这里还有4a、4d、4e、4k、4l、4m和5展示了最有希望的结果。最后，通过使用具有 6–311 +  G ( d , p ) 基组的 B3LYP 方法来研究分子的电子结构和化学反应描述符的分析，例如硬度
• Schiff; Betti, Chemische Berichte, 1897, vol. 30, p. 1337,1339
  作者：Schiff、Betti

  DOI：——

  日期：——
• Phthalimide-N-oxyl salts: efficient organocatalysts for facile synthesis of (Z)-3-methyl-4-(arylmethylene)-isoxazole-5(4H)-one derivatives in water
  作者：Mohammad G. Dekamin、S. Zahra Peyman

  DOI：10.1007/s00706-015-1565-x

  日期：2016.2

  Green and simple protocols have been developed for the synthesis of (Z)-3-methyl-4-(arylmethylene)isoxazole-5(4H)-one derivatives in the presence of tetrabutylammonium or potassium salts of phthalimide-N-oxyl, as transition metal-free catalysts, through the multicomponent reaction strategy in aqueous medium at ambient temperature. These procedures offer many advantages including clean reaction profiles, mild reaction conditions, short reaction times, high to quantitative yields, and straightforward work-up.[GRAPHICS].