4-乙酰基-3-羟基-2-(2-甲基丙基)-1,2-二氢吡咯-5-酮 | 2113-88-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 中文名称: 4-乙酰基-3-羟基-2-(2-甲基丙基)-1,2-二氢吡咯-5-酮
• 英文名称: 5-isobutyl-3-acetyl-4-hydroxy-1H-pyrrol-2(5H)-one
• 英文别名: DL-3-Acetyl-5-isobutyl-4-hydroxy-Δ³-pyrrolin-2-on；3-Acetyl-5-isobutyltetramsaeure；3-Acetyl-4-hydroxy-5-(2-methylpropyl)-1,5-dihydro-2H-pyrrol-2-one；4-acetyl-3-hydroxy-2-(2-methylpropyl)-1,2-dihydropyrrol-5-one
• CAS: 2113-88-4
• 化学式: C₁₀H₁₅NO₃
• 分子量: 197.234
• InChiKey: SHHAXAUQMPMPRV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-乙酰基-3-羟基-2-(2-甲基丙基)-1,2-二氢吡咯-5-酮 、 肼基甲酸乙酯 以 乙醇 为溶剂， 反应 2.0h， 以53.6%的产率得到ethyl N'-(1-(5-isobutyl-2,4-dioxopyrrolidin-3-ylidene)ethyl)-hydrazinecarboxylate
  参考文献：
  名称：

  替那嗪酸的3-羟基和3-羟基衍生物及其除草剂评价

  摘要：

  为了优化结构 Tenuazonic酸和提高除草活性，肼部分被引入到的3位替那嗪酸的吡咯烷-2,4-二酮骨架。3-Hydrazido-pyrrolidine-2,4-dione化合物（）是由相应的羧酸盐和肼通过微波辅助的酰胺化反应制得的，而3- azo氮杂化合物（）是从相应的 3-乙酰基吡咯烷-2，4-二酮。两种结构都表现出除草活性，尤其是对双子叶植物a菜（Amaranthus retroflexus）的除草活性，但结构-活性关系不同。

  DOI：

  10.1002/jhet.1939
• 作为产物：
  描述：

  Methyl N-acetoacetyl-L-leucinate 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以68%的产率得到4-乙酰基-3-羟基-2-(2-甲基丙基)-1,2-二氢吡咯-5-酮
  参考文献：
  名称：

  Poncet, Joel; Jouin, Patrick; Castro, Bertrand, Journal of the Chemical Society. Perkin transactions I, 1990, p. 611 - 616

  摘要：

  DOI：

文献信息

• Tetronic and tetramic acids
  申请人：Godel Thierry

  公开号：US20050119329A1

  公开（公告）日：2005-06-02

  This invention relates to new tetronic and tetramic acid derivatives with beta-secretase inhibitory activity of formula I: wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 5′ , R 6 and R 6′ are as defined hereinabove, to processes for their preparation, compositions containing said tetronic and tetramic acid derivatives and their use in the treatment and prevention of diseases modulated by an inhibitor of β-secretase, such as Alzheimer's disease.

  这项发明涉及具有β-分泌酶抑制活性的新四元和四酰胺衍生物的化学式I： 其中R1、R2、R3、R4、R5、R5'、R6和R6'如上所定义，以及它们的制备过程、含有所述四元和四酰胺衍生物的组合物以及它们在治疗和预防由β-分泌酶抑制剂调节的疾病中的用途，如阿尔茨海默病。
• TETRONIC AND TETRAMIC ACIDS
  申请人：Godel Thierry

  公开号：US20080132562A1

  公开（公告）日：2008-06-05

  This invention relates to new tetronic and tetramic acid derivatives with beta-secretase inhibitory activity of formula I: wherein R1, R2, R3, R4, R5, R5′, R6 and R6′ are as defined hereinabove, to processes for their preparation, compositions containing said tetronic and tetramic acid derivatives and their use in the treatment and prevention of diseases modulated by an inhibitor of β-secretase, such as Alzheimer's disease.

  本发明涉及一种新的具有β-分泌酶抑制活性的四元酸和四元酰胺衍生物，其化学式为I：其中R1、R2、R3、R4、R5、R5'、R6和R6'如上所定义，以及其制备过程、含有所述四元酸和四元酰胺衍生物的组合物以及它们在治疗和预防由β-分泌酶抑制剂调节的疾病，如阿尔茨海默病等方面的用途。
• BIOLOGICAL CONTROL OF WEEDS USING THE METABOLITES OF ALTERNARIA ALTERNATA
  申请人：Nanjing Agricultural University

  公开号：EP1849361A1

  公开（公告）日：2007-10-31

  This invention teaches a method of controlling weeds using the metabolites tenuazonic acid, iso-tenuazonic acid and their salts isolated from the cultures of Alternaria alternata (Fr.) Keissler. Spraying of any of these compounds at a concentration of 5 to 800 µg/g can cause main broad leaf, grassy and sedge weeds to hurt, wilt, and dry to death. Tenuazonic acid, iso-tenuazonic acid, and their salts exhibit herbicidal activity with broad spectrum, quick killing, and high efficiency. The addition of adjuvants improves the herbicidal activity of these compounds.

  本发明传授了一种使用从 Alternaria alternata (Fr.) Keissler 的培养物中分离出的代谢物tenuazonic 酸、异tenuazonic 酸及其盐类来控制杂草的方法。喷洒浓度为 5 至 800 µg/g 的这些化合物，可使主要阔叶杂草、禾本科杂草和莎草受伤、枯萎和干枯死亡。噻努唑啉酸、异噻努唑啉酸及其盐类具有广谱、速效、高效的除草活性。添加佐剂可提高这些化合物的除草活性。
• Biological Control Of Weeds Using The Metabolites Of Alternaria Alternata
  申请人：Qiang Sheng

  公开号：US20080280761A1

  公开（公告）日：2008-11-13

  The present invention is about a method of controlling weeds using the metabolites tenuazonic acid, iso-tenuazonic acid and their salts isolated from the cultures of Alternaria alternata (Fr.) Keissler. The spray of one of these compounds at the rate of 5 to 800 μg/g can cause the main broad leaf, grassy and sedge weeds to hurt, wilt, even dry to death which exhibits herbicidal activity with broad spectrum, quick killing and efficient effect. The addition of adjuvants improves their herbicidal activity.