3-methyl-3,4-dihydro-2H-benzo[e][1,3]oxazin-2-one | 1008-83-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 3-methyl-3,4-dihydro-2H-benzo[e][1,3]oxazin-2-one
• 英文别名: 3-methyl-3,4-dihydrobenzo[e][1,3]oxazin-2-one；3,4-dihydro-3-methyl-2H-1,3-benzoxazin-2-one；3-Methyl-4H-1,3-benzoxazin-2(3H)-one；3-methyl-3,4-dihydro-benzo[e][1,3]oxazin-2-one；3,4-Dihydro-3-methyl-2H-1,3-benzoxazin-2-on；3-Methyl-3,4-dihydro-benzo[e][1,3]oxazin-2-one；3-methyl-4H-1,3-benzoxazin-2-one
• CAS: 1008-83-9
• 化学式: C₉H₉NO₂
• 分子量: 163.176
• InChiKey: FOCZWAAXMRNTNY-UHFFFAOYSA-N

物化性质

• 熔点：
  105-107 °C
• 沸点：
  266.9±33.0 °C(Predicted)
• 密度：
  1.209±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-methyl-3,4-dihydro-2H-benzo[e][1,3]oxazin-2-one 在 硫酸 、 硝酸 作用下， 以 溶剂黄146 为溶剂， 反应 1.5h， 以80%的产率得到3-甲基-6-硝基-4H-1,3-苯并恶嗪-2-酮
  参考文献：
  名称：

  3,4-Dihydro-3-methyl-6-nitro-2H-1,3-benzoxazin-2-one, a Reagent for Labeling p-Nitrophenyl Esterases with a Chromophoric Reporter Group - Synthesis and Reaction with Chymotrypsin

  摘要：

  DOI：

  10.1006/bioo.1993.1030
• 作为产物：
  描述：

  2-(methyliminomethyl)phenol 在 sodium tetrahydroborate 、 N,N-二甲基苯胺 作用下， 以 乙醇 、 甲苯 为溶剂， 生成 3-methyl-3,4-dihydro-2H-benzo[e][1,3]oxazin-2-one
  参考文献：
  名称：

  3,4-Dihydro-3-methyl-6-nitro-2H-1,3-benzoxazin-2-one, a Reagent for Labeling p-Nitrophenyl Esterases with a Chromophoric Reporter Group - Synthesis and Reaction with Chymotrypsin

  摘要：

  DOI：

  10.1006/bioo.1993.1030

文献信息

• FUNGICIDAL MIXTURES
  申请人：Gregory Vann

  公开号：US20100240619A1

  公开（公告）日：2010-09-23

  Disclosed is a fungicidal composition comprising (a) at least one compound selected from the compounds of Formula 1 N-oxides, and salts thereof, wherein R 1 , R 2 , A, G, W, Z 1 , X, J, and n are as defined in the disclosure, and (b) at least one additional fungicidal compound. Also disclosed is a method for controlling plant diseases caused by fungal plant pathogens comprising applying to the plant or portion thereof, or to the plant seed, a fungicidally effective amount of the aforesaid composition. Also disclosed is a composition comprising component (a) of aforesaid composition and at least one insecticide. Also disclosed are compounds of Formula 1A, 1B and 1C, wherein R 1 , R 2 , A, G, W, Z 1 , X, J, n, Z 3 , M and J 1 are as defined in the disclosure.

  公开了一种含真菌化合物，包括：(a)至少一种选自公式1 N-氧化物的化合物，以及它们的盐类，其中R1，R2，A，G，W，Z1，X，J和n如公开所述定义，以及（b）至少一种额外的含真菌化合物。还公开了一种控制由真菌植物病原体引起的植物病害的方法，包括将有效量的前述组合物施用于植物或其部分，或施用于植物种子。还公开了一种组合物，包括前述组合物的组分(a)和至少一种杀虫剂。还公开了公式1A，1B和1C的化合物，其中R1，R2，A，G，W，Z1，X，J，n，Z3，M和J1如公开所述定义。
• [EN] BICYCLIC PKM2 ACTIVATORS<br/>[FR] ACTIVATEURS BICYCLIQUES DE PKM2
  申请人：AGIOS PHARMACEUTICALS INC

  公开号：WO2012088314A1

  公开（公告）日：2012-06-28

  Compounds and compositions comprising compounds including formula (I) that activate pyruvate kinase M2 (PKM2) are described herein. Also described herein are methods of using the compounds that activate PKM2 in the treatment of cancer.

  本文描述了包含激活丙酮酸激酶M2（PKM2）的化合物和组合物，其中化合物包括式（I）。本文还描述了利用激活PKM2的化合物治疗癌症的方法。
• Pyruvate kinase activators for use for increasing lifetime of the red blood cells and treating anemia
  申请人：Su Shin-San M.

  公开号：US09181231B2

  公开（公告）日：2015-11-10

  Described herein are methods for using compounds that activate pyruvate kinase.

  本文描述了使用激活丙酮酸激酶的化合物的方法。
• The Reactivity of Difluorocarbene with Hydroxylamines: Synthesis of Carbamoyl Fluorides
  作者：Hannah Baars、Julien Engel、Lucas Mertens、Daniela Meister、Carsten Bolm

  DOI：10.1002/adsc.201600308

  日期：2016.7.14

  Carbamoyl fluorides are formed in reactions of hydroxylamines with difluorocarbene generated from sodium bromodifluoroacetate as readily available and non‐toxic carbene precursor. The process shows a high functional group tolerance, and the reaction path has been rationalized by computational calculations.

  氨基甲酸酯氟化物是由羟胺与溴二氟乙酸钠生成的二氟卡宾反应生成的，二溴卡宾是现成的无毒卡宾前体。该过程显示出较高的官能团耐受性，并且通过计算计算已经使反应路径合理化。
• Cyclization of Substituted Phenyl N-(2-Hydroxybenzyl)carbamates in Aprotic Solvents. Synthesis of 4H-1,3-Benzoxazin-2(3H)-ones
  作者：Jaromír Mindl、Oldřich Hrabík、Vojeslav Štěrba、Jaromír Kaválek

  DOI：10.1135/cccc20001262

  日期：——

  The kinetics of cyclization of substituted phenyl N-(2-hydroxybenzyl)carbamates and their N-methyl analogs, prepared by the reaction of 2-(aminomethyl)phenols with substituted phenyl chloroformates, was studied in dioxane or toluene at the temperatures 110-180 °C. Electron-withdrawing substituents in the leaving phenoxy group strongly accelerate the rate of cyclization (ρ = 2.45 ± 0.15) while the substituents in the other ring have virtually no effect. The cyclization was catalyzed with triethylamine in toluene but not in dioxane. On the basis of these results, the most convenient method for preparation of substituted 4H-1,3-benzoxazin-2(3H)-ones was a one-hour reflux of substituted 4-nitrophenyl N-(2-hydroxybenzyl)carbamates in dioxane. Based on the influence of substituents, solvents (dioxane and toluene) and triethylamine, the reaction mechanism and structure of the transition state were proposed.

  取代苯基N-(2-羟基苯甲基)氨基甲酸酯及其N-甲基类似物的环化动力学，通过2-(氨基甲基)酚与取代苯基氯甲酸酯反应制备，在二氧六环或甲苯中在110-180°C下进行研究。离去的苯氧基团中的电子吸引取代基强烈加速环化速率（ρ = 2.45 ± 0.15），而另一环中的取代基几乎没有影响。在甲苯中三乙胺催化了环化，但在二氧六环中没有。基于这些结果，制备取代4H-1,3-苯并噁唑-2(3H)-酮的最便捷方法是在二氧六环中将取代4-硝基苯基N-(2-羟基苯甲基)氨基甲酸酯回流一小时。根据取代基、溶剂（二氧六环和甲苯）和三乙胺的影响，提出了反应机理和过渡态的结构。