5-methyl-3H-1,3-oxazine-2,6-dione | 51255-10-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 5-methyl-3H-1,3-oxazine-2,6-dione
• 英文别名: 5-Methyloxazindion；5-Methyl-1,3-oxazin-2,6(3H)-dion；5-Methyl-2,3-dihydro-1,3-6H-oxazin-2,6-dion；5-methyl-2H-1,3-oxazine-2,6(3H)-dione；2H-1,3-Oxazine-2,6(3H)-dione, 5-methyl-
• CAS: 51255-10-8
• 化学式: C₅H₅NO₃
• mdl: MFCD19217116
• 分子量: 127.1
• InChiKey: WTXOSGFCAJSFHN-UHFFFAOYSA-N

物化性质

• 熔点：
  173-174 °C
• 密度：
  1.299±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-methyl-3H-1,3-oxazine-2,6-dione 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 0.17h， 生成 (6-methyl-7-oxo-2,3-dihydroisoxazolo[2,3-a]pyrimidin-3-yl)ammonium 2,2,2-trifluoroacetate
  参考文献：
  名称：

  A Convenient and Concise Metal-Free Approach to Functionalized Bicyclic Pyrimidinones from Oxazine-2,6-diones

  摘要：

  通过无金属偶联氧噁啉-2,6-二酮与吡唑二酮和异噁唑二酮，成功合成了以前未报道的吡唑嘧啶酮和异噁唑嘧啶酮。这种合成方法可以轻松获得各种新颖的二维构建模块，可以进行衍生化以生成一系列药物和农药类分子。

  DOI：

  10.1055/s-0037-1609364
• 作为产物：
  描述：

  3-甲基吡咯-2,5-二酮 在 sodium hypochlorite 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 4.0h， 以44%的产率得到5-methyl-3H-1,3-oxazine-2,6-dione
  参考文献：
  名称：

  A Convenient and Concise Metal-Free Approach to Functionalized Bicyclic Pyrimidinones from Oxazine-2,6-diones

  摘要：

  通过无金属偶联氧噁啉-2,6-二酮与吡唑二酮和异噁唑二酮，成功合成了以前未报道的吡唑嘧啶酮和异噁唑嘧啶酮。这种合成方法可以轻松获得各种新颖的二维构建模块，可以进行衍生化以生成一系列药物和农药类分子。

  DOI：

  10.1055/s-0037-1609364

文献信息

• Carboxamide Compound and Use of the Same
  申请人：Souma Shin-ichiro

  公开号：US20090111852A1

  公开（公告）日：2009-04-30

  A carboxamide compound represented by the formula (1): [wherein Q represents a nitrogen-containing 6-membered aromatic heterocyclic group optionally fused with a benzene ring, one of ring constitutional atoms of the heterocyclic group is a nitrogen atom and the heterocyclic group may be substituted with a group selected from the group consisting of a C1-C3 alkyl and the like, R 1 represents a C1-C3 alkyl group or the like, R 2 represents a hydrogen atom or the like, and R 3 represents a hydrogen atom or the like] and a plant disease controlling agent comprising this as an active ingredient.

  一种以化学式（1）表示的羧酰胺化合物：[其中Q代表一个含氮的6-成员芳香杂环基，可选择地与苯环融合，杂环基的环构成原子之一是氮原子，杂环基可用C1-C3烷基等基团取代，R1代表C1-C3烷基或类似基团，R2代表氢原子或类似基团，R3代表氢原子或类似基团]以及包含其作为活性成分的植物病害控制剂。
• CARBOXAMIDE COMPOUND AND USE THEREOF
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP1887002B1

  公开（公告）日：2015-08-26
• Synthesis of 3-(2-deoxy-β-{=D}--pentofuranosyl)-2,3-dihydro-1,3-6H-oxazine-2,6-dione (“3-oxa-2′-deoxyuridine”), a new pyrimidine nucleoside analog
  作者：M. Bobek、A. Bloch、S. Kuhar

  DOI：10.1016/s0040-4039(01)86953-7

  日期：1973.1
• Synthesis and biological activity of 5-fluoro- and 5-methyl-1,3-oxazine-2,6(3H)-dione
  作者：M. Bobek、S. Kuhar、A. Bloch

  DOI：10.1021/jm00191a028

  日期：1979.5

  5-Fluoro-1,3-oxazine-2,6(3H)-dione (3-oxa-FU) was synthesized by reacting 3-oxauracil with fluoroxytrifluoromethane and decomposing the adduct in the presence of a catalytic amount of Et3N. 5-Methyl-1,3-oxazine-2,6(3H)-dione (3-oxathymine) was prepared by polyphosphoric acid catalyzed ring closure of beta-(N-ethoxycarbonylamino)-2-methacrylic acid and by treatment of citraconimide with sodium hypochlorite. As determined in vitro, 3-oxa-FU was markedly inhibitory to S. faecium (ID50 = 9 X 10(-8) M) and E. coli (ID50 = 1 X 10(-7) M) but was less active against leukemia L-1210 cells (ID50 = 1 X 10(-5) M). At 1 x 10(-4) M, 3-oxathymine was inactive in these cell systems. Inhibition of the growth of S. faecium by 3-oxa-FU was reversed competitively by the natural pyrimidines. The relatively rapid hydrolysis of the compounds in the growth media is a major factor in determining their biological effectiveness.
• BOBEK M.; KUHAR S.; BLOCH A., J. MED. CHEM., 1979, 22, NO 5, 592-594
  作者：BOBEK M.、 KUHAR S.、 BLOCH A.

  DOI：——

  日期：——