1-methylalloxazine | 2904-36-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 蝶啶及其衍生物
• 英文名称: 1-methylalloxazine
• 英文别名: 1-methyl-1H-benzo[g]pteridine-2,4-dione；1-Methyl-1H-benzo[g]pteridin-2,4-dion；1-Methyl-alloxazine；1-Methyl-alloxazin；1-Methylalloxazin；1-methylbenzo[g]pteridine-2,4-dione
• CAS: 2904-36-1
• 化学式: C₁₁H₈N₄O₂
• 分子量: 228.21
• InChiKey: ANXMGDMOMALBDI-UHFFFAOYSA-N

物化性质

• 熔点：
  >360 °C
• 密度：
  1.454±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  75.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-methylalloxazine 在 盐酸 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 生成 2-(1-methylalloxazine-3-yl)acetic acid
  参考文献：
  名称：

  Flavin–cyclodextrin conjugates: effect of the structure on the catalytic activity in enantioselective sulfoxidations

  摘要：

  A series of flavin cyclodextrin conjugates has been prepared and tested in the enantioselective oxidations of prochiral aromatic and aliphatic sulfides with hydrogen peroxide. The newly prepared conjugates contain isoalloxazinium or alloxazinium moieties attached to the primary rim of alpha- and beta-cyclodextrins at the C-6 positions. In addition, flavinium units were attached to the secondary rim of the beta-cyclodextrin macrocycle. The relationship between the structural features and the catalytic performance of the conjugates, including those recently reported by us, was analyzed. The rate and enantioselectivity of the sulfoxidations catalyzed by flavin cyclodextrin conjugates are influenced mainly by the size of the cyclodextrin cavity, the type of flavin unit (alloxazine or isoalloxazine), and by the relative orientation of the flavin and cyclodextrin moieties. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.10.017
• 作为产物：
  描述：

  (3-cyano-quinoxalin-2-yl)-methyl-carbamic acid ethyl ester 在 sodium methylate 作用下， 生成 1-methylalloxazine
  参考文献：
  名称：

  Pfleiderer, Chemische Berichte, 1956, vol. 89, p. 1148,1151

  摘要：

  DOI：

文献信息

• A Click Chemistry Approach towards Flavin-Cyclodextrin Conjugates—Bioinspired Sulfoxidation Catalysts
  作者：Petra Tomanová、Jiří Šturala、Miloš Buděšínský、Radek Cibulka

  DOI：10.3390/molecules201119667

  日期：——

  A click chemistry approach based on the reaction between alkynylflavins and mono(6-azido-6-deoxy)-β-cyclodextrin has proven to be a useful tool for the synthesis of flavin-cyclodextrin conjugates studied as monooxygenase mimics in enantioselective sulfoxidations.

  基于炔基黄素与单(6-叠氮-6-去氧)-β-环糊精反应的点击化学方法已被证明是有用的工具，用于合成作为单加氧酶模拟物的黄素-环糊精偶联物，这些偶联物在手性选择性硫氧化反应中进行研究。
• PYRIMIDINE COMPOUND AND MEDICINAL COMPOSITION THEREOF
  申请人：Eisai R&D Management Co., Ltd.

  公开号：EP1439175B1

  公开（公告）日：2011-04-27
• Hamby, James M.; Bauer, Ludwig, Journal of Heterocyclic Chemistry, 1987, vol. 24, p. 1013 - 1024
  作者：Hamby, James M.、Bauer, Ludwig

  DOI：——

  日期：——
• One-Step Synthesis of Alloxazines, Alloxazine-5-oxides, 5-Aryl-5-deazaalloxazines, and Fervenulin-4-oxides
  作者：Shaker Youssif

  DOI：10.1007/pl00010263

  日期：1999.6
• Biilmann; Mygind, Bulletin de la Societe Chimique de France, 1930, vol. <4> 47, p. 532,535
  作者：Biilmann、Mygind

  DOI：——

  日期：——