1-methyl-6-anilinouracil | 7269-04-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-methyl-6-anilinouracil
• 英文别名: 6-anilino-1-methyluracil；6-(N-phenylamino)-1-methyluracil；6-anilino-1-methyl-1H-pyrimidine-2,4-dione；6-anilino-1-methylpyrimidine-2,4(1H,3H)-dione；6-anilino-1-methylpyrimidine-2,4-dione
• CAS: 7269-04-7
• 化学式: C₁₁H₁₁N₃O₂
• 分子量: 217.227
• InChiKey: FEPMHCNBTXFRJD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  61.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-methyl-6-anilinouracil 在 盐酸 、 potassium carbonate 、 sodium nitrite 作用下， 以 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 20.0~80.0 ℃ 、600.01 kPa 条件下， 反应 23.5h， 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：

  苯胺 、 6-氯-1-甲基尿嘧啶 反应 1.5h， 以90%的产率得到1-methyl-6-anilinouracil
  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

文献信息

• A Facile One-pot Synthesis of Pyrido[2,3-d]pyrimidines and Pyrido[2,3-d:6,5-d′]dipyrimidines
  作者：Shaker Youssif、Said El-Bahaie、Esam Nabih

  DOI：10.1039/a806513f

  日期：——

  The reactions of enaminones (6-aminouracils) 1a–c and 4 with cyano olefins 2a–b and 5a–f led to the formation of pyrido[2,3-d]pyrimidines 3a–f and 6a–f in good yield, while the treatment of 4-amino-2-thiouracil 4 with aromatic aldehydes afforded pyridodipyrimidines 7a–c.

  烯胺酮（6-氨基尿嘧啶）1a – c和4与氰基烯烃2a – b和5a – f的反应导致吡啶[2,3- d ]嘧啶3a – f和6a – f的高收率形成，而用芳族醛处理4-氨基-2-硫尿嘧啶4得到吡啶二嘧啶7a – c。
• Compounds inhibiting the aggregation of superoxide dismutase-1
  申请人：Lansbury Peter

  公开号：US20060194821A1

  公开（公告）日：2006-08-31

  The invention is directed to methods of inhibiting the rate at which superoxide dismutse-1 (SOD) aggregates using compounds that stabilize SOD dimers. The methods are useful in the study and therapy of amyotrophic lateral sclerosis. The invention also includes assays that can be used to identify compounds that stabilize dimers and SOD molecules that have been modified for use in these assays.

  本发明涉及使用稳定SOD二聚体的化合物来抑制超氧化物歧化酶-1（SOD）聚集的速率的方法。该方法在进行肌萎缩侧索硬化的研究和治疗中非常有用。本发明还包括可用于识别稳定二聚体化合物和已经改性用于这些测定的SOD分子的测定方法。
• Youssif, Shaker; Assy, Mohamed, Journal of Chemical Research, Miniprint, 1996, # 10, p. 2546 - 2559
  作者：Youssif, Shaker、Assy, Mohamed

  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
• YONEDA F.; MATSUMOTO S.; SAKUMA Y.; FUKAZAWA S., J. CHEM. SOC. PERKIN TRANS. PART 1 <JCPK-BH> 1975, NO 19, 1907-1909
  作者：YONEDA F.、 MATSUMOTO S.、 SAKUMA Y.、 FUKAZAWA S.

  DOI：——

  日期：——