5-(5-nitrofurylidene)-2,4,6 (1H,3H,5H)pyrimidinetrione | 19144-58-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-(5-nitrofurylidene)-2,4,6 (1H,3H,5H)pyrimidinetrione
• 英文别名: 5-(5-nitro-furfurylidene)-barbituric acid；5-(5-Nitro-furfuryliden)-barbitursaeure；5-[(5-Nitrofuran-2-yl)methylidene]-1,3-diazinane-2,4,6-trione
• CAS: 19144-58-2
• 化学式: C₉H₅N₃O₆
• 分子量: 251.155
• InChiKey: XSWXMDJBCOKKIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  134
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  巴比妥酸 、 5-硝基糠醛 在 Montmorillonite KSF 作用下， 反应 0.07h， 以98%的产率得到5-(5-nitrofurylidene)-2,4,6 (1H,3H,5H)pyrimidinetrione
  参考文献：
  名称：

  Villemin, Didier; Labiad, Bouchta, Synthetic Communications, 1990, vol. 20, # 21, p. 3333 - 3337

  摘要：

  DOI：

文献信息

• [EN] PYRIMIDINE DERIVATIVES FOR USE AS ANTIBIOTICS<br/>[FR] DÉRIVÉS DE PYRIMIDINE À UTILISER EN TANT QU'ANTIBIOTIQUES
  申请人：UNIV ASTON

  公开号：WO2010136804A1

  公开（公告）日：2010-12-02

  The invention provides a compound of formula (i): wherein R1 and R2 are independently selected from hydrogen, methyl, ethyl, propyl and butyl; R3 is selected from substituted or unsubstituted anthryl, substituted or unsubstituted pyrenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted imidazolyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted 1-naphthyl, substituted 2-naphthyl, and substituted phenyl, and X1 and X3 are independently selected from O or S, and X2 is O; and L is selected from C1 to C3 alkyl, C1 to C3 alkoxyl, C2 or C3 alkenyl, and C2 or C3 alkynyl; and the bond connecting L to the ring is a single or a double bond; wherein when the bond connecting L to the pyrimidine ring is a double bond, the substituted phenyl is not a monosubstituted 2- or 4- halobenzene; and wherein the substituted phenyl is not a toluene, anisole, phenol, dimethylaniline, guaiacol, or benzyl phenyl ether moiety; or a pharmaceutically, or veterinarily, acceptable derivative thereof. The use of such compounds as medicaments, in particular as antibiotics, specifically antibiotics for the inhibition of bacterial DHODase is also described, as are compositions (pharmaceutical and anti-infective) containing the compositions, articles or surfaces coated impregnated with the anti- infective compositions. Finally, the invention provides methods for the treatment of a disease and methods for preventing bacterial transmission including the compounds of formula 1.

  这项发明提供了一个式（i）的化合物：其中R1和R2分别选自氢、甲基、乙基、丙基和丁基；R3选自取代或未取代的蒽基、取代或未取代的芘基、取代或未取代的咔唑基、取代或未取代的咪唑基、取代或未取代的菲基、取代或未取代的芴基、取代或未取代的1-萘基、取代的2-萘基和取代的苯基，X1和X3分别选自O或S，X2为O；L选自C1到C3烷基、C1到C3烷氧基、C2或C3烯基和C2或C3炔基；连接L到环的键为单键或双键；当连接L到嘧啶环的键为双键时，取代的苯基不是单取代的2-或4-卤苯；取代的苯基不是甲苯、甲酚、二甲基苯胺、愈创木酚或苄基苯醚基团；或其药学或兽医学上可接受的衍生物。还描述了这些化合物作为药物的用途，特别是作为抗生素，特别是用于抑制细菌DHODase的抗生素，以及含有这些化合物的组合物（药用和抗感染），涂有抗感染组合物的物品或表面。最后，该发明提供了一种治疗疾病的方法和预防细菌传播的方法，包括式1的化合物。
• VILLEMIN, DIDIER;LABIAD, BOUCHTA, SYNTH. COMMUN., 20,(1990) N1, C. 3333-3337
  作者：VILLEMIN, DIDIER、LABIAD, BOUCHTA

  DOI：——

  日期：——
• FELLI, V. M.;KOROLKOVAS, A., REV. FARM. E BIOQUIM. UNIV. SAO PAULO, 1982, 18, N 1, 1-14
  作者：FELLI, V. M.、KOROLKOVAS, A.

  DOI：——

  日期：——
• NOVEL METHODS FOR TREATING NEURODEGENERATIVE DISEASES
  申请人：Genzyme Corporation

  公开号：EP3071199A2

  公开（公告）日：2016-09-28
• [EN] NOVEL METHODS FOR TREATING NEURODEGENERATIVE DISEASES<br/>[FR] NOUVELLES MÉTHODES POUR TRAITER DES MALADIES NEURODÉGÉNÉRATIVES
  申请人：GENZYME CORP

  公开号：WO2015077535A2

  公开（公告）日：2015-05-28

  The invention relates to dihydroorate dehydrogenase (DHODH) inhibitors useful for the treatment of neurodegenerative diseases, such as amyotrophic lateral sclerosis.