1,3,6-trimethyl-1H,8H-pteridine-2,4,7-trione | 2625-21-0

• 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: 1,3,6-trimethyl-1H,8H-pteridine-2,4,7-trione
• 英文别名: 1,3,6-Trimethyl-1H,8H-pteridin-2,4,7-trion；1.3.6-Trimethyl-7-hydroxy-2.4-dioxo-1.2.3.4-tetrahydro-pteridin；1,3,6-Trimethylpteridin-2,4,7-trion；pteridine-2,4,7(1H,3H,8H)-trione, 1,3,6-trimethyl-；1,3,6-trimethyl-8H-pteridine-2,4,7-trione
• CAS: 2625-21-0
• 化学式: C₉H₁₀N₄O₃
• 分子量: 222.203
• InChiKey: CYSVWVWYANSLQW-UHFFFAOYSA-N

物化性质

• 密度：
  1.57±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  82.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,3,6-trimethyl-1H,8H-pteridine-2,4,7-trione 在 sodium tetrahydroborate 、 potassium chloride 、 sodium 、 碳酸氢钠 、 间氯过氧苯甲酸 、 三氯氧磷 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 10.5h， 生成 7-Mercapto-1,3,6-trimethylpteridin-2,4(1H,3H)-dion
  参考文献：
  名称：

  蝶啶。Teil LXXXII。卢马津7-硫磺的合成与还原†

  摘要：

  Lumazine-7-亚磺酸的合成与反应性

  DOI：

  10.1002/hlca.19860690517
• 作为产物：
  描述：

  (1,3-dimethyl-2,4,7-trioxo-1,2,3,4,7,8-hexahydro-pteridin-6-yl)-acetic acid 在 盐酸 作用下， 生成 1,3,6-trimethyl-1H,8H-pteridine-2,4,7-trione
  参考文献：
  名称：

  Pfleiderer, Chemische Berichte, 1956, vol. 89, p. 641,645

  摘要：

  DOI：

文献信息

• Immunosuppressive effects of pteridine derivatives
  申请人：——

  公开号：US20030236255A1

  公开（公告）日：2003-12-25

  Novel poly-substituted pteridinediones (lumazines), and mono- or polysubstituted 2-thiolumazines, 4-thiolumazines or 2,4-dithiolumazines, having disclosed substituents in positions 1, 3, 6 and 7 of the pteridine ring, and pharmaceutically acceptable salts thereof, are useful as biologically active ingredients in preparing pharmaceutical compositions especially for the treatment or prevention of a CNS disorder, a cell proliferative disorder, a viral infection, an immune or auto-immune disorder or a transplant rejection. Combinations of the pteridine derivatives of the invention with an immunosuppressant or immunomodulator drug, an antineoplastic drug or an antiviral agent, providing potential synergistic effects, are also disclosed.

  新型多取代的喹啉二酮（卢马嗪），以及单取代或多取代的2-硫代卢马嗪，4-硫代卢马嗪或2,4-二硫代卢马嗪，在喹啉环的1、3、6和7位上具有已披露的取代基，并且其药学上可接受的盐，在制备药物组合物中作为生物活性成分特别用于治疗或预防中枢神经系统疾病、细胞增殖障碍、病毒感染、免疫或自身免疫障碍或移植排斥。本发明的喹啉衍生物与免疫抑制剂或免疫调节剂药物、抗肿瘤药物或抗病毒药物的组合，提供潜在的协同效应。
• Pteridines. Part CXIX.
  作者：Wolfgang Pfleiderer

  DOI：10.1002/hlca.200890039

  日期：2008.2

  A variety of pyrimidine precursors 12–25 were converted into a series of new 7-hydroxylumazines (=7-hydroxypteridine-2,4(1H,3H)-diones) 26–35 which functioned as starting materials for the transformation into the corresponding 7-chlorolumazines 36–45. Subsequent reaction with hydrazine led to the 7-hydrazinolumazines 46–55 which gave on nitrosation the 7-azidolumazines 1 and 56–64. These compounds

  多种嘧啶前体的12 - 25被转换成一系列的新的7- hydroxylumazines（= 7-hydroxypteridine -2,4（ħ，3 ħ） -二酮）26 - 35，其功能作为起始原料用于变换到相应的7-氯lumazines 36 – 45。与导致7-hydrazinolumazines肼随后反应46 - 55这给上亚硝化7 azidolumazines 1和56 - 64。这些化合物在二甲苯中短时间加热，由此得到1和56– 61显示了新的蝶啶-嘌呤相互转化，形成了一种新的类型的1,3-二取代或3-取代的黄嘌呤8-胺衍生的腈（2,3,6,7-四氢-N-甲基二炔2， 6-dioxo-1 H -purin-8-铵盐）11和65 – 70。额外的6 -烷基取代基中的7-azidolumazines存在63和64或在未取代的N（3）的位置的62引起进一步重排黄嘌呤-9-甲腈71 - 73。长时间加热7-叠氮基1
• Facile preparation of 9-H-pyrimido [4,5-b] [1,4] diazepine derivatives from 4,5-diaminopyrimidines and ethyl pyruvate.
  作者：Manuel Melguizo、Adolfo Sánchez、Manuel Nogueras、John N. Low、R. Alan Howie、Graciela Andrei、Erik De Clercq

  DOI：10.1016/s0040-4020(01)89358-3

  日期：1994.1

  A facile novel procedure to obtain (±)-6,8-diethoxycarbonyl-6-methyl-9-H-pyrimido [4,5-b] [1,4] diazepines from 4,5-diaminopyrimidines and ethyl pyruvate is described. The structure of pyrimido [4,5-b] [1,4] diazepine derivatives for the products of this reaction was confirmed by single crystal X-ray diffraction analysis. The procedure proved to be of wide scope with reference to the substituent of

  描述了一种从4,5-二氨基嘧啶和丙酮酸乙酯获得（±）-6,8-二乙氧基羰基-6-甲基-9- H-嘧啶[4,5- b ] [1,4]二氮杂pine的简便新方法。通过单晶X射线衍射分析确认了该反应产物的嘧啶基[4，5- b ] [1，4]二氮杂苯衍生物的结构。相对于起始嘧啶的取代基，该方法被证明具有广泛的应用范围。介绍了使用几种新合成的化合物作为抗癌剂和抗病毒剂进行的生物学测试结果。
• Synthesis and structure of 6- and 7-(acylmethyl)pteridines
  作者：Sayed A. L. Abdel-Hady、Mohamed A. Badawy、Mosselhi A. N. Mosselhi、Yehia A. Ibrahim

  DOI：10.1002/jhet.5570220337

  日期：1985.5

  6-(Acylmethyl)-7-hydroxypteridines 7-14 as well as the isomeric 7-(acylmethyl)-6-hydroxypteridines 15-22 were prepared by condensation of 5,6-diaminouracils 1 and 2 with ethyl aroylpyruvates 3-6 in pyridine and hydrochloric acid, respectively. The structures of the newly synthesized compounds were confirmed by their hydrolysis into the 7-hydroxy-6-methyl-23, 24 and 6-hydroxy-7-methylpteridines 25 and

  通过将5，6-二氨基尿嘧啶1和2与芳酰基丙酮酸乙酯3-6在吡啶中缩合制备6-（酰基甲基）-7-羟基吡啶7-14以及异构体7-（酰基甲基）-6-羟基吡啶15-22。和盐酸。新合成的化合物的结构通过它们的水解确认到7-羟基-6-甲基- 23，24和6-羟基-7- methylpteridines 25和26。还描述了2-（甲硫基）衍生物28的合成。
• Immunosuppresive effects of pteridine derivatives
  申请人：Waer Jozef Albert Mark

  公开号：US20070043000A1

  公开（公告）日：2007-02-22

  Novel poly-substituted pteridinediones (lumazines), and mono- or polysubstituted 2-thiolumazines, 4-thiolumazines or 2,4-dithiolumazines, having disclosed substituents in positions 1, 3, 6 and 7 of the pteridine ring, and pharmaceutically acceptable salts thereof, are useful as biologically active ingredients in preparing pharmaceutical compositions especially for the treatment or prevention of a CNS disorder, a cell proliferative disorder, a viral infection, an immune or auto-immune disorder or a transplant rejection. Combinations of the pteridine derivatives of the invention with an immunosuppressant or immunomodulator drug, an antineoplastic drug or an antiviral agent, providing potential synergistic effects, are also disclosed.

  新型多取代噻唑并二酮（吕马嗪），以及单取代或多取代的2-硫吕马嗪、4-硫吕马嗪或2,4-二硫吕马嗪，在噻嗪环的1、3、6和7位上具有已披露的取代基，以及其药学上可接受的盐，可用作制备药物组合物的活性成分，尤其适用于治疗或预防中枢神经系统疾病、细胞增殖紊乱、病毒感染、免疫或自身免疫性疾病或移植排斥。本发明的噻唑衍生物与免疫抑制剂或免疫调节剂、抗肿瘤药物或抗病毒药物的组合，提供潜在的协同作用。