7,9-二甲基鸟嘌呤 | 524-35-6

• 物质功能分类: 生物化工 - 核苷类药物 - 核苷酸及其类似物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 中文名称: 7,9-二甲基鸟嘌呤
• 英文名称: 7-methylguanine
• 英文别名: 7-Methyl-9-methyl-guanin；Herbipolin；7,9-dimethylguanine；2-amino-7,9-dimethyl-6-oxo-1,6-dihydro-purinium betaine；2-Amino-7,9-dimethyl-6-oxo-1,6-dihydro-purinium-betain；2-ammonio-6,9-dihydro-7,9-dimethyl-6-oxo-1H-purinium；7,9-dimethylguanine zwitterion；2-Amino-7,9-dimethyl-9H-purin-7-ium-6-olate；2-amino-7,9-dimethylpurin-9-ium-6-olate
• CAS: 524-35-6
• 化学式: C₇H₉N₅O
• mdl: MFCD04973658
• 分子量: 179.181
• InChiKey: NAIGKGQHPIGYBB-UHFFFAOYSA-N

物化性质

• 熔点：
  >281°C (dec.)
• 溶解度：
  DMSO（轻微、加热、超声处理）、甲醇（轻微、加热、超声处理）

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.285
• 拓扑面积：
  83.7
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  7,9-二甲基鸟嘌呤 在 氢溴酸 作用下， 以 水 为溶剂， 生成
  参考文献：
  名称：

  [EN] METAL COMPLEXES OF N-HETEROCYCLIC CARBENES AS RADIOPHARMACEUTICALS AND ANTIBIOTICS
  [FR] COMPLEXES METALLIQUES DE CARBENES N-HETEROCYCLIQUES UTILES COMME PRODUITS RADIOPHARMACEUTIQUES ET ANTIBIOTIQUES

  摘要：

  公开号：

  WO2005023760A3
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 硫酸 、 silver sulfate 作用下， 生成 7,9-二甲基鸟嘌呤
  参考文献：
  名称：

  Über das Herbipolin, ein biogenes Amin aus dem Riesenkieselschwamm(Geodia gigas)

  摘要：

  DOI：

  10.1515/bchm2.1957.308.1.270

文献信息

• Menzer, Stephan; Sabat, Michal; Lippert, Bernhard, Journal of the American Chemical Society, 1992, vol. 114, # 12, p. 4644 - 4649
  作者：Menzer, Stephan、Sabat, Michal、Lippert, Bernhard

  DOI：——

  日期：——
• Interactions between [AuX4]− (X = Cl, CN) and cytosine and guanine model nucleobases: salt formation with (hemi-) protonated bases, coordination, and oxidative degradation of guanine
  作者：Arnd Schimanski、Eva Freisinger、Andrea Erxleben、Bernhard Lippert

  DOI：10.1016/s0020-1693(98)00099-1

  日期：1998.12

  Complexes of composition AuCl3L with L= 1,9-dimethylguanine (1,9-DimeG) (1), 2-amino-6-methoxy-9-methylpurine ((OMe)-Me-6-9-MeG) (2), 9-methylguanine (9-MeGH) (3), and 9-ethylguanine (9-EtGH) (4) were prepared from Na[AuCl4] or H[AuCl4] and L in water at pH 3.2 +/- 0.5. The X-ray crystal structures of 1 and 2 were determined. In both complexes, Au(III) binding is via N(7) of the purine ring. The coordination sphere of Au(III) is completed by three Cl ligands in a square plane and a weaker intermolecular contact with an adjacent molecule (Au ... Cl, 3.59(5) Angstrom (1) and 3.48(1) Angstrom (2)), thereby making each Au atom approximately square-pyramidal. In addition, three salts containing the fully or hemiprotonated model nucleobases 7,9-dimethylguanine (7,9-DimeGH), 9-MeGH and 1-methylcytosine (1-MeC) were X-ray structurally characterized: [7,9-DimeGH] [AuCl4] (5), [(9-MeGH(2)) . (9-MeGH) ] [Au(CN)(4)] (6), and [ ( 1-MeCH) . (1-MeC) ] [Au(CN)(4)] . 2H(2)O (7). Although poorly soluble in water, compounds 1-4 redissolve in a slow process that takes weeks to months with destruction of the purine skeleton and formation of guanidinium and parabanic acid derivatives as well as other products, depending upon the conditions applied. (C) 1998 Elsevier Science S.A. All rights reserved.
• Metal-Modified Base Pairs Involving Different Donor Sites of Purine Nucleobases:  <i>trans</i>-[a₂Pt(7,9-DimeG-<i>N1</i>)(9-EtGH-<i>N7</i>)]²⁺ and <i>trans</i>-[a₂Pt(7,9-DimeG-<i>N1</i>)(9-EtG-<i>N7</i>)]⁺ (a = NH₃ or CH₃NH₂; 9-EtGH = 9-Ethylguanine; 7,9-DimeG = 7,9-Dimethylguanine). Possible Relevance to Metalated DNA Triplex Structures
  作者：Roland K. O. Sigel、Michal Sabat、Eva Freisinger、Amanda Mower、Bernhard Lippert

  DOI：10.1021/ic981005o

  日期：1999.4.1

  The X-ray crystal structures of four mixed-nucleobase complexes 1a, 1b, 2, and 4 of trans-a(2)Pt(II) (a = NH3 or CH3NH2) with N1-bonded 7,9-dimethylguanine (7,9-DimeG) and N7-bonded 9-ethylguanine (9-EtGH) are reported. The compounds are discussed in terms of their possible model character for platinated nucleobase triplets of the pu x pu.pym (pu = purine, pym = pyrimidine) type and are compared with known guanine guanine pairs. Structural differences resulting from a "metal modification" have been studied, as have been stacking and H bonding motifs. 1a acid 1b are two modifications of the same compound, trans-[(NH3)(2)Pt(7,9-DimeG)(9-EtGH)](ClO4)(2). H2O. X-ray data for aa: orthorhombic, Pca2(1), a 13.833(3) Angstrom, b = 14.357(3) Angstrom, c = 13.293(3) Angstrom, Z = 4, R = 0.027. 1b: monoclinic, P2(1)/n, a = 13.987(3) Angstrom, b = 12.582(3) Angstrom, c = 15.613(3) Angstrom, beta = 104.61(3)degrees, Z = 4, R = 0.034. trans-[(CH3NH2)(2)Pt(7,9-DimeG)(9-EtGH)](ClO4)(2) (2): orthorhombic, Pca2(1), a = 13.886(1) Angstrom, b = 14.698(1) Angstrom, c = 13.008(3) Angstrom, Z = 4, R = 0.034. trans-[a(2)Pt(7,9-DimeG)(9-EtG)](ClO4). nH(2)O (3, a = NH3, n = 2; 4, a = CH3NH2, n = 3). X-ray data for 4: monoclinic, C2/c, a = 23.296(5) Angstrom, b = 10.566(2) Angstrom, c = 22.327(4) Angstrom, beta = 93.73(3)degrees, Z = 8, R = 0.047. The metalated base triplet 2-(1-MeC) (1-MeC = 1-methylcytosine) has been detected in DMSO-d(6) solution through H-1 NMR spectroscopy, and an ab initio optimized structure of an analogous platinated base triplet has been obtained.
• Coordination chemistry of 7,9-disubstituted 6-oxopurine metal compounds. 3. Platinum(II) coordination at N(1). Molecular and crystal structure of (diethylenetriamine)(7,9-dimethylguanine)platinum(II) hexafluorophosphate and (diethylenetriamine)(7,9-dimethylhypoxanthine)platinum(II) hexafluorophosphate sesquihydrate
  作者：Baltazar. De Castro、Chian C. Chiang、Kenneth. Wilkowski、Luigi G. Marzilli、Thomas J. Kistenmacher

  DOI：10.1021/ic50220a045

  日期：1981.6.1