1,7-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

• ChemBase编号: 128826
• 分子式: C7H8N4O2
• 平均质量: 180.16402
• 单一同位素质量: 180.06472552
• SMILES: O=c1[nH]c2ncn(c2c(=O)n1C)C
• Canonical SMILES: Cn1cnc2c1c(=O)n(c(=O)[nH]2)C
• InChI: InChI=1S/C7H8N4O2/c1-10-3-8-5-4(10)6(12)11(2)7(13)9-5/h3H,1-2H3,(H,9,13)
• InChIKey: QUNWUDVFRNGTCO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1,7-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
• IUPAC传统名: paraxanthine
• 别名: 1,7-Dimethyl-1H-purine-2,6-dione; 2,6-Dihydroxy-1,7-dimethylpurine; 1,7-Dimethylxanthine; paraxanthine; 1 ,7-Dimethylxanthine; Paraxanthine; 1,7-Dimethylxanthine; 3,7-Dihydro-1,7-dimethyl-1H-purine-2,6-dione

登记号

• CAS号: 611-59-6
• EC号: 210-271-9
• MDL号: MFCD00005727
• Beilstein号: 197907
• PubChem SID: 162223130; 24277678
• PubChem CID: 4687
• CHEBI ID: 25858
• CHEMBL: 1158
• Chemspider ID: 4525
• 美国药典/FDA物质标识码: Q3565Y41V7
• 维基百科标题: Paraxanthine

理论计算性质

• Acid pKa: 10.761287
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 0.2402859
• LogD (pH = 7.4): 0.24010879
• Log P: 0.24028835
• 摩尔折射率: 46.7153 cm^3
• 极化性: 16.055227 Å^3
• 极化表面积: 67.23 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: 0.1 M NaOH: soluble2 mg/mL; 0.1N Sodium Hydroxide (2 mg/ml); Ethanol (0.6 mg/ml); ethanol: soluble0.6 mg/mL; H2O: soluble1 mg/mL; Water (1 mg/ml)
• 外观: Off-White to Pale Yellow Solid; white solid
• 熔点: 294-296 °C; 294-296 °C(lit.); 297-299°C; 351 - 352°C

安全信息

• 保存条件: -20°C Freezer
• 保存注意事项: Store tightly sealed at RT
• RTECS编号: RV9380000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

药理学性质

• 相关基因信息: human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140)rat ... Adora1(29290), Adora2a(25369)

产品相关信息

• 纯度: ~98%; ≥97.0% (HPLC)
• 适用性: suitable for 1694 per US EPA
• Empirical Formula (Hill Notation): C7H8N4O2

详细说明

Sigma Aldrich - D5385

Biochem/physiol Actions
Adenosine receptor ligand; major metabolite of caffeine
包装
100, 500 mg in poly bottle

Sigma Aldrich - 41761

Application
Ligand for the adenosine receptor

Toronto Research Chemicals - P192500

An adenosine receptor ligand and a major metabolite of caffeine.

参考文献

• Proc. Natl. Acad. Sci. USA 78, 3260 (1981)
• Cell Mol. Neurobiol., 3, 69 (1981)
• Eur. J. Pharmacol., 179, 295 (1990)