1,3-diazinane-2,4,5-trione

• ChemBase编号: 130771
• 分子式: C4H4N2O3
• 平均质量: 128.08616
• 单一同位素质量: 128.022192
• SMILES: C1C(=O)C(=O)NC(=O)N1
• Canonical SMILES: O=C1NCC(=O)C(=O)N1
• InChI: InChI=1S/C4H4N2O3/c7-2-1-5-4(9)6-3(2)8/h1H2,(H2,5,6,8,9)
• InChIKey: FQXOOGHQVPKHPG-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1,3-diazinane-2,4,5-trione
• IUPAC传统名: 1,3-diazinane-2,4,5-trione
• 别名: 2,4,5-三羟基嘧啶; 5-羟基尿嘧啶; 异巴比妥酸; Isobarbituric acid; 2,4,5-Trihydroxypyrimidine; 5-Hydroxyuracil; Dihydro-2,4,5(3H)-pyrimidinetrione; NSC 95958; Isobarbituric Acid

登记号

• CAS号: 496-76-4
• EC号: 207-829-9
• MDL号: MFCD00082987
• Beilstein号: 127205
• PubChem SID: 162225049; 24895907
• PubChem CID: 96994

理论计算性质

• Acid pKa: 6.005861
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): -1.2788285
• LogD (pH = 7.4): -2.586724
• Log P: -1.1610008
• 摩尔折射率: 26.3921 cm^3
• 极化性: 10.119884 Å^3
• 极化表面积: 75.27 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

• 外观: light yellow crystalline
• 熔点: >300 °C (dec.)(lit.)

安全信息

• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ~98%; ≥95.0% (HPLC)
• 级别: analytical standard, for drug analysis; purum
• 燃烧残渣: ~1%
• Empirical Formula (Hill Notation): C4H4N2O3

详细说明

Toronto Research Chemicals - I780030

A 5-hydroxy derivative of the nucleobase Uracil (U801000) and an isomer of Barbituric Acid (B118650). Studies show that it can form stable base pairs with all four bases in a DNA duplex. It has been used as oxidative DNA damage biomarker in tissue enginee

参考文献

• Varatharasa T. et al.: Chem. Comm., 3, 400 (2005)
• Jaruga, P. et al.: Nucleic Acid Res., 24, 1389 (2005)
• Rodriguez, H. et al.: Adv. Exp. Med. Biol., 534, 129 (2005)