7H-purine-2-thiol

• ChemBase编号: 104294
• 分子式: C5H4N4S
• 平均质量: 152.17706
• 单一同位素质量: 152.01566715
• SMILES: Sc1nc2c([nH]cn2)cn1
• Canonical SMILES: Sc1ncc2c(n1)nc[nH]2
• InChI: InChI=1S/C5H4N4S/c10-5-6-1-3-4(9-5)8-2-7-3/h1-2H,(H2,6,7,8,9,10)
• InChIKey: HDBQZGJWHMCXIL-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 7H-purine-2-thiol; 9H-purine-2-thiol
• IUPAC传统名: 7H-purine-2-thiol; 9H-purine-2-thiol
• 别名: 2-Thiopurine; 2-MERCAPTOPURINE; 2-MP; 2-Purinethiol; 2-Mercaptopurine

登记号

• CAS号: 28128-19-0
• EC号: 248-855-0
• MDL号: MFCD00047145
• PubChem SID: 24897120; 162091030
• PubChem CID: 3015569

理论计算性质

• Acid pKa: 9.284596
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 0.47537297
• LogD (pH = 7.4): 0.47005153
• Log P: 0.4754489
• 摩尔折射率: 39.5412 cm^3
• 极化性: 15.285526 Å^3
• 极化表面积: 54.46 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: yellow crystalline
• 熔点: > 300°C

安全信息

• 保存条件: Room Temperature (15-30°C)
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22-41
• 安全公开号: 26-39
• GHS危险品标识: GHS05; GHS07
• GHS警示词: Danger
• GHS危险声明: H302-H318
• GHS警示性声明: P280-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

产品相关信息

• 纯度: ≥95%

详细说明

MP Biomedicals - 05204218

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02155356

Yellow crystals.

Sigma Aldrich - M6875

Application
2-Mercaptopurine (2-MP), a thiopurine and analog of the anti-cancer drug 6-mercaptopurine (6-MP), has been used to study the substrate and binding specificity and kinetics of xanthine oxidase-catalyzed hydroxylation and myeloperoxidase (MPO) reactions. 2-Mercaptopurine inhibited lipopolysacharide (LPS)-dependent nitric oxide (NO) production in B cells.