6-(methylsulfanyl)-9H-purin-2-amine

• ChemBase编号: 133537
• 分子式: C6H7N5S
• 平均质量: 181.21828
• 单一同位素质量: 181.04221625
• SMILES: CSc1c2c([nH]cn2)nc(n1)N
• Canonical SMILES: CSc1nc(N)nc2c1nc[nH]2
• InChI: InChI=1S/C6H7N5S/c1-12-5-3-4(9-2-8-3)10-6(7)11-5/h2H,1H3,(H3,7,8,9,10,11)
• InChIKey: YEGKYFQLKYGHAR-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 6-(methylsulfanyl)-9H-purin-2-amine; 6-(methylsulfanyl)-7H-purin-2-amine
• IUPAC传统名: 6-(methylsulfanyl)-9H-purin-2-amine; 6-(methylsulfanyl)-7H-purin-2-amine
• 别名: 2-Amino-6-methylthiopurine; 2-Amino-6-methylmercaptopurine; 6-(Methylthio)-1H-purin-2-amine; 2-Amino-6-methylmercaptopurine; NSC 29420; S-Methyl-6-thioguanine; S6-Methyl-6-thioguanine; 6-Methylthioguanine

登记号

• CAS号: 1198-47-6
• EC号: 214-833-4
• MDL号: MFCD00044701
• PubChem SID: 162227814; 24891471
• PubChem CID: 70976

理论计算性质

• Acid pKa: 10.575983
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 0.7333762
• LogD (pH = 7.4): 0.733271
• Log P: 0.7335329
• 摩尔折射率: 50.9244 cm^3
• 极化性: 18.26473 Å^3
• 极化表面积: 80.48 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

安全信息

• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22-37/38-41
• 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-H315-H318-H335
• GHS警示性声明: P261-P280-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥95%

详细说明

Sigma Aldrich - A9546

Application
2-Amino-6-methylmercaptopurine is a 2-amino-6-alkyldithiopurine that has been used with other 6-position carbon analogues to study brain specific diazepam binding.

Toronto Research Chemicals - M330720

A metabolite of 2’-Deoxy-6-thio Guanosine (D281650) and 6-Thioguanine. An effective immunosuppressant and anticancer agent, however chronic exposure can be mutagenic in human cells as long-term use of thiopurines was found to be associated with a signific

参考文献

• Loo, T.L. et al.: Cancer Chemother. Pharmacol., 6, 131 (1981)
• Yuan, B. et al.: ACS Chem. Biol., 5, 1021 (1981)
• Kroplin, T. et al.: Adv. Exp. Med. Biol., 431, 741 (1981)