8-[(benzylsulfanyl)methyl]-1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

• ChemBase编号: 154392
• 分子式: C15H16N4O2S
• 平均质量: 316.37814
• 单一同位素质量: 316.09939677
• SMILES: Cn1c2c(c(=O)n(c1=O)C)[nH]c(n2)CSCc1ccccc1
• Canonical SMILES: Cn1c2nc([nH]c2c(=O)n(c1=O)C)CSCc1ccccc1
• InChI: InChI=1S/C15H16N4O2S/c1-18-13-12(14(20)19(2)15(18)21)16-11(17-13)9-22-8-10-6-4-3-5-7-10/h3-7H,8-9H2,1-2H3,(H,16,17)
• InChIKey: FEHAMBYTUPDFJE-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 8-[(benzylsulfanyl)methyl]-1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
• IUPAC传统名: 8-[(benzylsulfanyl)methyl]-1,3-dimethyl-7H-purine-2,6-dione
• 别名: 8-Benzylsulfanylmethyl-1,3-dimethyl-3,7-dihydro-purine-2,6-dione; 8-[(Benzylthio)methyl]theophylline; Theophylline, 8-[(benzylthio)methyl]; TPBM

登记号

• CAS号: 6466-43-9
• MDL号: MFCD11114397
• PubChem SID: 162248531
• PubChem CID: 262425

理论计算性质

• Acid pKa: 7.1661725
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 1.5798914
• LogD (pH = 7.4): 1.2372806
• Log P: 1.5880128
• 摩尔折射率: 86.5172 cm^3
• 极化性: 32.344296 Å^3
• 极化表面积: 69.3 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: >5 mg/mL
• 外观: white to off-white solid

安全信息

• 德国WGK号: 3

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C15H16N4O2S

详细说明

Sigma Aldrich - T5202

Biochem/physiol Actions
TPBM is a potent inhibitor of estrogen receptor α via blocking ERα binding to consensus estrogen response element (cERE) DNA. Estrogen receptor α (ERα) plays an important role in several human cancers. Current ERα antagonists bind in the receptor ligand binding pocket and compete for binding with estrogenic ligands. TPBM instead inhibits ERα via binding to consensus estrogen response element (cERE) DNA. TPBM is not toxic to cells and does not effect estrogen-independent cell growth. TPBM does not act by chelating the zinc in ERs zinc fingers and differs from known ERα inhibitors.