5-[(E)-2-bromoethenyl]-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase ID: 296545
• Molecular Formular: C11H13BrN2O5
• Molecular Mass: 333.13532
• Monoisotopic Mass: 332.00078353
• SMILES: Br/C=C/c1c(=O)[nH]c(=O)n([C@H]2C[C@H](O)[C@@H](CO)O2)c1
• Canonical SMILES: Br/C=C/c1cn([C@H]2C[C@@H]([C@H](O2)CO)O)c(=O)[nH]c1=O
• InChI: InChI=1S/C11H13BrN2O5/c12-2-1-6-4-14(11(18)13-10(6)17)9-3-7(16)8(5-15)19-9/h1-2,4,7-9,15-16H,3,5H2,(H,13,17,18)/b2-1+/t7-,8+,9+/m0/s1
• InChIKey: ODZBBRURCPAEIQ-PIXDULNESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(E)-2-bromoethenyl]-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: brivudine
• Synonyms: BVdU; (E)-5-(2-Bromovinyl)-2'-deoxyuridine; (E)-5-(2-溴乙烯基)-2'-脱氧核苷

Database IDs

• CAS Number: 69304-47-8
• MDL Number: MFCD00058585
• PubChem SID: 180682076
• PubChem CID: 446727

CALCULATED PROPERTIES

• Acid pKa: 9.341513
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.49662927
• LogD (pH = 7.4): -0.5014516
• Log P: -0.49656743
• Molar Refractivity: 67.6767 cm^3
• Polarizability: 26.512186 Å^3
• Polar Surface Area: 99.1 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ca 165°C dec.
• Optical Rotation: +10 (c=1 in methanol)

Safety Information

• RTECS: YU7355000
• TSCA Listed: 否

Product Information

• Purity: 98%