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

• ChemBase ID: 145328
• Molecular Formular: C9H11BrN2O4
• Molecular Mass: 291.09864
• Monoisotopic Mass: 289.99021884
• SMILES: c1c(c(=O)[nH]c(=O)n1[C@H]1CC[C@H](O1)CO)Br
• Canonical SMILES: OC[C@@H]1CC[C@@H](O1)n1cc(Br)c(=O)[nH]c1=O
• InChI: InChI=1S/C9H11BrN2O4/c10-6-3-12(9(15)11-8(6)14)7-2-1-5(4-13)16-7/h3,5,7,13H,1-2,4H2,(H,11,14,15)/t5-,7+/m0/s1
• InChIKey: MREZUWMZVPBIEE-CAHLUQPWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-bromo-1-[(2R,5S)-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 5-bromo-1-[(2R,5S)-5-(hydroxymethyl)oxolan-2-yl]-3H-pyrimidine-2,4-dione
• Synonyms: 5-Bromo-2′,3′-dideoxyuridine; 5-溴-2′,3′-二脱氧尿苷

Database IDs

• CAS Number: 28616-93-5
• MDL Number: MFCD00013360
• PubChem SID: 162239534
• PubChem CID: 451861

CALCULATED PROPERTIES

• Acid pKa: 8.040484
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.01830723
• LogD (pH = 7.4): -0.0688181
• Log P: 0.019542286
• Molar Refractivity: 57.8703 cm^3
• Polarizability: 22.47186 Å^3
• Polar Surface Area: 78.87 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 99%
• Empirical Formula (Hill Notation): C9H11BrN2O4

DETAILS

Sigma Aldrich - 325317

Application
Research tool for antiviral and anticancer studies.1