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

• ChemBase ID: 151058
• Molecular Formular: C9H11IN2O4
• Molecular Mass: 338.09911
• Monoisotopic Mass: 337.97635484
• SMILES: c1c(c(=O)[nH]c(=O)n1[C@H]1CC[C@H](O1)CO)I
• Canonical SMILES: OC[C@@H]1CC[C@@H](O1)n1cc(I)c(=O)[nH]c1=O
• InChI: InChI=1S/C9H11IN2O4/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: OBGFSDPYSQAECJ-CAHLUQPWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2R,5S)-5-(hydroxymethyl)oxolan-2-yl]-5-iodo-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 1-[(2R,5S)-5-(hydroxymethyl)oxolan-2-yl]-5-iodo-3H-pyrimidine-2,4-dione
• Synonyms: 5-Iodo-2′,3′-dideoxyuridine; 2′,3′-Dideoxy-5-iodouridine; 5-碘-2′,3′-二脱氧尿苷; 2′,3′-二脱氧-5-碘尿苷

Database IDs

• CAS Number: 105784-83-6
• MDL Number: MFCD00074877
• Beilstein Number: 5956836
• PubChem SID: 24862786; 162245217; 24859698
• PubChem CID: 451862

CALCULATED PROPERTIES

• Acid pKa: 8.056243
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.17854303
• LogD (pH = 7.4): 0.09422497
• Log P: 0.17973414
• Molar Refractivity: 63.61 cm^3
• Polarizability: 24.805817 Å^3
• Polar Surface Area: 78.87 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 176 °C (dec.)(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (HPLC); 97%
• Empirical Formula (Hill Notation): C9H11IN2O4

DETAILS

Sigma Aldrich - 327859

Packaging
10, 25 mg in glass bottle
Application
Research tool for antiviral and anticancer studies.1