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

• ChemBase ID: 1405
• Molecular Formular: C9H11FN2O6
• Molecular Mass: 262.1918432
• Monoisotopic Mass: 262.0601143
• SMILES: OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cc(F)c(=O)[nH]c1=O
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cc(F)c(=O)[nH]c1=O
• InChI: InChI=1S/C9H11FN2O6/c10-3-1-12(9(17)11-7(3)16)8-6(15)5(14)4(2-13)18-8/h1,4-6,8,13-15H,2H2,(H,11,16,17)/t4-,5-,6-,8-/m1/s1
• InChIKey: FHIDNBAQOFJWCA-UAKXSSHOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-fluoro-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 5-fluorouridine
• Synonyms: 5-Fluorouracil 1β-D-ribofuranoside; 5-Fluorouridine; 5-Fluoro-uridine; 5-Fluorouracil 1beta-D-ribofuranoside; 5-Fur; FUR; FURD; F5130_SIGMA; 5-Fluorouridine; 5-Fluoro-1-(beta-D-ribofuranosyl)uracil; 5-Fluorouridine 97%

Database IDs

• CAS Number: 316-46-1
• EC Number: 206-260-3
• MDL Number: MFCD00036832
• Beilstein Number: 33662
• PubChem SID: 160964865; 24894883; 46504520
• PubChem CID: 9427

CALCULATED PROPERTIES

JChem

• Acid pKa: 7.674215
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.2186642
• LogD (pH = 7.4): -2.3983889
• Log P: -2.2157993
• Molar Refractivity: 52.7685 cm^3
• Polarizability: 20.810516 Å^3
• Polar Surface Area: 119.33 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.35
• LOG S: -0.64
• Solubility (Water): 6.07e+01 g/l

PROPERTIES

Physical Property

• Melting Point: 182-184 °C; 182-185°C
• Optical Rotation: [α]20/D +18±1°, c = 1% in H2O

Safety Information

• Storage Warning: Mutagenic/Harmful/Store under Argon/Keep Cold
• RTECS: YU8050000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 68
• Safety Statements: 36/37
• Personal Protective Equipment: Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (HPLC)
• Empirical Formula (Hill Notation): C9H11FN2O6

DETAILS

DrugBank - DB01629

Drug information: experimental

Sigma Aldrich - F5130

Application
5-Fluorouridine (FUrd) is a fluoropyrimidine nucleoside analog with anticancer and cytotoxic activity. FUrd is often used in chemical and biochemical comparison studies with fluorouracil and thymine analogs.
包装
1 g in poly bottle
100, 250 mg in poly bottle