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

• ChemBase ID: 73286
• Molecular Formular: C9H11FN2O5
• Molecular Mass: 246.1924432
• Monoisotopic Mass: 246.06519968
• SMILES: [nH]1c(=O)c(cn(c1=O)[C@@H]1O[C@@H]([C@H]([C@H]1O)O)C)F
• Canonical SMILES: C[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cc(F)c(=O)[nH]c1=O
• InChI: InChI=1S/C9H11FN2O5/c1-3-5(13)6(14)8(17-3)12-2-4(10)7(15)11-9(12)16/h2-3,5-6,8,13-14H,1H3,(H,11,15,16)/t3-,5-,6-,8-/m1/s1
• InChIKey: ZWAOHEXOSAUJHY-ZIYNGMLESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-5-fluoro-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-5-fluoro-3H-pyrimidine-2,4-dione
• Synonyms: Doxifluridine; 5′dFUrd; Doxifluridine; 5-Fluoro-5′-deoxyuridine; (+)-Doxifluridine; (+)-1-(beta-D-5'-Deoxyribofuranosyl)-5-fluorouracil; (+)-5-Fluoro-5'-deoxyuridine 98%

Database IDs

• CAS Number: 3094-09-5
• EC Number: 221-440-1
• MDL Number: MFCD00866530
• PubChem SID: 162038206; 24278444
• PubChem CID: 18343

CALCULATED PROPERTIES

• Acid pKa: 7.6742187
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.1717542
• LogD (pH = 7.4): -1.3514775
• Log P: -1.1688893
• Molar Refractivity: 51.2248 cm^3
• Polarizability: 20.08188 Å^3
• Polar Surface Area: 99.1 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 188-192°C

Safety Information

• Storage Condition: -20°C
• Storage Warning: Irritant
• RTECS: YU7526000
• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Salt Data: Free Base

DETAILS

Selleck Chemicals - S2045

Research Area: Metabolic Disease
Biological Activity:

Sigma Aldrich - F8791

包装
25, 100, 250 mg in glass bottle
Biochem/physiol Actions
Doxifluridine is an antitumor agent efficient in tumors, cell lines or in fibroblasts transformed by H-ras or trk oncogenes. Possesses anticachectic activity which is independent of its antiproliferative activity.