SML0653

Capecitabine

≥98% (HPLC)

• Sinónimos: 5′-Deoxy-5-fluoro-N-[(pentyloxy)carbonyl]cytidine, Ro-9-1978
• Fórmula empírica (notación de Hill): C₁₅H₂₂FN₃O₆
• Número de CAS: 154361-50-9
• Peso molecular: 359.35
• MDL number: MFCD00930626
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825576
• NACRES: NA.77

Propiedades

• assay: ≥98% (HPLC)
• form: powder
• optical activity: [α]/D +80 to +100°, c = 0.5 in methanol
• color: white to beige
• solubility: H₂O: 10 mg/mL, clear (warmed)
• storage temp.: 2-8°C
• SMILES string: O[C@H]1[C@@H](O)[C@H](N2C(N=C(NC(OCCCCC)=O)C(F)=C2)=O)O[C@@H]1C
• InChI: 1S/C15H22FN3O6/c1-3-4-5-6-24-15(23)18-12-9(16)7-19(14(22)17-12)13-11(21)10(20)8(2)25-13/h7-8,10-11,13,20-21H,3-6H2,1-2H3,(H,17,18,22,23)/t8-,10-,11-,13-/m1/s1
• InChI key: GAGWJHPBXLXJQN-UORFTKCHSA-N
• Gene Information: human ... TYMS(7298)

Descripción

Application

Capecitabine has been used:

• in combination with gemcitabine to achieve glutamine deprivation by enhancing the sensitivity of expression in pancreatic ductal adenocarcinoma (PDAC) cells to inhibitors of glutamine metabolism and study its effect on PDAC cell survival
• to study the drug metabolic function in a two-organ microfluidic system
• as an anti-cancer agent to study its cytotoxic activity alone or in combination with B87 on cancer cells

Biochem/physiol Actions

Capecitabine is an anti-cancer drug, a prodrug of doxifluridine, metabolized to 5-fluorouracil at the tumor site. The activation of capecitabine follows a pathway with three enzymatic steps and two intermediary metabolites, 5′-Deoxy-5-fluorocytidine (5′-DFCR) and 5′-Deoxy-5-fluorouridine (5′-DFUR), to form 5-fluorouracil.

Información de seguridad

• pictograms: GHS08
• signalword: Danger
• hcodes: H341,H350,H360FD
• pcodes: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Carc. 1B - Muta. 2 - Repr. 1B
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable