SML0653

Capecitabine

≥98% (HPLC), DNA/RNA synthesis inhibitor, powder

• Synonym(s): 5′-Deoxy-5-fluoro-N-[(pentyloxy)carbonyl]cytidine, Ro-9-1978
• Empirical Formula (Hill Notation): C₁₅H₂₂FN₃O₆
• CAS Number: 154361-50-9
• Molecular Weight: 359.35
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825576
• NACRES: NA.77
• MDL number: MFCD00930626
• Assay: ≥98% (HPLC)
• Form: powder

Properties

• Product Name: Capecitabine, ≥98% (HPLC)
• Quality Segment: 100
• 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)

Description

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[1]
• to study the drug metabolic function in a two-organ microfluidic system[2]
• as an anti-cancer agent to study its cytotoxic activity alone or in combination with B87 on cancer cells[3]

Biochem/physiol Actions

Capecitabine is an anti-cancer drug, a prodrug of doxifluridine, metabolized to 5-fluorouracil at the tumor site.

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.

Safety Information

• 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: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable