ABC00338XN

Capecitabine Related Compound C

Capecitabine Related Compound C is a degradation byproduct arising from oxidative cleavage of the cyclopropylmethyl ester moiety in the parent prodrug, introducing a hydroxyl-substituted fluorouracil core conjugated to a dicarboxylic acid spacer. This impurity features an additional hydroxyl group at the terminal carbon of the propyl linker, disrupting the ester functionality critical for capecitabine's prodrug activation cascade. Structurally, it retains the 5-fluorouracil pharmacophore but exhibits altered solubility and chromatographic behavior due to enhanced hydrogen bonding capacity. Serves as a reference standard for HPLC-based quantification of oxidative degradation pathways in capecitabine formulations.

On Request
Molecular Formula C16H20FN3O7
Molecular Weight 385.3400
CAS Number 921769-65-5 โœ“ Verified
PubChem CID 58434491 โ†—
Purity N/A
Product Type API Impurity
Parent Drug Capecitabine
Lead Time On Request
IUPAC Name pentyl N-[1-[(3aR,4R,6R,6aR)-6-methyl-2-oxo-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-5-fluoro-2-oxopyrimidin-4-yl]carbamate
Official Reference Standards
Std Catalog # Quantity Price
USP 1090739 โ†— 10 mg USD 924.00

๐Ÿ“ Synonyms

921769-65-5 UNII-98DRJ1XQ80 98DRJ1XQ80 2',3'-O-Carbonyl-5'-deoxy-5-fluoro-N4-(pentyloxycarbonyl)cytidine Cytidine, 5'-deoxy-5-fluoro-N-((pentyloxy)carbonyl)-, cyclic 2',3'-carbonate RefChem:80075 642-331-9 Capecitabine-2',3'-cyclic Carbonate Capecitabine EP Impurity F Pentyl (5-fluoro-1-((3aR,4R,6R,6aR)-6-methyl-2-oxotetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)carbamate

๐Ÿ”ฌ Chemical Identifiers

CCCCCOC(=O)NC1=NC(=O)N(C=C1F)[C@H]2[C@H]3[C@@H]([C@H](O2)C)OC(=O)O3
InChI=1S/C16H20FN3O7/c1-3-4-5-6-24-15(22)19-12-9(17)7-20(14(21)18-12)13-11-10(8(2)25-13)26-16(23)27-11/h7-8,10-11,13H,3-6H2,1-2H3,(H,18,19,21,22)/t8-,10-,11-,13-/m1/s1
VTAMAYSBXXKQPB-UORFTKCHSA-N

Related Products