Carmofur

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Carmofur
Carmofur.svg
Systematic (IUPAC) name
5-fluoro-N-hexyl-2,4-dioxo-pyrimidine-1-carboxamide
Clinical data
AHFS/Drugs.com International Drug Names
Routes of
administration		 Oral
Identifiers
CAS Number 61422-45-5 YesY
ATC code L01BC04 (WHO)
PubChem CID: 2577
DrugBank DB09010 N
ChemSpider 2479 N
UNII HA82M3RAB2 N
ChEMBL CHEMBL460499 N
Synonyms 1-hexylcarbamoyl-5-fluorouracil
Chemical data
Formula C11H16FN3O3
Molecular mass 257.261 g/mol
  • CCCCCCNC(=O)N1C=C(C(=O)NC1=O)F
  • InChI=1S/C11H16FN3O3/c1-2-3-4-5-6-13-10(17)15-7-8(12)9(16)14-11(15)18/h7H,2-6H2,1H3,(H,13,17)(H,14,16,18) N
  • Key:AOCCBINRVIKJHY-UHFFFAOYSA-N N
 NYesY (what is this?)  (verify)

Carmofur (INN) or HCFU (1-hexylcarbamoyl-5-fluorouracil) is a pyrimidine analogue used as an antineoplastic agent. It is a derivative of fluorouracil.

Mechanism of action

The mechanism of action of carmofur is traditionally thought to be the generation of 5–FU.[1] However, carmofur is a highly potent acid ceramidase (AC) inhibitor.[1] Ceramide influences cancer cell survival, growth and death.[1] Inhibition of AC activity sensitizes tumor cells to the effects of antineoplastic agents and radiation.[1]

Uses

Carmofur, in its oral form, has also been used as adjuvant chemotherapy for curatively resected colorectal cancer patients. Trials and meta-analyses have confirmed that the drug is effective on patients with this cancer type, extending their survival.[2]

Adverse effects

As fluorouracil, carmofur has been known to induce leukoencephalopathy.[3][4][5]

References

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