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carmofur
Sign in to saveCarmofur (INN) or HCFU (1-hexylcarbamoyl-5-fluorouracil) is a pyrimidine analogue used as an antineoplastic agent. It is a derivative of fluorouracil, being a lipophilic-masked analog of 5-FU that can be administered orally.
In the Vinony graph
Vinony's link graph records 277 inbound references to carmofur, and connects out to tiazofurin, COVID-19 and mouth.
Vinony files it under Drugboxes which contain changes to verified fields, Drugs with no legal status and ECHA InfoCard ID from Wikidata.
Vinony links it to 6 Wikipedia language editions.
Chemical data
- Formula
- C11H16FN3O3
- Molecular weight
- 257.26 g/mol
- IUPAC name
- 5-fluoro-N-hexyl-2,4-dioxopyrimidine-1-carboxamide
- SMILES
- CCCCCCNC(=O)N1C=C(C(=O)NC1=O)F
- InChIKey
- AOCCBINRVIKJHY-UHFFFAOYSA-N
- XLogP
- 2.6
- Polar surface area
- 78.5 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- neoplasm
via ChEMBL · EBI
Research
299 papers- Versatile use of Carmofur: A comprehensive review of its chemistry and pharmacology.Drug development research · 2022
- Carmofur Exhibits Antimicrobial Activity Against Streptococcus pneumoniae.Antibiotics (Basel, Switzerland) · 2025
- Carmofur prevents cell cycle progression by reducing E2F8 transcription in temozolomide-resistant glioblastoma cells.Cell death discovery · 2023
- Temperature/pH-responsive carmofur-loaded nanogels rapidly prepared via one-pot laser-induced emulsion polymerization.Colloids and surfaces. B, Biointerfaces · 2022
- Structural basis of main proteases of MERS-CoV bound to antineoplastic drug carmofur.Biochemical and biophysical research communications · 2024
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 257.118
- Has use
- medication
Show 3 more facts
- chemical formula
- C₁₁H₁₆FN₃O₃
- canonical SMILES
- CCCCCCNC(=O)N1C=C(C(=O)NC1=O)F
- subject has role
- antineoplastic
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
6 sectionsContents
- Biology
- Mechanism of action
- Medicinal uses
- Adverse effects
- Chemical synthesis
- References
Carmofur (INN) or HCFU (1-hexylcarbamoyl-5-fluorouracil) is a pyrimidine analogue used as an antineoplastic agent. It is a derivative of fluorouracil, being a lipophilic-masked analog of 5-FU that can be administered orally.
==Biology== Carmofur prodrug is ingested and taken up in the intestine, overcoming the problem of 5-FU degradation by dihydropyrimidine dehydrogenase. Once inside a cell, the carmofur prodrug is converted into 5-FU.
Excerpted from Wikipedia’s “carmofur” article, available under the CC BY-SA 4.0 licence.