Flucytosine

drug
On this page

Also known as AlcobonAncobonAncotilAncobanFlucitosinaFlucytosinumFlourocytosineFluorocytosineNSC-103805RO-29915SID11112505SID8139861FlucytosinSID56424024SID405592SID144204066SID174006933SID170465407C0164520

Summary

Flucytosine (CHEMBL1463) is an approved small-molecule prodrug (ATC J02AX01); indicated across 15 conditions including infectious meningitis and candidiasis.

At a glance

  • Status: Approved (max clinical phase 4)
  • Modality: Small molecule
  • ATC class: J02AX01 (+1 more)
  • Indications: 15 conditions
  • Clinical trials: 20
  • Chemistry: 129.09 Da · C4H4FN3O

Identifiers

Drug identity and classification

FieldValue
ChEMBL IDCHEMBL1463
NameFlucytosine
TypeSmall molecule
Max phase4
FDA approvedyes
PubChem CID3366
ChEBICHEBI:5100
ATCJ02AX01, D01AE21
Molecular formulaC4H4FN3O
Molecular weight129.09
InChIKeyXRECTZIEBJDKEO-UHFFFAOYSA-N

SMILES: C1=NC(=O)NC(=C1F)N

IUPAC name: 6-amino-5-fluoro-1H-pyrimidin-2-one

ChEBI definition: An organofluorine compound that is cytosine that is substituted at position 5 by a fluorine. A prodrug for the antifungal 5-fluorouracil, it is used for the treatment of systemic fungal infections.

Pharmacological roles (ChEBI): prodrug.

Also known as: Alcobon, Ancobon, Ancotil, Ancoban, Flucitosina, Flucytosine, Flucytosinum, Flourocytosine, Fluorocytosine, NSC-103805, RO-29915, flucytosine

Patent coverage: 18,600 distinct patent families (69,472 SureChEMBL compound mentions), from 4 matched compound structure(s). One matched structure accounts for 42,836 (62%) of the total. Mentions count patents naming the compound (not distinct inventions), so promiscuous / reference molecules inflate the mention figure — families are the dedup metric.

Targets

Targets

Broader ChEMBL bioactivity targets: 1 (assay-derived). Sample: 4’-phosphopantetheinyl transferase ffp.

Bioactivity

No ChEMBL bioactivity rows at pChembl ≥ 5 (expected for biologics / antibodies).

Target pathways

No target-pathway data for this drug (no mapped target genes).

Indications & clinical

Indications

15 indications (3 at ChEMBL trial phase 4). Phase below is the highest clinical-trial phase recorded for this drug against each disease — not the molecule’s overall approval status (that is in the Summary).

IndicationTrial phaseMONDOEFO
infectious meningitis4MONDO:0004796EFO:0000584
candidiasis4MONDO:0002026MONDO:0002026
Cryptococcal meningitis2MONDO:0005723EFO:0007228
intracranial hypertension2MONDO:0006810EFO:1000992
hepatocellular carcinoma1MONDO:0007256EFO:0000182
anaplastic astrocytoma1MONDO:0016684EFO:0002499
anaplastic oligodendroglioma1MONDO:0016696EFO:0002501
gliosarcoma1MONDO:0016681EFO:1001465
colorectal neoplasm1MONDO:0005335EFO:0004142
neoplasm1MONDO:0005070MONDO:0004992
brain neoplasm1MONDO:0021211EFO:0003833
digestive system neoplasm1MONDO:0021223EFO:0008549
glioblastoma1MONDO:0018177MONDO:0020690

2 further indication records had no mapped disease name (EFO/MeSH-only) or were duplicates, and are omitted.

Clinical trials

Total trials: 20.

Phase distribution

PhaseTrials
Not specified6
PHASE24
PHASE1/PHASE24
PHASE13
PHASE32
PHASE2/PHASE31

Top trials by phase / activity

NCTPhaseStatusTitle
NCT06525389PHASE3NOT_YET_RECRUITINGLiposomal Amphotericin B and Flucytosine Antifungal Strategy for Talaromycosis (LAmB-FAST)
NCT01715922PHASE2/PHASE3UNKNOWNStudy Evaluating Efficiency and Tolerance of High-dose Fluconazole Associated With Flucytosine as Induction Therapy for Cryptococcal Meningitis Associated With HIV in Sub-saharan Africa
NCT04140461PHASE3UNKNOWNAmB Dose for Cryptococcal Meningitis
NCT00000776PHASE2COMPLETEDDexamethasone in Cryptococcal Meningitis
NCT00012467PHASE2COMPLETEDSafety and Antifungal Activity of Recombinant Interferon-Gamma 1b (rIFN-Gamma 1b) Given With Standard Therapy in Patients With Cryptococcal Meningitis
NCT01562132PHASE2TERMINATEDSafety Study of Fluconazole in Combination With Flucytosine for the Treatment of Early Cryptococcal Infection
NCT01562626PHASE1/PHASE2SUSPENDEDPhase I/II Study of APS001F With Flucytosine and Maltose in Solid Tumors
NCT03294486PHASE1/PHASE2UNKNOWNSafety and Efficacy of the ONCOlytic VIRus Armed for Local Chemotherapy, TG6002/5-FC, in Recurrent Glioblastoma Patients
NCT03724071PHASE1/PHASE2TERMINATEDStudy of TG6002 (VV TK-RR-FCU1) in Combination With 5-FC in Patients With Advanced Gastro-intestinal Tumors.
NCT04194034PHASE1/PHASE2TERMINATEDStudy of Intrahepatic Arterial Infusion of TG6002 in Combination With 5-FC in Patients With Metastatic Colorectal Cancer
NCT06414512PHASE2COMPLETEDOptimizing the Dose of Flucytosine for the Treatment of Cryptococcal Meningitis
NCT00978107PHASE1COMPLETEDTrial of TG4023 Combined With Flucytosine in Liver Tumors
NCT01172964PHASE1COMPLETEDA Pilot Feasibility Study of Oral 5-Fluorocytosine and Genetically-Modified Neural Stem Cells Expressing E.Coli Cytosine Deaminase for Treatment of Recurrent High Grade Gliomas
NCT02015819PHASE1COMPLETEDGenetically Modified Neural Stem Cells, Flucytosine, and Leucovorin for Treating Patients With Recurrent High-Grade Gliomas
NCT00000639Not specifiedCOMPLETEDA Randomized Double Blind Protocol Comparing Amphotericin B With Flucytosine to Amphotericin B Alone Followed by a Comparison of Fluconazole and Itraconazole in the Treatment of Acute Cryptococcal Meningitis
NCT00000708Not specifiedCOMPLETEDMulti-center Comparison of Fluconazole (UK-49,858) and Amphotericin B as Treatment for Acute Cryptococcal Meningitis
NCT00002075Not specifiedCOMPLETEDMulticenter Comparison of Fluconazole (UK-49,858) and Amphotericin B as Treatment for Acute Cryptococcal Meningitis
NCT00002113Not specifiedCOMPLETEDA Pilot Study of Fluconazole Plus Flucytosine for the Treatment of AIDS Patients With Acute Cryptococcal Meningitis.
NCT00002305Not specifiedCOMPLETEDA Comparison of Fluconazole and Amphotericin B in the Treatment of Cryptococcal Meningitis
NCT05471063Not specifiedUNKNOWNClinical Study of ABCD in the Treatment of Cryptococcal Meningitis

Clinical evidence (CIViC)

No CIViC predictive evidence (expected for non-precision-medicine drugs).

Pharmacology

Pharmacogenomics

PharmGKB dosing guidelines (1) — CPIC / DPWG genotype-guided dosing for this drug (drug × pharmacogene):

GuidelineSourceGene(s)DosingRecommendation
Annotation of DPWG Guideline for flucytosine and DPYDDPWGDPYDyes

No competitor molecules sharing a primary target (ChEMBL phase ≥2 or PubChem drug-class).