Tegafur

Tegafur

Clinical data
Other names	5-fluoro-1-(oxolan-2-yl)pyrimidine-2,4-dione
AHFS/Drugs.com	International Drug Names
License data	EU EMA: by INN
Pregnancy category	AU: D
Routes of administration	Oral
ATC code	L01BC03 (WHO) L01BC53 (WHO)
Legal status
Legal status	AU: S4 (Prescription only) UK: POM (Prescription only)
Pharmacokinetic data
Elimination half-life	3.9-11 hours
Identifiers
IUPAC name (RS)-5-Fluoro-1-(tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
JSmol)	Interactive image
SMILES FC=1C(=O)NC(=O)N(C=1)[C@@H]2OCCC2
InChI InChI=1S/C8H9FN2O3/c9-5-4-11(6-2-1-3-14-6)8(13)10-7(5)12/h4,6H,1-3H2,(H,10,12,13)/t6-/m1/s1 Y Key:WFWLQNSHRPWKFK-ZCFIWIBFSA-N Y
NY (what is this?)  (verify)

Tegafur is a

It was patented in 1967 and approved for medical use in 1972.[2]

Medical uses

As a prodrug to 5-FU it is used in the treatment of the following cancers:^[3]

• Stomach (when combined with gimeracil and oteracil)
• Breast (with uracil)
• Gallbladder
• Lung (specifically adenocarcinoma, typically with uracil)
• Colorectal (usually when combined with gimeracil and oteracil)
• Head and neck
• Liver (with uracil)^[4]
• Pancreatic

It is often given in combination with drugs that alter its bioavailability and toxicity such as gimeracil, oteracil or uracil.

The major side effects of tegafur are similar to fluorouracil and include myelosuppression, central neurotoxicity and gastrointestinal toxicity (especially diarrhoea).[3] Gastrointestinal toxicity is the dose-limiting side effect of tegafur.^[3] Central neurotoxicity is more common with tegafur than with fluorouracil.^[3]

Pharmacogenetics

The

It is a prodrug to 5-FU, which is a thymidylate synthase inhibitor.^[3]

Pharmacokinetics

It is metabolised to 5-FU by CYP2A6.^[7][8]

Interactive pathway map

Click on genes, proteins and metabolites below to link to respective articles.^{[§ 1]}

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|alt=Fluorouracil (5-FU) Activity edit]]

Fluorouracil (5-FU) Activity edit

1. ^ The interactive pathway map can be edited at WikiPathways: "FluoropyrimidineActivity_WP1601".

See also

• Tegafur/uracil
• Tegafur/gimeracil/oteracil

References