Structure via PubChem · Public domain (PubChem)
tipiracil
Sign in to saveAlso known as MA-1, TAS-1-462
Tipiracil is a drug used in the treatment of cancer. It is approved for use in form of the combination drug trifluridine/tipiracil for the treatment of unresectable advanced or recurrent colorectal cancer.
Chemical data
- Formula
- C9H11ClN4O2
- Molecular weight
- 242.66 g/mol
- IUPAC name
- 5-chloro-6-[(2-iminopyrrolidin-1-yl)methyl]-1H-pyrimidine-2,4-dione
- SMILES
- C1CC(=N)N(C1)CC2=C(C(=O)NC(=O)N2)Cl
- InChIKey
- QQHMKNYGKVVGCZ-UHFFFAOYSA-N
- XLogP
- -0.7
- Polar surface area
- 85.3 Ų
- H-bond donors
- 3
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 2015
- Admin. routes
- oral
- Indications
- cholangiocarcinoma, breast cancer, breast neoplasm, colorectal neoplasm
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 242.057053
- Has use
- medication
Show 4 more facts
- chemical formula
- C₉H₁₁ClN₄O₂
- World Health Organisation international non-proprietary name
- tipiracil
- canonical SMILES
- C1CC(=N)N(C1)CC2=C(C(=O)NC(=O)N2)Cl
- Commons category
- Tipiracil
via Wikidata · CC0
~3 min read
Encyclopedic overview
8 sectionsContents
- Adverse effects
- Interactions
- Pharmacology
- Mechanism of action
- Pharmacokinetics
- Chemistry
- COVID-19
- References
Tipiracil is a drug used in the treatment of cancer. It is approved for use in form of the combination drug trifluridine/tipiracil for the treatment of unresectable advanced or recurrent colorectal cancer.
Tipiracil helps maintain the blood concentration of trifluridine by inhibiting the enzyme thymidine phosphorylase which metabolizes trifluridine.
Excerpted from Wikipedia’s “tipiracil” article, available under the CC BY-SA 4.0 licence.