Tipiracil hydrochlorideProduct ingredient for Tipiracil
- Name
- Tipiracil hydrochloride
- Drug Entry
- Tipiracil
Tipiracil is a thymidine phosphorylase inhibitor. It is used in combination with trifluridine, in a ratio of 1:0.5, to form TAS-102. The main function of Tipiracil in TAS-102 is to increase trifluridine bioavailability by inhibiting its catabolism.2 TAS-102 is indicated for the treatment of metastatic colorectal cancer which has been previously treated with fluoropyrimidine-, oxaliplatin- and irinotecan-based chemotherapy, or with an anti-VEGF or anti-EGFR therapy.1
- Accession Number
- DBSALT001349
- Structure
Structure for Tipiracil hydrochloride (DBSALT001349)
- Synonyms
- Tipiracil HCl
- UNII
- 4H59KLQ0A4
- CAS Number
- 183204-72-0
- Weight
- Average: 279.12
Monoisotopic: 278.033731 - Chemical Formula
- C9H12Cl2N4O2
- InChI Key
- KGHYQYACJRXCAT-UHFFFAOYSA-N
- InChI
- InChI=1S/C9H11ClN4O2.ClH/c10-7-5(12-9(16)13-8(7)15)4-14-3-1-2-6(14)11;/h11H,1-4H2,(H2,12,13,15,16);1H
- IUPAC Name
- 5-chloro-6-[(2-iminopyrrolidin-1-yl)methyl]-1,2,3,4-tetrahydropyrimidine-2,4-dione hydrochloride
- SMILES
- Cl.ClC1=C(CN2CCCC2=N)NC(=O)NC1=O
- External Links
- ChemSpider
- 13243746
- ChEBI
- 90877
- ChEMBL
- CHEMBL65375
- Wikipedia
- Tipiracil
- Predicted Properties
Property Value Source Water Solubility 0.731 mg/mL ALOGPS logP -0.21 ALOGPS logP -2 Chemaxon logS -2.5 ALOGPS pKa (Strongest Acidic) 7.28 Chemaxon pKa (Strongest Basic) 11.55 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 85.29 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 69.89 m3·mol-1 Chemaxon Polarizability 22.34 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon