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Tipiracil is an inhibitor of thymidine phosphorylase (IC50 = 35 nM). It is selective for thymidine phosphorylase over uridine phosphorylase (UPase), thymidine kinase (TK), orotate phosphoribosyltransferase (OPRTase), and dihydropyrimidine dehydrogenase (DPD, IC50s = > 1,000 µM for all). Tipiracil also inhibits the severe acute respiratory coronavirus 2 (SARS-CoV-2) endoribonuclease nsp15 (IC50 = 7.5 µM). It reduces the levels of SARS-CoV-2 spike glycoprotein, also known as the surface glycoprotein, in SARS-CoV-2-infected A549 lung cancer cells when used at a concentration of 50 µM. Tipiracil (1 µM) prevents the metabolism of the DNA synthesis inhibitor trifluorothymidine (Cay-21366) in human liver extracts.. It increases the plasma levels and potentiates the cytotoxicity of trifluorothymidine in an AZ-521 gastric carcinoma mouse xenograft model when administered at an equimolar dose. Formulations containing tipiracil have been used in the treatment of metastatic colorectal and gastric cancers.Formal Name: 5-chloro-6-[(2-imino-1-pyrrolidinyl)methyl]-2,4(1H,3H)-pyrimidinedione, monohydrochloride. CAS Number: 183204-72-0. Synonyms: TPI. Molecular Formula: C9H11ClN4O2 . HCl. Formula Weight: 279.1. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: PBS (pH 7.2): 2 mg/mL. lambdamax: 205, 278 nm. SMILES: ClC1=C(CN2CCCC2=N)NC(NC1=O)=O.Cl. InChi Code: 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. InChi Key: KGHYQYACJRXCAT-UHFFFAOYSA-N.
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