Tipiracil

Tipiracil
Systematic (IUPAC) name

5-Chloro-6-[(2-imino-1-pyrrolidinyl)methyl]-2,4(1H,3H)-pyrimidinedione
Identifiers
CAS Number	183204-74-2
ChemSpider	13243748
ChEBI	CHEBI:90879^Y
ChEMBL	CHEMBL235668
Chemical data
Formula	C₉H₁₁ClN₄O₂
Molar mass	242.67 g/mol
SMILES C1CC(=N)N(C1)Cc2c(c(=O)[nH]c(=O)[nH]2)Cl
InChI InChI=1S/C9H11ClN4O2/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) Key:QQHMKNYGKVVGCZ-UHFFFAOYSA-N

Tipiracil is a drug used in the treatment of cancer. In Japan, it is approved for use in combination with trifluridine (as the drug TAS-102 or Lonsurf) for the treatment of unresectable advanced or recurrent colorectal cancer.^[1]

Tipiracil helps maintain the blood concentration of trifluridine by inhibiting the enzyme thymidine phosphorylase which metabolizes trifluridine.^[1]^[2]

References

1 2 "Taiho's Lonsurf(R) (trifluridine and tipiracil hydrochloride) Tablets Approved In Japan for Treatment of Advanced Metastatic Colorectal Cancer". March 24, 2014.
↑ Tanaka, N; Sakamoto, K; Okabe, H; Fujioka, A; Yamamura, K; Nakagawa, F; Nagase, H; Yokogawa, T; Oguchi, K; Ishida, K; Osada, A; Kazuno, H; Yamada, Y; Matsuo, K (2014). "Repeated oral dosing of TAS-102 confers high trifluridine incorporation into DNA and sustained antitumor activity in mouse models". Oncology Reports 32 (6): 2319–26. doi:10.3892/or.2014.3487. PMC 4240496. PMID 25230742.

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