A DYPD inhibitor
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Gimeracil

Item No. 16525

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-chloro-4-hydroxy-2(1H)-pyridinone
CAS Number
103766-25-2
Synonyms
  • CDHP
  • 5-Chlorodihydropyrimidine
  • Gimestat
Molecular Formula
C5H4ClNO2
Formula Weight
145.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 25 mg/mlDMSO:PBS(pH7.2) (1:1): 0.5 mg/mlEthanol: 0.1 mg/ml
λmax
213, 291 nm
SMILES
ClC(C(O)=C1)=CN([H])C1=O
InChi Code
InChI=1S/C5H4ClNO2/c6-3-2-7-5(9)1-4(3)8/h1-2H,(H2,7,8,9)
InChi Key
ZPLQIPFOCGIIHV-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

    $41

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    100 mg

    $75

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    250 mg

    $178

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    500 mg

    $312

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    Cayman Chemical
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    Product Description

    Gimeracil is an inhibitor of dihydropyrimidine dehydrogenase (DYPD; Ki = 0.36 µM), the rate limiting enzyme in the catabolism of pyrimidines, including 5-fluorouracil (5-FU; Item No. 14416).1 It inhibits the degradation of 5-FU in rat liver extracts (IC50 = 0.1 µM). Gimeracil inhibits homologous recombination and enhances radiation-induced cell death in DLD-1 human colorectal cancer cells.2 Formulations containing gimeracil have been used in conjunction with 5-fluorouracil in the treatment of various cancers.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tatsumi, K., Fukushima, M., Shirasaka, T., et al. Inhibitory effects of pyrimidine, barbituric acid and pyridine derivatives on 5-fluorouracil degradation in rat liver extracts. Jpn. J. Cancer Res. 78(7), 748-755 (1987).

    2. Sakata, K.I., Someya, M., Matsumoto, Y., et al. Gimeracil, an inhibitor of dihydropyrimidine dehydrogenase, inhibits the early step in homologous recombination. Cancer Sci. 102(9), 1712-1716 (2011).