Chemodex

Gimeracil

Product Code:
 
CDX-G0209
Product Group:
 
Inhibitors and Activators
Supplier:
 
Chemodex
Regulatory Status:
 
RUO
Shipping:
 
AMBIENT
Storage:
 
Short Term: +4°C, Long Term: -20°C
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Chemical Structure

Chemical Structure

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CDX-G0209-G0011 g£72.00
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CDX-G0209-G0055 g£242.00
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This product comes from: Switzerland.
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Further Information

Alternate Names/Synonyms:
5-Chloro-4-hydroxy-2(1H)-pyridinone; 5-Chloro-2,4-dihydroxypyridine; 5-Chloro-4-hydroxy-2-pyridone; Gimestat; CDHP
Appearance:
White to yellow crystalline powder.
CAS:
103766-25-2
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Handling Advice:
Protect from light and moisture.
Hazards:
H302
InChi:
InChI=1S/C5H4ClNO2/c6-3-2-7-5(9)1-4(3)8/h1-2H,(H2,7,8,9)
InChiKey:
ZPLQIPFOCGIIHV-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 103766-25-2. Formula: C5H4ClNO2. MW: 145.54. Gimeracil is an orally active inhibitor against dihydropyrimidine dehydrogenase (DPYD), the rate limiting enzyme for the catabolism of pyrimidines, including the chemotherapeutic drug 5-fluorouracil (5FU). It has been administered concomitantly with 5-fluorouracil in a chemotherapy regimen termed S-1 to block 5-fluorouracil degradation, thus prolonging circulating 5-fluorouracil concentrations. Furthermore, Gimeracil has been shown to inhibit homologous recombination in the repair of DNA double strand breaks, which can sensitize cancer cells to radiotherapy.
MDL:
MFCD08458352
Molecular Formula:
C5H4ClNO2
Molecular Weight:
145.54
Package Type:
Vial
Precautions:
P264
Product Description:
Gimeracil is an orally active inhibitor against dihydropyrimidine dehydrogenase (DPYD), the rate limiting enzyme for the catabolism of pyrimidines, including the chemotherapeutic drug 5-fluorouracil (5FU). It has been administered concomitantly with 5-fluorouracil in a chemotherapy regimen termed S-1 to block 5-fluorouracil degradation, thus prolonging circulating 5-fluorouracil concentrations. Furthermore, Gimeracil has been shown to inhibit homologous recombination in the repair of DNA double strand breaks, which can sensitize cancer cells to radiotherapy.
Purity:
>99%
Signal word:
Warning
SMILES:
ClC1=CNC(C=C1O)=O
Solubility Chemicals:
Soluble in DMSO (25mg/ml) or DMF (20mg/ml).
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 6 months after receipt when stored at RT.

References

(1) T. Shirasaka, et al.; Cancer Res. 56, 2602 (1996) | (2) A.A. Adjei; Br. J. Clin. Pharmacol. 48, 265 (1999) (Review) | (3) M.D. Wyatt & D.M. Wilson; Cell Mol. Life Sci. 66, 788 (2009) | (4) M. Fukushima, et al.; Oncol. Rep. 24, 1307 (2010) | (5) K.I. Sakata, et al.; Cancer Sci. 102, 1712 (2011) | (6) K. Harada, et al.; Anticancer Res. 36, 5923 (2016)