CAS 103766-25-2|Gimeracil

Introduction:Basic information about CAS 103766-25-2|Gimeracil, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameGimeracil
CAS Number103766-25-2Molecular Weight145.544
Density1.6±0.1 g/cm3Boiling Point524.2±45.0 °C at 760 mmHg
Molecular FormulaC5H4ClNO2Melting Point274 °C
MSDS/Flash Point270.8±28.7 °C

Names

Name5-chloro-4-hydroxy-1H-pyridin-2-one
SynonymMore Synonyms

Gimeracil BiologicalActivity

DescriptionGimeracil(Gimestat) is an inhibitor of dihydropyrimidine dehydrogenase (DPYD), which degrades pyrimidine including 5-fluorouracil in the blood; inhibits homologous recombination.IC50 Value: Target: DPYDin vitro: Gimeracil had radiosensitizing effects by partially inhibiting homologous recombination (HR) in the repair of DNA double strand breaks. Tail moments in neutral comet assay increased in gimeracil-treated cells. Gimeracil restrained the formation of foci of Rad51 and replication protein A (RPA), whereas it increased the number of foci of Nbs1, Mre11, Rad50, and FancD2. Gimeracil did not sensitize DPYD-depleted cells [1]. Gimeracil inhibited DNA DSB repair. It did not sensitize cells deficient in HR but sensitized those deficient in NHEJ. In SCneo assay, Gimeracil reduced the frequency of neo-positive clones. Additionally, it sensitized the cells in S-phase more than in G0/G1 [2].in vivo:
Related CatalogSignaling Pathways >>Others >>OthersResearch Areas >>Cancer
References

[1]. Sakata K, et al. Gimeracil, an inhibitor of dihydropyrimidine dehydrogenase, inhibits the early step in homologous recombination. Cancer Sci. 2011 Sep;102(9):1712-6.

[2]. Takagi M, et al. Gimeracil sensitizes cells to radiation via inhibition of homologous recombination. Radiother Oncol. 2010 Aug;96(2):259-66.

Chemical & Physical Properties

Density1.6±0.1 g/cm3
Boiling Point524.2±45.0 °C at 760 mmHg
Melting Point274 °C
Molecular FormulaC5H4ClNO2
Molecular Weight145.544
Flash Point270.8±28.7 °C
Exact Mass144.993057
PSA53.09000
LogP-1.50
Vapour Pressure0.0±1.4 mmHg at 25°C
Index of Refraction1.641
InChIKeyZPLQIPFOCGIIHV-UHFFFAOYSA-N
SMILESO=c1cc(O)c(Cl)c[nH]1
Storage conditionRefrigerator

Safety Information

Hazard CodesF,C
Risk PhrasesR11:Highly Flammable. R14:Reacts violently with water. R34:Causes burns.
Safety PhrasesS16-S26-S33-S36/37/39-S45
RIDADRUN 2985 3/PG 2
WGK Germany1
Packaging GroupII
Hazard Class3
HS Code2942000000

Customs

HS Code2933399090
Summary2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Synonyms

1,2-Dihydro-5-chloro-4-hydroxybenzene
5-Chloro-4-hydroxy-2(1H)-pyridinone
2(1H)-Pyridinone, 5-chloro-4-hydroxy-
5-chloropyridine-2,4-diol
Gimeracil
2,4-dihydroxy-5-chloropyridine
5-Chloro-2,4-pyridinediol
5-Chloro-2,4-dihydroxypyridine
5-Chlor-pyridin-2,4-diol
5-Chloro-4-hydroxypyridin-2(1H)-one
MFCD08458352
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