Introduction:Basic information about CAS 103766-25-2|Gimeracil, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Gimeracil |
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| CAS Number | 103766-25-2 | Molecular Weight | 145.544 |
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| Density | 1.6±0.1 g/cm3 | Boiling Point | 524.2±45.0 °C at 760 mmHg |
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| Molecular Formula | C5H4ClNO2 | Melting Point | 274 °C |
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| MSDS | / | Flash Point | 270.8±28.7 °C |
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Names
| Name | 5-chloro-4-hydroxy-1H-pyridin-2-one |
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| Synonym | More Synonyms |
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Gimeracil BiologicalActivity
| Description | Gimeracil(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: |
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| Related Catalog | Signaling Pathways >>Others >>OthersResearch Areas >>Cancer |
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| 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. |
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Chemical & Physical Properties
| Density | 1.6±0.1 g/cm3 |
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| Boiling Point | 524.2±45.0 °C at 760 mmHg |
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| Melting Point | 274 °C |
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| Molecular Formula | C5H4ClNO2 |
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| Molecular Weight | 145.544 |
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| Flash Point | 270.8±28.7 °C |
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| Exact Mass | 144.993057 |
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| PSA | 53.09000 |
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| LogP | -1.50 |
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| Vapour Pressure | 0.0±1.4 mmHg at 25°C |
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| Index of Refraction | 1.641 |
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| InChIKey | ZPLQIPFOCGIIHV-UHFFFAOYSA-N |
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| SMILES | O=c1cc(O)c(Cl)c[nH]1 |
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| Storage condition | Refrigerator |
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Safety Information
| Hazard Codes | F,C |
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| Risk Phrases | R11:Highly Flammable. R14:Reacts violently with water. R34:Causes burns. |
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| Safety Phrases | S16-S26-S33-S36/37/39-S45 |
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| RIDADR | UN 2985 3/PG 2 |
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| WGK Germany | 1 |
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| Packaging Group | II |
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| Hazard Class | 3 |
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| HS Code | 2942000000 |
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Customs
| HS Code | 2933399090 |
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| Summary | 2933399090. 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% |
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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 |