CAS Number103766-25-2
Synonyms1,2-Dihydro-5-chloro-4-hydroxybenzene; 5-Chloro-4-hydroxy-2(1H)-pyridinone; 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
Molecular FormulaC5H4ClNO2
Molecular Weight145.54
Purity≥98 (HPLC)%
Density1.6±0.1 g/cm3
Boiling Point524.2±45.0 °C at 760 mmHg
Melting Point274 °C
Appearancepowder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 103766-25-2 |
| Catalog No. | 2A-9050031 |
| Chinese Name | 吉莫斯特 |
| Synonyms | 1,2-Dihydro-5-chloro-4-hydroxybenzene; 5-Chloro-4-hydroxy-2(1H)-pyridinone; 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 |
| Molecular Formula | C5H4ClNO2 |
| Molecular Weight | 145.54 |
| Purity | ≥98 (HPLC) |
| Density | 1.6±0.1 g/cm3 |
| Boiling Point | 524.2±45.0 °C at 760 mmHg |
| Melting Point | 274 °C |
| Appearance | powder |
| Storage Condition | Refrigerator |
| Packaging | II |
| Application | Gimeracil (Gimestat) is a dihydropyrimidine dehydrogenase (DPYD) inhibitor that can degrade pyrimidines in the blood, including 5-fluorouracil. |
| HTC | 2942000000 |
| MDL Number | MFCD08458352 |
| SMILES | Clc1c[nH][c](cc1O)=O |
| InChI | 1S/C5H4ClNO2/c6-3-2-7-5(9)1-4(3)8/h1-2H,(H2,7,8,9) |
| InChI Key | ZPLQIPFOCGIIHV-UHFFFAOYSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | 3 |
| MSDS | msds/50031_1_103766_25_2.pdf |
| Bioactivity | 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: Related Catalog Signaling Pathways >> Others >> Others Research 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 Density 1.6±0.1 g/cm3 Boiling Point 524.2±45.0 °C at 760 mmHg Melting Point 274 °C Molecular Formula C5H4ClNO2 Molecular Weight 145.544 Flash Point 270.8±28.7 °C Exact Mass 144.993057 PSA 53.09000 LogP -1.50 Vapour Pressure 0.0±1.4 mmHg at 25°C Index of Refraction 1.641 InChIKey ZPLQIPFOCGIIHV-UHFFFAOYSA-N SMILES O=c1cc(O)c(Cl)c[nH]1 Storage condition Refrigerator |
| Use of | Properties Name 5-chloro-4-hydroxy-1H-pyridin-2-one Synonym More Synonyms Gimeracil Biological Activity Related Catalog Signaling Pathways >> Others >> Others Research 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 Exact Mass 144.993057 PSA 53.09000 LogP -1.50 Index of Refraction 1.641 InChIKey ZPLQIPFOCGIIHV-UHFFFAOYSA-N Storage condition Refrigerator |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: Purity: 99.0% |
| MSDS Transport Info | Module 14. Shipping information United Nations classification: inconsistent with United Nations classification standards UN number: not specified |
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