- Gimeracil
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- $29.00
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2026-09-10
- CAS:103766-25-2
- Purity: 99.86%
- Supply Ability: 10g
- Gimeracil
-
- $1.10
-
2026-08-20
- CAS:103766-25-2
- Min. Order: 1g
- Purity: 99.00%
- Supply Ability: 100 Tons Min
- Gimeracil
-
- $29.00
-
2026-04-20
- CAS:103766-25-2
- Purity: 99.86%
- Supply Ability: 10g
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| | Gimeracil Basic information |
| | Gimeracil Chemical Properties |
| Melting point | 274 °C | | Boiling point | 255.1±40.0 °C(Predicted) | | density | 1.56±0.1 g/cm3(Predicted) | | storage temp. | Inert atmosphere,Store in freezer, under -20°C | | solubility | Soluble in DMSO (up to 5 mg/ml). | | form | solid | | pka | 4.50±1.00(Predicted) | | color | White | | Stability: | Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months. | | InChI | InChI=1S/C5H4ClNO2/c6-3-2-7-5(9)1-4(3)8/h1-2H,(H2,7,8,9) | | InChIKey | ZPLQIPFOCGIIHV-UHFFFAOYSA-N | | SMILES | C1(=O)NC=C(Cl)C(O)=C1 | | CAS DataBase Reference | 103766-25-2(CAS DataBase Reference) |
| Safety Statements | 24/25 | | WGK Germany | WGK 3 | | HS Code | 29337900 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral |
| | Gimeracil Usage And Synthesis |
| Description | Gimeracil (103766-25-2) is a dihydropyrimidine dehydrogenase (DPD) inhibitor. DPD is involved in the degradation of pyrimidine-based chemotherapeutic drugs such as 5-fluorouracil (5-FU). Gimeracil is used along with 5-FU or Tegafur to prolong circulating concentrations of the drugs.1,2 Gimeracil has also been shown to act as a radiosensitizer via inhibition of homologous recombination in the repair of DNA double strand breaks.3 | | Chemical Properties | Off-White Solid | | Uses | Antitumor agent. A potent inhibitor of dihydropyrimidine dehydrogenase (DPD) | | Uses | Gimeracil is an antitumor agent. Gimeracil is a potent inhibitor of dihydropyrimidine dehydrogenase (DPD). | | Uses | Gimeracil is an inhibitor of dihydropyrimidine dehydrogenase, which inhibits the early step in homologous recombination for double strand breaks repair. | | Definition | ChEBI: Gimeracil is an organic molecular entity. | | Synthesis | Compound 6 (8.0 g, 44 mmol) was used as a raw material, which was mixed with acetonitrile (100 mL), acetic acid (3 mL) and sodium iodide (13.2 g, 88 mmol), and the reaction was heated at 60°C for 8 hours. Upon completion of the reaction, the mixture was cooled to room temperature and poured into 10% sodium thiosulfate solution (200 mL) to precipitate a colorless solid. Purification by aqueous recrystallization afforded the target product 5-chloro-4-hydroxypyridin-2(1H)-one (Compound 2) in a yield of 5.6 g in 86%. The product characterization data were as follows: melting point 272-273 °C (literature value 273-274 °C); 1H NMR (400 MHz, DMSO-d6) δ 5.70 (s, 1H), 7.51 (s, 1H), 11.29 (br, 2H); 13C NMR (100 MHz, DMSO-d6) δ 163.5, 163.2, 134.6 , 105.6, 98.7; LRMS (ESI) m/z (%): 146 (100) [M(35Cl)+H]+, 148 (30) [M(37Cl)+H]+; HRMS (ESI) m/z calculated value of C5H535ClNO2: [M+H]+: 146.0003, measured value: 146.0012; C5H537ClNO2: [M+H]+: 147.9975, measured value: 147.9975. | | in vivo | Gimeracil (2.5-25 mg/kg, orally) may inhibit the rapid repair of X-ray-induced DNA damage in tumors[3].
| Animal Model: | Nude mice (Lu-99, LC-11, KB/C3 and PAN-4 tumors were xenografted)[3].
| | Dosage: | 2.5-25 mg/kg. | | Administration: | Orally. | | Result: | Exhibited anti-tumor activity. |
| | References | [1] DIASIO R B. Clinical implications of dihydropyrimidine dehydrogenase inhibition.[C]//13 7 Suppl 3. 1999: 17-21.
[2] MASAO KOBAYAKAWA Yasushi K. Tegafur/gimeracil/oteracil (S-1) approved for the treatment of advanced gastric cancer in adults when given in combination with cisplatin: a review comparing it with other fluoropyrimidine-based therapies.[J]. OncoTargets and therapy, 2011, 4: 193-201. DOI:10.2147/ott.s19059
[3] KOH-ICHI SAKATA. Gimeracil, an inhibitor of dihydropyrimidine dehydrogenase, inhibits the early step in homologous recombination[J]. Cancer Science, 2011, 102 9: 1712-1716. DOI:10.1111/j.1349-7006.2011.02004.x |
| | Gimeracil Preparation Products And Raw materials |
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