SML2075

Gimeracil

≥98% (HPLC)

• Synonym(s): 5-Chloropyridine-2,4-diol, 5-chloro-4-hydroxypyridin-2(1H)-one, CDHP, Gimestat
• Empirical Formula (Hill Notation): C₅H₄ClNO₂
• CAS Number: 103766-25-2
• Molecular Weight: 145.54
• MDL number: MFCD08458352
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Assay: ≥98% (HPLC)
• form: powder
• color: white to brown
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: −20°C
• SMILES string: 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

Description

Biochem/physiol Actions

Gimeracil (5-chloro-2, 4-dihydroxypyridine) is an orally active inhibitor against dihydropyrimidine dehydrogenase (DPYD), which degrades pyrimidine and the chemotherapeutic drug 5-fluorouracil (5FU). Gimeracil is shown to exhibit cancer-radiosensitizing efficacy in cultures in vitro (1 mM) and in mice in vivo (2.5-25 mg/kg, p.o.) in a DPYD-dependent manner via partial suppression of DNA repair by homologous recombination (HR).

Orally active dihydropyrimidine dehydrogenase (DPYD) inhibitor with cancer-radiosensitizing efficacy in vitro and in vivo.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Precautionary Statements: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable