All Photos(1)
Synonym(s):
2,4-Dihydroxy-5-fluoropyrimidine, 5-FU, 5-Fluoro-2,4(1H,3H)-pyrimidinedione
Empirical Formula (Hill Notation):
C4H3FN2O2
CAS Number:
Molecular Weight:
130.08
Beilstein:
127172
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
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Assay
≥99.0% (HPLC)
mp
282-286 °C (dec.) (lit.)
282-286 °C (dec.)
solubility
H2O: 10 mg/mL, clear
SMILES string
FC1=CNC(=O)NC1=O
InChI
1S/C4H3FN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)
InChI key
GHASVSINZRGABV-UHFFFAOYSA-N
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Other Notes
Potent antineoplastic agent. Its determination in tissue with microbore HPLC and fluorescence detection; Metabolised to fluoro-2′-deoxyuridine monophosphate which inhibits DNA synthesis by blocking thymidylate synthetase
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Biochemical interactions between N-(phosphonacetyl)-L-aspartate and 5-fluorouracil.
C M Liang et al.
Molecular pharmacology, 21(1), 224-230 (1982-01-01)
C Jochheim et al.
Analytical biochemistry, 217(2), 285-291 (1994-03-01)
For the determination of the cytotoxic drug 5-fluorouracil in tissue, a sensitive and selective assay has been developed based on microbore high-performance liquid chromatography and fluorescence detection after pre-column derivatization with 4-bromomethyl-7-methoxycoumarin. 5-Chlorouracil was found to be an appropriate internal
Julia K J Ahlskog et al.
Bioorganic & medicinal chemistry letters, 19(16), 4851-4856 (2009-07-21)
We describe the synthesis and characterization of two acetazolamide derivatives containing either a charged fluorophore or an albumin-binding moiety, which restrict binding to carbonic anhydrase IX and XII present on tumor cells. In vivo studies showed the preferentially targeting of
Yuko Fujiwara et al.
EBioMedicine, 33, 33-48 (2018-07-28)
Activation of intrinsic p53 tumor-suppressor (TS) pathways is an important principle underlying cancer chemotherapy. It is necessary to elucidate the precise regulatory mechanisms of these networks to create new treatment strategies. Comprehensive analyses were carried out by microarray. Expression of
John M L Ebos et al.
EMBO molecular medicine, 6(12), 1561-1576 (2014-11-02)
Thousands of cancer patients are currently in clinical trials evaluating antiangiogenic therapy in the neoadjuvant setting, which is the treatment of localized primary tumors prior to surgical intervention. The rationale is that shrinking a tumor will improve surgical outcomes and
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