| Identification | More | [Name]
5-Fluoroorotic acid | [CAS]
703-95-7 | [Synonyms]
2,6-Dihydroxy-5-fluoropyrimidine-4-carboxylic acid
5-FLUORO-2,6-DIOXO-3H-PYRIMIDINE-4-CARBOXYLIC ACID
5-FLUOROOROTIC ACID
5-FLUOROURACIL-4-CARBOXYLIC ACID
5' FOA
5-FOA
RARECHEM AH BS 0043
1,2,3,6-tetrahydro-2,6-dioxo-5-fluoro-4-pyrimidinecarboxylicaci
1,2,3,6-tetrahydro-2,6-dioxo-5-fluoro-4-pyrimidinecarboxylicacid
5-fluoro-1,2,3,6-tetrahydro-2,6-dioxo-4-pyrimidinecarboxylicaci
5-fluoroorotate
5-fluoro-oroticaci
ent-26398
fluorooroticacid
fo
foa
nsc31712
ro2-9945
5-FLUOROORTIC ACID
5-Fluoroorotic | [EINECS(EC#)]
211-876-0 | [Molecular Formula]
C5H3FN2O4 | [MDL Number]
MFCD00042526 | [Molecular Weight]
174.09 | [MOL File]
703-95-7.mol |
| Chemical Properties | Back Directory | [Appearance]
White to Off-White Crystalline Solid | [Melting point ]
278 °C (dec.)(lit.)
| [Boiling point ]
143°C (rough estimate) | [density ]
1.6154 (estimate) | [storage temp. ]
−20°C
| [solubility ]
NH4OH 4 M: 50 mg/mL, clear, faintly yellow
| [pka]
2.04±0.20(Predicted) | [Usage]
5-FOA has become a valuable tool for research in the field of molecular genetics. It has been employed in the selection of resistant strains of Saccharomyces cerevisiae that possess a mutant URA3 gene which renders them orotidine-5?phosphate decar | [Merck ]
4176 | [InChIKey]
LODRRYMGPWQCTR-UHFFFAOYSA-N | [CAS DataBase Reference]
703-95-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S27:Take off immediately all contaminated clothing . | [WGK Germany ]
3
| [RTECS ]
UV7800000
| [F ]
10 | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29335990 |
| Hazard Information | Back Directory | [Chemical Properties]
White to Off-White Crystalline Solid | [Uses]
5-FOA(5-Fluoroorotic acid ) has become a valuable tool for research in the field of molecular genetics. It has been employed in the selection of resistant strains of Saccharomyces cerevisiae that possess a mutant URA3 gene which renders them orotidine-5'-phosphate decarboxylase deficient. 5-FOA is coverted to 5-fluorouridine monophosphate (5-FUMP) in yeast cells, which can become incorporated into RNA or metabolized to the highly toxic 5-fluoro-2’-deoxyuridine monophosphate (5-FdUMP). 5-FdUMP is a potent inhibitor of thymidylate synthase (TS), causing the cessation of DNA synthesis. More recently, 5-FOA has been shown to possess potent antimalarial activity against both chloroquine-susceptible and chloroquine-resistant clones of Plasmodium falciparum. Studies indicate that TS is the primary target of 5-FOA in malarial parasites. The combination of 5-FOA and uracil has been effective in treating mice infected with Plasmodium yoelli. 5-FOA may also have potential in the treatment of human malarial infections when used in combination with other agents.
| [Uses]
Useful in the selection of orotidine-5′-phosphate decarboxylase mutants of Saccharomyces cerevisiae. |
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