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703-95-7

703-95-7 Structure

703-95-7 Structure
IdentificationMore
[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 PropertiesBack 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
[form ]

solid
[pka]

2.04±0.20(Predicted)
[color ]

Pale yellow
[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
[InChI]

InChI=1S/C5H3FN2O4/c6-1-2(4(10)11)7-5(12)8-3(1)9/h(H,10,11)(H2,7,8,9,12)
[InChIKey]

LODRRYMGPWQCTR-UHFFFAOYSA-N
[SMILES]

C1(=O)NC(=O)C(F)=C(C(O)=O)N1
[CAS DataBase Reference]

703-95-7(CAS DataBase Reference)
Safety DataBack 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
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2,6-Dihydroxy-5-fluoropyrimidine-4-carboxylic acid(703-95-7).msds
Hazard InformationBack 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.
Spectrum DetailBack Directory
[Spectrum Detail]

5-Fluoroorotic acid(703-95-7)MS
5-Fluoroorotic acid(703-95-7)1HNMR
5-Fluoroorotic acid(703-95-7)13CNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

703-95-7(sigmaaldrich)
[TCI AMERICA]

5-Fluoroorotic Acid  Monohydrate,>95.0%(T)(703-95-7)
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