5-Formyluracil

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Names

[ Name ]:
5-Formyluracil

[Synonym ]:
5-Formyluracil
2,4-dioxo-1H-pyrimidine-5-carbaldehyde
2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde
MFCD00192185
5-Pyrimidinecarboxaldehyde, 1,2,3,4-tetrahydro-2,4-dioxo-
2,4-Dioxo-1,2,3,4-tetrahydro-5-pyrimidinecarbaldehyde
5-Formyl Uracil
Uracil-5-carboxaldehyde

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Melting Point ]:
>300 °C (dec.)(lit.)

[ Molecular Formula ]:
C₅H₄N₂O₃

[ Molecular Weight ]:
140.097

[ Exact Mass ]:
140.022186

[ PSA ]:
82.79000

[ LogP ]:
-1.22

[ Index of Refraction ]:
1.625

[ Storage condition ]:
-20?C Freezer

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2933599090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

5-Hydroxymethyluracil
2,4(1H,3H)-Pyrimidinedione,5-(2-hydroxyethyl)-
Uracil
Thymine
5-Formyl-dU

DownStream

5-thyminyl-5,6-dihydrothymine
(E)-4,4,4-TRIFLUORO-1-PHENYL-BUT-2-EN-1-ONE
Brivudine
2,4-Dihydroxypyrimidine-5-carboxylic acid
5-(2-bromoethynyl)-1H-pyrimidine-2,4-dione
Methyl 2,4-dihydroxypyrimidine-5-carboxylate
(E)-5-ETHOXYCARBONYLVINYL URACIL
(E)-5-CARBOXYVINYL URACIL
5-(2,2-dibromoethenyl)-1H-pyrimidine-2,4-dione

Customs

[ HS Code ]: 2933599090

[ Summary ]:
2933599090. other compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Role of the Escherichia coli and human DNA glycosylases that remove 5-formyluracil from DNA in the prevention of mutations.

J. Radiat. Res. 42(1) , 11-9, (2001)

Ionizing radiation induces a wide variety of modifications to purine and pyrimidine residues. The exocyclic methyl group of thymine does not escape oxidative damage. Any 5-hydroperoxymethyluracil prod...

Repair of the mutagenic DNA oxidation product, 5-formyluracil.

DNA Repair (Amst.) 2(2) , 199-210, (2003)

The oxidation of the thymine methyl group can generate 5-formyluracil (FoU). Template FoU residues are known to miscode, generating base substitution mutations. The repair of the FoU lesion is therefo...

Nucleotide excision repair of 5-formyluracil in vitro is enhanced by the presence of mismatched bases.

Biochemistry 43(10) , 2682-7, (2004)

5-Formyluracil (fU) is a major thymine lesion produced by reactive oxygen radicals and photosensitized oxidation. Although this residue is a potentially mutagenic lesion and is removed by several base...

6-amino-5-formyluracil
6-chloro-5-formyluracil
1,3-dibenzyl-5-formyluracil
6-amino-1-methyl-5-formyluracil
6-chloro-3-phenyl-5-formyluracil
Thiosemicarbazino-5-formyluracil
N-[2-[[4-(acetylamino)benzoyl]amino]-5-chlorophenyl]carbamic acid 1,1-dimethylethyl ester
N-[2-[[4-(acetylamino)benzoyl]amino]-5-methylphenyl]carbamic acid 1,1-dimethylethyl ester
N-[3-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-5-(1-methylethenyl)phenyl]carbamic acid phenylmethyl ester
N-[4-(2-cyanoacetyl)phenyl]carbamic acid 1,1-dimethylethyl ester
N-[4-(dimethylamino)-5-formyl-2-thiazolyl]acetamide
N-[4-[(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)methyl]phenyl]methanesulfonamide
N-[4-[(3-amino-1H-pyrazol-5-yl)methyl]phenyl]carbamic acid 1,1-dimethylethyl ester
N-[4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-3-cyclohexen-1-yl]methanesulfonamide
N-[5-(1,1-dimethylethyl)-1,3,4-thiadiazol-2-yl]-8-iodo-7-methyl-4-quinazolinamine
N-[5-(3-bromo-5,6-dimethoxy-2-pyrazinyl)-2,2-dimethylcyclopentyl]carbamic acid 1,1-dimethylethyl ester

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