C9525
4-Chlorouracil
≥99%
Sinônimo(s):
4-Chloro-2,6-dihydroxypyrimidine, 6-Chloro-2,4-dihydroxypyrimidine, 6-Chlorouracil
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About This Item
Fórmula empírica (Notação de Hill):
C4H3ClN2O2
Número CAS:
Peso molecular:
146.53
Número CE:
Número MDL:
Código UNSPSC:
41106305
ID de substância PubChem:
NACRES:
NA.51
Produtos recomendados
Nível de qualidade
Ensaio
≥99%
Formulário
solid
cadeia de caracteres SMILES
[H]N1C(Cl)=CC(=O)NC1=O
InChI
1S/C4H3ClN2O2/c5-2-1-3(8)7-4(9)6-2/h1H,(H2,6,7,8,9)
chave InChI
PKUFNWPSFCOSLU-UHFFFAOYSA-N
Aplicação
Chlorouracil (4-Chlorouracil; 6-Chlorouracil) is a halogenated uracil that is useful in studies of the effects of halogenation on nucleic acid base-pair stability and alkali metal ion affinity.
Reaction of 6-chlorouracil with 4-(dimethylamino)pyridine, 4-methylpyridine, and pyridin-4-yl-morpholine yielded pyridinium-substituted uracils as chlorides which were converted into pyridinium uracilates by deprotonation. These heterocyclic mesomeric betaines are cross-conjugated and thus possess separate cationic (pyridinium) and anionic (uracilate) moieties. Calculations and X-ray single crystal analyses may be used to characterize these systems and to compare the salts with the betaines.
Reaction of 6-chlorouracil with 4-(dimethylamino)pyridine, 4-methylpyridine, and pyridin-4-yl-morpholine yielded pyridinium-substituted uracils as chlorides which were converted into pyridinium uracilates by deprotonation. These heterocyclic mesomeric betaines are cross-conjugated and thus possess separate cationic (pyridinium) and anionic (uracilate) moieties. Calculations and X-ray single crystal analyses may be used to characterize these systems and to compare the salts with the betaines.
Palavra indicadora
Warning
Frases de perigo
Declarações de precaução
Classificações de perigo
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Órgãos-alvo
Respiratory system
Código de classe de armazenamento
11 - Combustible Solids
Classe de risco de água (WGK)
WGK 3
Ponto de fulgor (°F)
Not applicable
Ponto de fulgor (°C)
Not applicable
Equipamento de proteção individual
dust mask type N95 (US), Eyeshields, Gloves
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Andreas Schmidt et al.
Organic & biomolecular chemistry, 4(16), 3056-3066 (2006-08-04)
Reaction of 6-chlorouracil with 4-(dimethylamino)pyridine, 4-methylpyridine, and pyridin-4-yl-morpholine yielded pyridinium-substituted uracils as chlorides which were converted into pyridinium uracilates by deprotonation. These heterocyclic mesomeric betaines are cross-conjugated and thus possess separate cationic (pyridinium) and anionic (uracilate) moieties. Calculations and X-ray
Zhibo Yang et al.
Journal of the American Chemical Society, 126(49), 16217-16226 (2004-12-09)
The influence of halogenation on the properties of uracil and its noncovalent interactions with alkali metal ions is investigated both experimentally and theoretically. Bond dissociation energies of alkali metal ion-halouracil complexes, M+(XU), are determined using threshold collision-induced dissociation techniques in
Photochemical transformation of 6-chlorouracil and some alkylated analogues.
Z Kazimierczuk et al.
Biochimica et biophysica acta, 254(2), 157-166 (1971-12-16)
Francesca Bartoccini et al.
Organic & biomolecular chemistry, 10(44), 8860-8867 (2012-10-11)
A small library of 8-substituted 9-deazaxanthines has been prepared by late-stage diversification of an 8-bromo-9-deazaxanthine. By utilizing palladium-catalyzed cross-coupling reactions a single key precursor can be transformed into a variety of 8-substituted-9-deazaxanthine compounds. Three key 8-bromo-9-deazaxanthine intermediates were efficiently prepared
Tumor uptake of radiolabelled pyrimidine bases and pyrimidine nucleosides in animal models--V. 6-[36Cl]chlorouracil, 6-[82Br]bromouracil and 6-[123I]iodouracil.
Y W Lee et al.
International journal of nuclear medicine and biology, 11(3-4), 262-266 (1984-01-01)
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