Saltar al contenido
Merck
Todas las fotos(2)

Key Documents

Otros documentos

C9525

Sigma-Aldrich

4-Chlorouracil

≥99%

Sinónimos:

4-Chloro-2,6-dihydroxypyrimidine, 6-Chloro-2,4-dihydroxypyrimidine, 6-Chlorouracil

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización
Todas las fotos(2)

About This Item

Fórmula empírica (notación de Hill):
C4H3ClN2O2
Número de CAS:
4270-27-3
Peso molecular:
146.53
EC Number:
224-258-0
MDL number:
MFCD00014595
UNSPSC Code:
41106305
PubChem Substance ID:
24893168
NACRES:
NA.51

Quality Level

200

assay

≥99%

form

solid

SMILES string

[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)

InChI key

PKUFNWPSFCOSLU-UHFFFAOYSA-N

Application

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

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)
Ver todos los artículos relacionados

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico