Product: 4-Chlorouracil
Catalog Number: 16429
CAS Number: 4270-27-3
Synonyms: 6-Chlorouracil;
4-Chloro-2,6-dihydroxypyrimidine;
6-Chloro-2,4-dihydroxypyrimidine
Pricing:
1 g =  $600   (In Stock) Add to Cart
5 g =  $950   (In Stock) Add to Cart
Formula: C4H3ClN2O2
Chemical Purity: >99%
Molecular Weight: 146.53
Structure: 4-Chlorouracil
Appearance: Solid
Category: Biochemicals and Reagents
Stability: Stable under recommended storage conditions.
Storage:

Keep container tightly closed in a dry and well ventilated place

Transportation:

Non-hazardous for transport

Literature References:

Kazimierczuk Z, Shugar D., Photochemical transformation of 6-chlorouracil and some alkylated analogues. Biochim. Biophys. Acta 254, 157-166, (1971); Yang Z, Rodgers MT., Influence of halogenation on the properties of uracil and its noncovalent interactions with alkali metal ions. Threshold collision-induced dissociation and theoretical studies. J. Am. Chem. Soc. 126, 16217-16226, (2004); Denifl S, Matejcik S, Ptasinska S, et al., Electron attachment to chlorouracil: a comparison between 6-ClU and 5-ClU. J. Chem. Phys. 120, 704-709, (2004); Schmidt A, Lindner A, Nieger M, et al., Syntheses, pi-stacking interactions and base-pairings of uracil pyridinium salts and uracilyl betaines with nucleobases. Org. Biomolecular Chem. 4, 3056-3066, (2006)

MSDS:
Description:

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.