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4-Chlorouracil

Catalog No. C9525 Name Sigma Aldrich
CAS Number 4270-27-3 Website http://www.sigmaaldrich.com
M. F. C4H3ClN2O2 Telephone 1-800-521-8956
M. W. 146.53182 Fax
Purity ≥99% Email
Storage Chembase ID: 10087

SYNONYMS

IUPAC name
6-chloro-1,2,3,4-tetrahydropyrimidine-2,4-dione
IUPAC Traditional name
6-chloro-1,3-dihydropyrimidine-2,4-dione
Synonyms
6-Chlorouracil
6-Chloro-2,4-dihydroxypyrimidine
4-Chloro-2,6-dihydroxypyrimidine

DATABASE IDS

CAS Number 4270-27-3
PubChem SID 24893168
EC Number 224-258-0
MDL Number MFCD00014595

PROPERTIES

Purity ≥99%
GHS Pictograms GHS07
GHS Signal Word Warning
GHS Hazard statements H315-H319-H335
European Hazard Symbols Irritant Irritant (Xi)
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
GHS Precautionary statements P261-P305 + P351 + P338
Risk Statements 36/37/38
Safety Statements 26-36
German water hazard class 3

DETAILS

Description (English)
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.

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