C9525

4-Chlorouracil

≥99%

• Synonym(s): 4-Chloro-2,6-dihydroxypyrimidine, 6-Chloro-2,4-dihydroxypyrimidine, 6-Chlorouracil
• Empirical Formula (Hill Notation): C₄H₃ClN₂O₂
• CAS Number: 4270-27-3
• Molecular Weight: 146.53
• NACRES: NA.51
• PubChem Substance ID: 24893168
• UNSPSC Code: 41106305
• EC Number: 224-258-0
• MDL number: MFCD00014595
• Assay: ≥99%
• Form: solid

Properties

• Quality Segment: 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

Description

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.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves