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6-Chlorouracil

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6-Chlorouracil Basic information

Product Name:
6-Chlorouracil
Synonyms:
  • 6-chloro-1H-pyrimidine-2,4-dione
  • Chlorouracil
  • 6-Chlorouracil ,99%
  • 2,4(1H,3H)-Pyrimidinedione, 6-chloro- (9CI)
  • 6-Chlorouracil,98+%
  • 4-Chloro-2,6-dihydroxypyrimidine, 6-Chloro-2,4-dihydroxypyrimidine, 6-Chlorouracil
  • Tragliptin Starter 1 Impurity 4
  • 6-chloro-1,2,3,4-tetrahydropyriMidine-2,4-dione
CAS:
4270-27-3
MF:
C4H3ClN2O2
MW:
146.53
EINECS:
224-258-0
Product Categories:
  • PYRIMIDINE
  • Pyridines, Pyrimidines, Purines and Pteredines
  • Biochemistry
  • Nucleobases and their analogs
  • Nucleosides, Nucleotides & Related Reagents
  • bc0001
Mol File:
4270-27-3.mol
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6-Chlorouracil Chemical Properties

Melting point:
290-295°C
Boiling point:
300°C
Density 
1.61±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Soluble in Ammonium Hydroxide
form 
Solid
pka
6.24±0.10(Predicted)
color 
White
Water Solubility 
4.885g/L(25 ºC)
BRN 
120492
InChI
InChI=1S/C4H3ClN2O2/c5-2-1-3(8)7-4(9)6-2/h1H,(H2,6,7,8,9)
InChIKey
PKUFNWPSFCOSLU-UHFFFAOYSA-N
SMILES
C1(=O)NC(Cl)=CC(=O)N1
CAS DataBase Reference
4270-27-3(CAS DataBase Reference)
NIST Chemistry Reference
6-Chlorouracil(4270-27-3)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29335990

MSDS

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6-Chlorouracil Usage And Synthesis

Chemical Properties

White to off-white powder

Uses

6-Chlorouracil acts as an inhibitor of yeast alcohol dehydrogenase (ADH-H). 6-Chlorouracil is a potential inhibitor of DNA repair glycosylases.

Uses

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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