Home > Compound List > Compound details
4270-27-3 molecular structure
click picture or here to close

6-chloro-1,2,3,4-tetrahydropyrimidine-2,4-dione

ChemBase ID: 10087
Molecular Formular: C4H3ClN2O2
Molecular Mass: 146.53182
Monoisotopic Mass: 145.98830503
SMILES and InChIs

SMILES:
[nH]1c(=O)[nH]c(=O)cc1Cl
Canonical SMILES:
Clc1cc(=O)[nH]c(=O)[nH]1
InChI:
InChI=1S/C4H3ClN2O2/c5-2-1-3(8)7-4(9)6-2/h1H,(H2,6,7,8,9)
InChIKey:
PKUFNWPSFCOSLU-UHFFFAOYSA-N

Cite this record

CBID:10087 http://www.chembase.cn/molecule-10087.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
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-Chloro-2,4-pyrimidinediol
6-Chloropyrimidine-2,4(1H,3H)-dione
NSC 210419
NSC 43265
6-Chlorouracil
4-Chloro-2,6-dihydroxypyrimidine
6-Chloro-2,4-dihydroxypyrimidine
4-CHLOROURACIL
6-Chloropyrimidine-2,4(1H,3H)-dione
4-Chlorouracil
6-Chloro-2,4(1H,3H)-pyrimidinedione
6-Chlorouracil
4-Chlorouracil
6-Chlorouracil
6-氯尿嘧啶
CAS Number
4270-27-3
EC Number
224-258-0
MDL Number
MFCD00014595
Beilstein Number
120492
PubChem SID
24893168
160973394
PubChem CID
73272

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 7.747433  H Acceptors
H Donor LogD (pH = 5.5) -0.18840155 
LogD (pH = 7.4) -0.3449292  Log P -0.18597978 
Molar Refractivity 40.8195 cm3 Polarizability 11.625988 Å3
Polar Surface Area 58.2 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
DMSO expand Show data source
Methanol (Sparingly) expand Show data source
Apperance
White Solid expand Show data source
Melting Point
>293°C (dec.) expand Show data source
300 °C expand Show data source
301-302°C(dec) expand Show data source
301-302(dec.)(subl.)°C expand Show data source
ca 295°C dec. expand Show data source
Partition Coefficient
-0.012 expand Show data source
Storage Condition
Refrigerator expand Show data source
Room Temperature (15-30°C) expand Show data source
Storage Warning
Irritant expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
36/37/38 expand Show data source
Safety Statements
26-36 expand Show data source
26-37 expand Show data source
TSCA Listed
false expand Show data source
expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305 + P351 + P338 expand Show data source
P261-P305+P351+P338-P302+P352-P321-P405-P501A expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Purity
>95% expand Show data source
≥99% expand Show data source
95% expand Show data source
98% expand Show data source
98+% expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Sigma Aldrich Sigma Aldrich TRC TRC
MP Biomedicals - 02190322 external link
(6-Chlorouracil)
Sigma Aldrich - C9525 external link
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.
Toronto Research Chemicals - C423780 external link
6-Chlorouracil acts as an inhibitor of yeast alcohol dehydrogenase (ADH-H). 6-Chlorouracil is a potential inhibitor of DNA repair glycosylases.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Gauri, K.K.: Arch. Pharm., 306, 622 (1973)
  • • Speina, E. et al.: Acta Biochim. Pol., 52, 167 (1973)
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle