5-Chlorouracil

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Names

[ CAS No. ]:
1820-81-1

[ Name ]:
5-Chlorouracil

[Synonym ]:
5-Chloropyrimidine-2,4(1H,3H)-dione
2,4(1H,3H)-Pyrimidinedione,5-chloro
5-Chlorouracil
5-chloro-2,4-dioxopyrimidine
5-chloro-1H-pyrimidine-2,4-dione
4-chlorouracil
5-Chloro-2,4(1H,3H)-pyrimidinedione
EINECS 217-339-7
5-chloro-uracil
Uracil,5-chloro
2,4(1H,3H)-Pyrimidinedione, 5-chloro-
5-Chloro-2,4-dihydroxypyrimidine
MFCD00006019
5-Chloropyrimidine-2,4-diol

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Melting Point ]:
>300 °C(lit.)

[ Molecular Formula ]:
C4H3ClN2O2

[ Molecular Weight ]:
146.53

[ Flash Point ]:
203.9ºC

[ Exact Mass ]:
145.988312

[ PSA ]:
65.72000

[ LogP ]:
-0.52

[ Vapour Pressure ]:
1.98E-07mmHg at 25°C

[ Index of Refraction ]:
1.587

[ Storage condition ]:
Refrigerator

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
YQ9410000
CHEMICAL NAME :
Uracil, 5-chloro-
CAS REGISTRY NUMBER :
1820-81-1
LAST UPDATED :
199410
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C4-H3-Cl-N2-O2
MOLECULAR WEIGHT :
146.54
WISWESSER LINE NOTATION :
T6MVMVJ FG

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :
Mutation in microorganisms
TEST SYSTEM :
Bacteria - Escherichia coli
DOSE/DURATION :
50 mg/L/1H
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 38,371,1976

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
YQ9410000

[ HS Code ]:
29335995

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • Uracil
  • Methyl 2,4-dihydroxypyrimidine-5-carboxylate
  • 5-chloro-6-hydroxy-5-methoxycarbonyl-5,6-dihydrouracil
  • 5-Chloro-2,4-dimethoxypyrimidine
  • N-chlorosuccinimide
  • 5-chloro-2-ethylsulfanyl-1H-pyrimidin-6-one
  • 5-Chloro-2'-deoxyuridine
  • 2,4(1H,3H)-Pyrimidinedione,1-acetyl-
  • Ethanoic anhydride
  • acetic acid

DownStream

  • 5-chloro-1,3-bis(ethenyl)pyrimidine-2,4-dione
  • 5-Chloro-2'-deoxyuridine
  • Thymine
  • 2,4,5-Imidazolidinetrione
  • 2,4,5(3H)-Pyrimidinetrione, dihydro-6-hydroxy- (9CI)
  • 2,4,5-Trichloropyrimidine
  • 2,4(1H,3H)-Pyrimidinedione,5-(phenylthio)-
  • 5-chloro-2,4-bis-trimethylsilanyloxy-pyrimidine

Customs

[ HS Code ]: 2933599090

[ Summary ]:
2933599090. other compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Electron attachment to chlorouracil: a comparison between 6-ClU and 5-ClU.

J. Chem. Phys. 120 , 704-709, (2004)

Low energy electron impact to the isomers 6-chlorouracil (6-ClU) and 5-chlorouracil (5-ClU) yields a variety of negative ion fragments with surprisingly high cross sections. These ions are dominantly ...

Polymerase incorporation and miscoding properties of 5-chlorouracil.

Chem. Res. Toxicol. 23 , 740-748, (2010)

Inflammation-mediated hypochlorous acid (HOCl) can damage DNA, DNA precursors, and other biological molecules, thereby producing an array of damage products such as 5-chlorouracil (ClU). In this study...

Myeloperoxidase generates 5-chlorouracil in human atherosclerotic tissue: a potential pathway for somatic mutagenesis by macrophages.

J. Biol. Chem. 281(6) , 3096-104, (2006)

Somatic mutations induced by oxidative damage of DNA might play important roles in atherogenesis. However, the underlying mechanisms remain poorly understood. Myeloperoxidase, a heme protein expressed...


More Articles

Related Compounds

  • 5-Chlorouracil
  • 5-Chlorouracil
  • 2-thio-5-chlorouracil
  • 1-Amino-5-chlorouracil
  • 5-Chlorouracil-15N2,13C
  • 1,3-divinyl-5-chlorouracil
  • 2-Bromo-5-(difluoromethyl)-4-fluoronicotinic acid
  • 2-Chloro-6-(difluoromethyl)-4-methylnicotinonitrile
  • 2-Bromo-5-(chloromethyl)-3-(difluoromethyl)-6-(trifluoromethyl)pyridine
  • (6-Chloro-5-(difluoromethyl)-4-(trifluoromethyl)pyridin-3-yl)methanol
  • (6-Amino-5-chloro-2-(difluoromethyl)pyridin-3-yl)methanol
  • 6-Chloro-4-(difluoromethyl)-5-fluoropicolinonitrile
  • (2-Chloro-6-(difluoromethyl)-4-iodopyridin-3-yl)methanol
  • 2-(2-Amino-5-(difluoromethyl)-4-nitropyridin-3-yl)acetonitrile
  • (2-Amino-6-(aminomethyl)-4-(difluoromethyl)pyridin-3-yl)methanol
  • 2-Bromo-5-(difluoromethyl)-3-methoxyisonicotinonitrile