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Substance Name: Bromouracil
RN: 51-20-7
UNII: 4HK400G5UO
InChIKey: LQLQRFGHAALLLE-UHFFFAOYSA-N

Note

  • 5-Bromo-2,4(1H,3H)-pyrimidinedione. Brominated derivative of uracil that acts as an antimetabolite, substituting for thymine in DNA. It is used mainly as an experimental mutagen, but its deoxyriboside (BROMODEOXYURIDINE) is used to treat neoplasms.

Molecular Formula

  • C4-H3-Br-N2-O2

Molecular Weight

  • 190.9837
 

Classification Codes

  • Antimetabolites
  • Mutagens
  • Mutation Data
  • Noxae
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Bromouracil

MeSH Heading

  • Bromouracil

Synonyms

  • 5-Bromo-2,4(1H,3H)-pyrimidinedione
  • 5-Bromouracil
  • 5-BrU
  • 5-BU
  • AI3-25471
  • Bromouracil
  • EINECS 200-084-0
  • HSDB 7495
  • NSC 19940
  • UNII-4HK400G5UO

Systematic Names

  • 2,4(1H,3H)-Pyrimidinedione, 5-bromo-
  • 5-Bromouracil
  • Uracil, 5-bromo-
  • Uracil, 5-bromo- (VAN) (8CI)

Registry Numbers

CAS Registry Number

  • 51-20-7

FDA UNII

  • 4HK400G5UO

Other Registry Number

  • 5909-23-9

System Generated Number

  • 0000051207

Structure Descriptors

InChI

1S/C4H3BrN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)

InChIKey

LQLQRFGHAALLLE-UHFFFAOYSA-N

Smiles

c1c(c(=O)[nH]c(=O)[nH]1)Br

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1400mg/kg (1400mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Proceedings of the Society for Experimental Biology and Medicine. Vol. 93, Pg. 124, 1956.
rat LD50 intraperitoneal 1700mg/kg (1700mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Proceedings of the Society for Experimental Biology and Medicine. Vol. 93, Pg. 124, 1956.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 310 deg C   EXP
log P (octanol-water) -0.21 (none)   EXP
Water Solubility 815 mg/L   EXP
Vapor Pressure 2.27E-07 mm Hg 25 EST
Henry's Law Constant 1.73E-11 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 6.74E-12 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.