Skip to Content
Merck
All Photos(1)

Key Documents

141704

Sigma-Aldrich

2,4,5-Tribromoimidazole

97%

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C3HBr3N2
CAS Number:
Molecular Weight:
304.77
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

mp

217-220 °C (dec.) (lit.)

functional group

bromo

storage temp.

2-8°C

SMILES string

Brc1nc(Br)c(Br)[nH]1

InChI

1S/C3HBr3N2/c4-1-2(5)8-3(6)7-1/h(H,7,8)

InChI key

JCGGPCDDFXIVQB-UHFFFAOYSA-N

General description

2,4,5-Tribromoimidazole(2,4,5-TBI) on condensation with sugar precursors yields 2,4,5-TBI nucleosides.

Biochem/physiol Actions

2,4,5-Tribromoimidazole induces poisoning typical of uncouplers of oxidative phosphorylation in rats.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

R D Verschoyle et al.
Toxicology and applied pharmacology, 89(2), 175-182 (1987-06-30)
The trihalogenated imidazoles, trichloroimidazole (TCI), tribromoimidazole (TBI), and triiodoimidazole (TII), are in vitro uncouplers of oxidative phosphorylation with similar activities. Although TCI and TBI are also uncouplers in vivo, some doubt exists for TII, which is much less toxic and
Tun-Cheng Chien et al.
Journal of medicinal chemistry, 47(23), 5743-5752 (2004-10-29)
A series of polyhalogenated imidazole nucleosides were designed and synthesized as ring-contracted analogues of 2,5,6-trichloro-1-(beta-D-ribofuranosyl)benzimidazole (TCRB) and its 2-bromo analogue (BDCRB) in an effort to explore the spatial limitation of the active pocket(s) in the target protein(s). 2,4,5-Trichloro-, 2-bromo-4,5-dichloro-, and
Kirsten Benkendorff et al.
Natural product research, 18(5), 427-431 (2004-07-14)
From analysis by gas chromatography/mass spectrometry (GC/MS), the presence of either 2,4,5-tribromo-1H-imidazole (1) or 3,4,5-tribromo-1H-pyrazole (2) was tentatively identified in lipophilic extracts from the egg masses of three muricid molluscs. Synthesis of these compounds, followed by comparison of the GC
R D Verschoyle et al.
Archives of toxicology, 56(2), 109-112 (1984-12-01)
2,4,5-tribromoimidazole and its 1-n-butylcarboxylate and 1-dimethylcarbamoyl derivatives, when administered to rats, induced poisoning typical of uncouplers of oxidative phosphorylation. At 48 h rats surviving a single toxic dose of 20-60 mg/kg developed permanent incoordination of the hindlimbs in the absence
M Muneer et al.
Water science and technology : a journal of the International Association on Water Pollution Research, 44(5), 331-337 (2001-11-07)
The photocatalysed degradation of two selected pesticide derivatives, namely 3-tert-butyl-5-chloro-6-methyluracil (terbacil) and 2,4,5-tribromoimidazole (TBI) has been investigated in aqueous suspensions of titanium dioxide (TiO2) under a variety of conditions employing a pH-stat technique. The degradation was studied by monitoring the

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service