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Sigma-Aldrich

2,4,5-Tribromoimidazole

97%

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Empirical Formula (Hill Notation):
C3HBr3N2
CAS Number:
Molecular Weight:
304.77
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

Assay

97%

mp

217-220 °C (dec.) (lit.)

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

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This Item
328154272515407097
mp

217-220 °C (dec.) (lit.)

mp

94-96 °C (lit.)

mp

122-125 °C (lit.)

mp

168-173 °C (lit.)

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

-

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

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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
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
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
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
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

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