141704
2,4,5-Tribromoimidazole
97%
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About This Item
Empirical Formula (Hill Notation):
C3HBr3N2
CAS Number:
Molecular Weight:
304.77
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
217-997-5
MDL number:
Assay:
97%
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.
signalword
Danger
Hazard Classifications
Acute Tox. 2 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
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
ppe
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
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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
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 141704-25G | 04061832248769 |