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Merck

141704

Sigma-Aldrich

2,4,5-Tribromimidazol

97%

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About This Item

Empirische Formel (Hill-System):
C3HBr3N2
CAS-Nummer:
Molekulargewicht:
304.77
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

Qualitätsniveau

Assay

97%

mp (Schmelzpunkt)

217-220 °C (dec.) (lit.)

Lagertemp.

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)

InChIKey

JCGGPCDDFXIVQB-UHFFFAOYSA-N

Allgemeine Beschreibung

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

Biochem./physiol. Wirkung

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

Piktogramme

Skull and crossbones

Signalwort

Danger

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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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
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
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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