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167134

Sigma-Aldrich

Bromohydroquinone

97%

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About This Item

Fórmula lineal:
BrC6H3(OH)2
Número de CAS:
583-69-7
Peso molecular:
189.01
EC Number:
209-516-2
MDL number:
MFCD00041747
UNSPSC Code:
12352100
PubChem Substance ID:
24850194
NACRES:
NA.22

assay

97%

mp

112-116 °C (lit.)

SMILES string

Oc1ccc(O)c(Br)c1

InChI

1S/C6H5BrO2/c7-5-3-4(8)1-2-6(5)9/h1-3,8-9H

InChI key

REFDOIWRJDGBHY-UHFFFAOYSA-N

Categorías relacionadas

Application

Bromohydroquinone was used in the synthesis of Π-conjugated polymers composed of alkyl carbazole/dialkoxyphenylene and squaraine units via Sonogashira cross-coupling reactions. It was used in the preparation of 2-bromobenzoquinone.

Pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

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Sigma-Aldrich

D106208

3,4-Dihydro-2H-pyran

Hydroquinone ReagentPlus®, ≥99%

Sigma-Aldrich

H9003

Hydroquinone

X Yang et al.
Journal of toxicology and environmental health, 48(4), 319-332 (1996-07-01)
The role of proteinases in renal proximal tubule (RPT) cellular death was examined using specific inhibitors of proteinases. Rabbit RPT suspensions were incubated with antimycin A for 1 h or tetrafluoroethyl-L-cysteine (TFEC) for 4 h in the absence or presence
J E Andrews et al.
Toxicology and applied pharmacology, 120(1), 1-7 (1993-05-01)
Glutathione conjugates of 2-bromohydroquinone (GSyl-BHQ) cause renal proximal tubular necrosis that is dependent upon the activity of gamma-glutamyl transferase (GGT). GGT is present in embryonic yolk sac and its activity increases with gestational age, suggesting that the developing embryo might
T J Monks et al.
Molecular pharmacology, 34(1), 15-22 (1988-07-01)
The formation of potentially reactive thiols has been postulated to play a role in the nephrotoxicity caused by a number of glutathione and/or cysteine conjugates. However, the inherent reactivity of such compounds has precluded both their identification in biological systems
T J Monks et al.
Drug metabolism and disposition: the biological fate of chemicals, 13(5), 553-559 (1985-09-01)
Incubation of either o-bromophenol or 2-bromohydroquinone with rat liver microsomes and 0.25 mM 35S-glutathione (GSH) gave rise to several isomeric 35S-GSH conjugates. A mixture of these isomeric GSH conjugates was prepared chemically and two were purified by HPLC; 1H-NMR spectroscopy
R G Schnellmann et al.
Toxicology and applied pharmacology, 90(3), 420-426 (1987-09-30)
2-Bromohydroquinone (BHQ) is a nephrotoxic metabolite of bromobenzene and a model toxic hydroquinone. The primary goal of these studies was to determine whether BHQ produces toxicity in rabbit renal proximal tubules by inhibiting mitochondrial function. BHQ induces a specific sequence
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