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Sigma-Aldrich

Bromohydroquinone

97%

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10 G
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10 G
CHF 233.00

About This Item

Formula condensata:
BrC6H3(OH)2
Numero CAS:
Peso molecolare:
189.01
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

CHF 233.00


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Saggio

97%

Punto di fusione

112-116 °C (lit.)

Gruppo funzionale

bromo

Stringa SMILE

Oc1ccc(O)c(Br)c1

InChI

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

Applicazioni

Bromohydroquinone was used in the synthesis of Π-conjugated polymers composed of alkyl carbazole/dialkoxyphenylene and squaraine units via Sonogashira cross-coupling reactions[1]. It was used in the preparation of 2-bromobenzoquinone[2].

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Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


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T J Monks et al.
Toxicology and applied pharmacology, 103(3), 557-563 (1990-05-01)
Glutathione (GSH) conjugates of 2-bromohydroquinone are more difficult to oxidize than the parent hydroquinone. Hydrolysis catalyzed by gamma-glutamyl transpeptidase (gamma-GT), however, results in the formation of the corresponding cysteine conjugate which is more readily oxidized than the parent hydroquinone. N-Acetylation
S S Lau et al.
Drug metabolism and disposition: the biological fate of chemicals, 15(6), 801-807 (1987-11-01)
Homogenates from rat renal papillae, a rich source of the prostaglandin (PG) H synthase system (PHS), metabolized [14C]2-bromohydroquinone, in the presence of arachidonic acid, to products which are covalently bound to protein. The co-oxidation of 2-bromohydroquinone caused a concentration-dependent stimulation
S S Lau et al.
The Journal of pharmacology and experimental therapeutics, 230(2), 360-366 (1984-08-01)
2-Bromohydroquinone was identified as a metabolite of both bromobenzene and o-bromophenol in the rat in vivo and in vitro. Identification was based on high-pressure liquid chromatography and gas chromatography-mass spectrometry. Formation of 2-bromohydroquinone by rat liver microsomes from both bromobenzene
S S Lau et al.
Toxicology and applied pharmacology, 103(1), 121-132 (1990-03-15)
We have previously shown that the renal necrosis observed after 2-bromohydroquinone (2-BrHQ) administration to rats is probably caused by the formation of 2-Br-(diglutathion-S-yl)HQ (2-Br-[diGSyl]HQ), since injection of this conjugate caused severe proximal tubular necrosis. In the present study we report
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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