Chemodex

Pyrogallol

CHF 116.00
In stock
CDX-Y0964-G100100 gCHF 116.00
CDX-Y0964-G500500 gCHF 451.00
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Product Details
Synonyms 2-Hydroxyresorcinol; 1,2,3-Trihydroxybenzene; 2,3-Dihydroxyphenol; Pyrogallic acid
Product Type Chemical
Properties
Formula C6H6O3
MW 126.11
CAS 87-66-1
RTECS UX2800000
Source/Host Chemicals Synthetic
Purity Chemicals ≥99% (GC)
Appearance White to off-white powder.
Solubility Soluble in ethanol (20mg/ml), water (20mg/ml) or DMSO (50mg/ml).
Identity Determined by 1H-NMR.
Declaration Manufactured by Chemodex.
Other Product Data

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Our product description may differ slightly from the original manufacturers product datasheet.

InChi Key WQGWDDDVZFFDIG-UHFFFAOYSA-N
Smiles OC1=C(O)C=CC=C1O
Shipping and Handling
Shipping AMBIENT
Short Term Storage +20°C
Long Term Storage +20°C
Handling Advice Protect from light and moisture.
Use/Stability Stable for at least 2 years after receipt when stored at RT.
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Product Specification Sheet
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Description

The Polyphenol pyrogallol is a powerful naturally occuring reducing agent. Due to its oxygen radical generating property, pyrogallol is commonly used as a photographic developing agent, in hair dying industry, as an antiseptic and to calculate the amount of oxygen in the air. Pyrogallol is a potent superoxide anion (O2•-) generator. Pyrogallol causes oxidative damage and induces mutagenesis, carcinogenesis and hepatotoxicity. It impairs immune responses, inhibits phagocytosis and suppresses the proliferation due to its strong free radical generating potential. As a superoxide generator it is commonly used to investigate the role of free radicals in the biological system. It is a potent inducer of Nrf2-mediated gene expression. Pyrogallol possesses anti-bacterial, anti-fungal, anti-psoriatic anti-cancer, anti-inflammatory and neuroprotective properties. Pyrogallol induces apoptosis in lung cancer cells via the overproduction of O2•- and affects mitogen activated protein kinases (MAPKs). Pyrogallol exerts antitumor effects via S-phase arrest and inhibition of PI3K/AKT/Skp2/cMyc signaling. Pyrogallol is a neuroprotective compound shown to work as dual modulators for the treatment of AD by inhibiting aggregation or promoting dissociation of Aβ and tau. Pyrogallol is an anti-biofilm agent. It reduces biofilm formation in S. aureus and S. epidermidis in a mechanism involving induction of bacterial oxidative stress. Pyrogallol can be used as an organic building block or intermediate for synthesis of different types of sensors (for colorimettic detection) or other biological active compounds (e.g. antivirals). It is also used as a metal-complexing agent.

Product References

(1) E. Nicolis, et al.; Int. Immunopharmacol. 8, 1672 (2008) | (2) N. Ni, et al.; Bioorg. Med. Chem. Lett. 18, 1567 (2008) | (3) Y.H. Han, et al.; Toxicol. In Vitro 22, 1605 (2008) | (4) Y.H. Han, et al.; Chem. Biol. Interact. 177, 107 (2009) | (5) G. Upadhyay, et al.; Chem. Biol. Interact. 183, 333 (2010) (Review) | (6) M.S. Baliga & J.J. Dsouza; Eur. J. Cancer Prev. 20, 225 (2011) (Review) | (7) W.H. Park; Int. J. Oncol. 49, 785 (2016) | (8) M. Abderrahim, et al.; Talant 166, 349 (2017) | (9) K. Inoue, et al.; Luminescence 33, 277 (2018) | (10) H. Ahn, et al.; Int. J. Mol. Sci. 20, 3985 (2019) | (11) A. Anantram & M. Degani; Fut. Med. Chem. 11, 2287 (2019) (Review) | (12) H. Su, et al.; Nat. Commun. 12, 3623 (2021) | (13) V. Dangi, et al.; Methods 220, 79 (2023) | (14) S. Kim, et al.; Biomed. Pharmacother. 168, 115770 (2023) | (15) K.H.C. Roese, et al.; J. Appl. Microbiol. (Epub ahead of print) (2023)

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