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16040

Sigma-Aldrich

Pyrogallol

ACS reagent, ≥99%

Synonym(s):

1,2,3-Trihydroxybenzene, 2,3-Dihydroxyphenol, Pyrogallic acid

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About This Item

Linear Formula:
C6H3(OH)3
CAS Number:
87-66-1
Molecular Weight:
126.11
Beilstein:
907431
EC Number:
201-762-9
MDL number:
MFCD00002192
UNSPSC Code:
12161700
PubChem Substance ID:
57647544
NACRES:
NA.21

grade

ACS reagent

vapor density

4.4 (vs air)

vapor pressure

10 mmHg ( 167.7 °C)

Assay

≥99%

form

solid

technique(s)

HPLC: suitable

ign. residue

≤0.005% (as SO4)

bp

309 °C (lit.)

mp

131.0-135.0 °C
133-134 °C (lit.)

solubility

water: soluble

anion traces

chloride (Cl-): ≤10 mg/kg
sulfate (SO42-): ≤50 mg/kg

cation traces

Fe: ≤0.001%
heavy metals (as Pb): ≤0.0005%

application(s)

pharmaceutical (small molecule)

SMILES string

Oc1cccc(O)c1O

InChI

1S/C6H6O3/c7-4-2-1-3-5(8)6(4)9/h1-3,7-9H

InChI key

WQGWDDDVZFFDIG-UHFFFAOYSA-N

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Application

Pyrogallol has been used for preparing endothelial cell extract for determining vitamin E content using reverse-phase HPLC. It has also been used for preparing liver extracts for retinol analysis by using HPLC.

Biochem/physiol Actions

Pyrogallol also referred to as 1,2,3-trihydroxybenzene inhibits the response to nitric oxide (NO) in the rat anococcygeus muscle.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Muta. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A Martin et al.
Arteriosclerosis, thrombosis, and vascular biology, 17(3), 429-436 (1997-03-01)
Monocyte adhesion to human aortic endothelial cells (ECs) is one of the early events in the development of atherogenesis. ECs were used to investigate the role of vitamin E in human monocyte adhesion to ECs in vitro. ECs incubated with
J S Gillespie et al.
British journal of pharmacology, 99(1), 194-196 (1990-01-01)
1. The effects of pyrogallol and hydroquinone on the bovine retractor penis (BRP) and rat anococcygeus muscles to non-adrenergic, non-cholinergic (NANC) nerve stimulation have been examined. Both drugs at a concentration of 10(-4) M significantly reduced the response in the
Fufang Wu et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 215, 354-362 (2019-03-11)
Theophylline (TP) and theobromine (TB) are the methyl derivatives of xanthine. The antioxidation of TP and TB as well as the effect of the antioxidation and activity of copper‑zinc superoxide dismutase (SOD) with TP and TB were investigated. The contents
J T Jang et al.
The Journal of nutrition, 130(5), 1291-1296 (2000-05-10)
In view of evidence that nutritional status of iron and vitamin A may affect the other nutrient's metabolism, we used model-based compartmental analysis to examine effects of iron deficiency on whole-body vitamin A dynamics in rats. Weanling male Sprague-Dawley rats
Suzanne J P L van den Berg et al.
Chemical research in toxicology, 25(11), 2352-2367 (2012-09-21)
The present study describes physiologically based kinetic (PBK) models for the alkenylbenzene elemicin (3,4,5-trimethoxyallylbenzene) in rat and human, based on the PBK models previously developed for the structurally related alkenylbenzenes estragole, methyleugenol, and safrole. Using the newly developed models, the
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