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260843

Sigma-Aldrich

2,3,4-Trihydroxybenzaldehyde

98%

Synonym(s):

Pyrogallol-4-carboxaldehyde

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About This Item

Linear Formula:
(HO)3C6H2CHO
CAS Number:
2144-08-3
Molecular Weight:
154.12
Beilstein/REAXYS Number:
2328658
EC Number:
218-404-2
MDL number:
MFCD00003325
UNSPSC Code:
12352100
PubChem Substance ID:
24855773
NACRES:
NA.22

Quality Level

200

assay

98%

form

powder

mp

159-161 °C (lit.)

SMILES string

[H]C(=O)c1ccc(O)c(O)c1O

InChI

1S/C7H6O4/c8-3-4-1-2-5(9)7(11)6(4)10/h1-3,9-11H

InChI key

CRPNQSVBEWWHIJ-UHFFFAOYSA-N

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General description

Antimicrobial activity of carbohydrazone derived from 2,3,4-trihydroxybenzaldehyde against bacteria and fungi has been investigated. 2,3,4-trihydroxybenzaldehyde forms Schiff bases via [1+1] condensation with anthranilic acid.

Application

2,3,4-Trihydroxybenzaldehyde has been used in the preparation of 1,5-dimethyl-2-phenyl-4-[(1E)-(2,3,4-trihydroxybenzylidene)amino]-1H-pyrazol-3(2H)-one.

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 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0001433583
1433583V
1436181
1433583
S43218

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Yuan Chen et al.
International journal of biological macromolecules, 143, 714-723 (2019-11-15)
In this study, the structure of inulin was chemically modified by Schiff bases in order to improve its biological activity. A total of 6 kinds of inulin derivatives were synthesized according to aza-Wittig reaction. Their structures were confirmed by FTIR
1, 5-Dimethyl-2-phenyl-4-[(1E)-(2, 3, 4-trihydroxybenzylidene) amino]-1H-pyrazol-3 (2H)-one.
Sun Y-F, et al.
Acta Crystallographica Section E, Structure Reports Online, 63(5), o2522-o2523 (2007)
Sari Honda et al.
Free radical biology & medicine, 106, 228-235 (2017-02-23)
In this study, the mechanism of the xanthine oxidase (XO) inhibitory activity of pyrogallol, the main inhibitor found in roasted coffee, was investigated. Pyrogallol was unstable and readily converted to purpurogallin in a pH 7.4 solution, a physiological model of
Eila Pelttari et al.
Zeitschrift fur Naturforschung. C, Journal of biosciences, 62(7-8), 483-486 (2007-10-05)
Certain substituted salicylaldehydes are known to have highly potent antimicrobial activity against bacteria and fungi, but the mechanism underlying this remarkable activity is not known, and almost nothing has been reported on the effects of further modification of the structures
B D Vázquez-Cabral et al.
Chemico-biological interactions, 272, 1-9 (2017-05-10)
Black tea infusion is the common substrate for preparing kombucha; however other sources such as oak leaves infusions can be used for the same purpose. Almost any white oak species have been used for medicinal applications by some ethnic groups
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