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126209

Sigma-Aldrich

2,3-Dihydroxybenzoic acid

99%

Sinónimos:

Hypogallic acid, Pyrocatechuic acid

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About This Item

Fórmula lineal:
(HO)2C6H3CO2H
Número de CAS:
303-38-8
Peso molecular:
154.12
Beilstein/REAXYS Number:
2209117
EC Number:
206-139-5
MDL number:
MFCD00002446
UNSPSC Code:
12352100
PubChem Substance ID:
24847707
NACRES:
NA.22

assay

99%

mp

204-206 °C (lit.)

solubility

methanol: soluble 50 mg/mL, clear to faintly hazy, orange

functional group

carboxylic acid

SMILES string

OC(=O)c1cccc(O)c1O

InChI

1S/C7H6O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,8-9H,(H,10,11)

InChI key

GLDQAMYCGOIJDV-UHFFFAOYSA-N

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Application

2,3-Dihydroxybenzoic acid was used to study the complexes of manganese with aliphatic and aromatic polyhydroxy ligands in basic media by electrochemical, spectrophotometric and magnetic methods. It was used in isolation of new siderophore named vulnibactin from low iron cultures of Vibrio vulnificus, a human pathogen. It was used as cocrystal former to study the influence of position isomerism on the co-crystals formation and physicochemical properties of piracetam.

Biochem/physiol Actions

2,3-Dihydroxybenzoic acid was found to be orally effective iron-chelating drug in hypertransfused rat model. It is monocatechol siderophore produced by Brucella abortus.

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

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
07816BW
00912JD
13931MR
10622KG
08226KR

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3,4-Dihydroxybenzoic acid analytical standard

Supelco

08992

3,4-Dihydroxybenzoic acid

Nao Yamakawa et al.
Nature communications, 9(1), 4647-4647 (2018-11-09)
The emergence of zebrafish Danio rerio as a versatile model organism provides the unique opportunity to monitor the functions of glycosylation throughout vertebrate embryogenesis, providing insights into human diseases caused by glycosylation defects. Using a combination of chemical modifications, enzymatic
The identification of 2, 3-dihydroxybenzoic acid as a potentially useful iron-chelating drug.
J H Graziano et al.
The Journal of pharmacology and experimental therapeutics, 190(3), 570-575 (1974-09-01)
Anna Nilsson et al.
Scientific reports, 7(1), 6352-6352 (2017-07-27)
Knowledge about the region-specific absorption profiles from the gastrointestinal tract of orally administered drugs is a critical factor guiding dosage form selection in drug development. We have used a novel approach to study three well-characterized permeability and absorption marker drugs
N Okujo et al.
Biometals : an international journal on the role of metal ions in biology, biochemistry, and medicine, 7(2), 109-116 (1994-04-01)
A new siderophore named vulnibactin has been isolated from low iron cultures of Vibrio vulnificus, a human pathogen. The structure was established as N-[3-(2,3-dihydroxybenzamido)propyl]-1,3-bis[2-(2-hydroxy-phenyl)- trans-5 - methyl-2-oxazoline-4-carboxamido]propane by a combination of acid hydrolysis, nuclear magnetic resonance spectroscopy and positive fast
Xiangmin Liao et al.
Journal of pharmaceutical sciences, 99(1), 246-254 (2009-06-09)
The effect of position isomerism on the co-crystals formation and physicochemical properties was evaluated. Piracetam was used as the model compound. Six position isomers, 2,3-, 2,4-, 2,5-, 2,6-, 3,4-, and 3,5-dihydroxybenzoic acid (DHBA), were used as the co-crystal formers. Co-crystals
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