126209

Sigma-Aldrich

2,3-Dihydroxybenzoic acid

99%

Linear Formula:
(HO)2C6H3CO2H
CAS Number:
Molecular Weight:
154.12
Beilstein/REAXYS Number:
2209117
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

assay

99%

mp

204-206 °C (lit.)

solubility

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

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.

Packaging

5 g in glass bottle

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

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 2

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...
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)
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...
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...
Polarographic and spectroscopic studies of the manganese (II),-(III), and-(IV) complexes formed by polyhydroxy ligands.
Magers KD, et al.
Inorganic Chemistry, 17(3), 515-523 (1978)

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