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Merck
CN

126209

2,3-Dihydroxybenzoic acid

99%

Synonym(s):

Hypogallic acid, Pyrocatechuic acid

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About This Item

Linear Formula:
(HO)2C6H3CO2H
CAS Number:
Molecular Weight:
154.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
206-139-5
Beilstein/REAXYS Number:
2209117
MDL number:
Assay:
99%
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Quality Level

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

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.


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Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 2

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Xiao Jia et al.
Journal of medicinal chemistry, 63(11), 6003-6027 (2020-05-19)
We disclose a study on nucleoside triphosphate (NTP) analogues in which the γ-phosphate is covalently modified by two different biodegradable masking units and d4T as nucleoside analogue that enable the delivery of d4TTP with high selectivity in phosphate buffer (pH
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)
Bryan H Bellaire et al.
Infection and immunity, 71(4), 1794-1803 (2003-03-26)
Brucella abortus reportedly produces the monocatechol siderophore 2,3-dihydroxybenzoic acid (2,3-DHBA) in response to iron limitation. Nucleotide sequence analysis of the cloned DHBA biosynthesis locus from virulent B. abortus 2308 and genetic complementation of defined Escherichia coli mutants were used to



Global Trade Item Number

SKUGTIN
126209-5G04061838723925