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251054

Sigma-Aldrich

2-Hydroxypyridine-3-carboxylic acid

98%

Synonym(s):

2-Hydroxynicotinic acid, 2-Hydroxypyridine-3-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C6H5NO3
CAS Number:
609-71-2
Molecular Weight:
139.11
Beilstein:
472167
EC Number:
210-198-2
MDL number:
MFCD00010100
UNSPSC Code:
12352100
PubChem Substance ID:
24855099
NACRES:
NA.22

Assay

98%

form

solid

mp

258-261 °C (lit.)

solubility

formic acid: soluble 50 mg/mL, clear, colorless to yellow

SMILES string

OC(=O)c1cccnc1O

InChI

1S/C6H5NO3/c8-5-4(6(9)10)2-1-3-7-5/h1-3H,(H,7,8)(H,9,10)

InChI key

UEYQJQVBUVAELZ-UHFFFAOYSA-N

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Application

2-Hydroxypyridine-3-carboxylic acid may be used in chemical synthesis.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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Anita V Thomae et al.
Pharmaceutical research, 24(8), 1457-1472 (2007-03-28)
Lipid bilayers regulate the passage of solutes into and between cellular compartments. A general prerequisite for this passage is the partitioning of the solute into the bilayer. We investigated the relationship between bilayer partitioning and permeation of three drug-like acids
Ade Arsianti et al.
Bioorganic & medicinal chemistry letters, 20(14), 4018-4020 (2010-07-14)
Novel 2-hydroxynicotinoyl-serine-butyl esters have been synthesized. Three-step reactions from L-serine by esterification with n-butanol, amidation with 2-hydroxynicotinic acid and esterification with the corresponding carboxylic acids gave AD-1, AD-2 and AD-3. The toxicity level of esters were determined by Brine shrimp
Anita V Thomae et al.
Biophysical journal, 89(3), 1802-1811 (2005-06-14)
According to the pH-partition hypothesis the charged species of organic compounds do not contribute to lipid bilayer permeation as they generally show negligible partitioning into n-octanol. With this assumption, membrane permeation is related to the molar fraction of the neutral
V B Di Marco et al.
Annali di chimica, 91(9-10), 595-603 (2002-01-05)
The formation of complexes between iron(III) and two ligands of possible relevance to chelation therapy, 2-hydroxynicotinic acid and 3-hydroxypicolinic acid, in aqueous 0.6 m (Na)Cl at 25 degrees C, has been investigated by means of potentiometric titrations and UV measurements.

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