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251054

Sigma-Aldrich

2-Hydroxypyridine-3-carboxylic acid

98%

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Synonym(s):
2-Hydroxynicotinic acid, 2-Hydroxypyridine-3-carboxylic acid
Empirical Formula (Hill Notation):
C6H5NO3
CAS Number:
Molecular Weight:
139.11
Beilstein/REAXYS Number:
472167
EC Number:
MDL number:
PubChem Substance ID:
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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1 of 4

This Item
15230756197325228
vibrant-m

56197

3-Hydroxypicolinic acid

vibrant-m

325228

2-Methylpyridine-3-carboxylic acid

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

solubility

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

solubility

-

solubility

-

solubility

-

mp

258-261 °C (lit.)

mp

213-218 °C (lit.)

mp

213-218 °C (lit.)

mp

228-230 °C (dec.) (lit.)

form

solid

form

powder or crystals

form

powder or crystals

form

-

Application

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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
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
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
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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