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180246

Sigma-Aldrich

2-Naphthoic acid

98%

Synonym(s):

2-Naphthalenecarboxylic acid

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About This Item

Linear Formula:
C10H7CO2H
CAS Number:
Molecular Weight:
172.18
Beilstein/REAXYS Number:
972039
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

98%

form

powder

mp

185-187 °C (lit.)

solubility

alcohol: soluble
diethyl ether: soluble
hot water: slightly soluble

SMILES string

OC(=O)c1ccc2ccccc2c1

InChI

1S/C11H8O2/c12-11(13)10-6-5-8-3-1-2-4-9(8)7-10/h1-7H,(H,12,13)

InChI key

UOBYKYZJUGYBDK-UHFFFAOYSA-N

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General description

2-Naphthoic acid (NPA) is a noncompetitive N-methyl-D-aspartate (NMDA) receptor inhibitor. The fluorescence spectra and electronic absorption of 2-naphthoic acid was studied.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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An electronic spectral study of the influence of thermal and electronic processes on the determination of the excited singlet-state dissociation constants of 1-and 2-naphthoic acid.
Kovi PJ and Schulman SG.
Analytica Chimica Acta, 63(1), 39-52 (1973)
Han Yu et al.
Molecular pharmacology, 84(4), 541-550 (2013-07-23)
N-Methyl-D-aspartate (NMDA) receptors mediate excitatory synaptic transmission in the central nervous system and play important roles in synaptic development and plasticity, but also mediate glutamate neurotoxicity. Recently, 2-naphthoic acid (NPA) and its derivatives have been identified as allosteric, noncompetitive NMDA
Toshiki Furuya et al.
ChemSusChem, 2(7), 645-649 (2009-06-30)
The large pool of cytochrome P450 (P450) open-reading frames identified in genome sequences has attracted much attention as a resource for new oxidation biocatalysts. P450 genes were cloned from genome-sequenced bacteria and coexpressed with putidaredoxin and its reductase genes to
D P McNamara et al.
Journal of pharmaceutical sciences, 75(9), 858-868 (1986-09-01)
A mass transfer model was developed to describe the dissolution and reaction of acidic and basic compounds from a rotating disk in unbuffered water. Dissolution of two carboxylic acids, 2-naphthoic acid (1) and naproxen [(+)-6-methoxy-alpha-methyl-2-naphthaleneacetic acid, 2], and the free
K G Mooney et al.
Journal of pharmaceutical sciences, 70(12), 1358-1365 (1981-12-01)
This study investigated the possible effects of simultaneous, noninstantaneous, reversible chemical ionization of carbon acids on the dissolution of a typical pharmaceutical carbon acid, phenylbutazone, and its deutero analog. The dissolution rate versus pH profile for phenylbutazone was consistent with

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