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180246

Sigma-Aldrich

2-Naphthoic acid

98%

Synonym(s):

2-Naphthalenecarboxylic acid

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5 G
$73.53
25 G
$195.00

About This Item

Linear Formula:
C10H7CO2H
CAS Number:
93-09-4
Molecular Weight:
172.18
Beilstein/REAXYS Number:
972039
EC Number:
202-217-8
MDL number:
MFCD00004101
UNSPSC Code:
12352100
PubChem Substance ID:
24850857
NACRES:
NA.22

$73.53

List Price$77.40Save 5%
Web-Only Promotion

Available to ship onApril 29, 2025Details

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Quality Level

100

assay

98%

form

powder

mp

185-187 °C (lit.)

solubility

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

functional group

carboxylic acid

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[1]. The fluorescence spectra and electronic absorption of 2-naphthoic acid was studied[2].

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBJ9524
STBJ9508
STBH2307
STBG1725V
S15811V

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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
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 L Yu et al.
Journal of medicinal chemistry, 39(12), 2411-2421 (1996-06-07)
In search for retinoic acid receptor (RAR) selective ligands, a series of 6-substituted 2-naphthoic acid retinoids were synthesized and evaluated in vitro in a transactivation assay and a competition binding assay for all RARs. These derivatives, in general, showed RAR
M J Melancon et al.
Drug metabolism and disposition: the biological fate of chemicals, 10(2), 128-133 (1982-03-01)
Urine was collected from four female rats for 3 days after two subcutaneous injections with 0.3 mg of 2-methyl[8-14C]naphthalene per kg. Of the 14C injected, 55% was found in the urine. The urine was solvent-fractionated into a toluene fraction (4.9%
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