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Sigma-Aldrich

2-Naphthoic acid

98%

Synonym(s):

2-Naphthalenecarboxylic acid

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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

Quality Level

100

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)

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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33371

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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
V Krishnakumar et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 70(1), 201-209 (2007-09-08)
The solid phase mid FTIR and FT Raman spectra of 2-naphthoic acid (NA) and 6-bromo-2-naphthoic acid (BNA) have been recorded in the regions 4000-400 cm(-1) and 3500-100 cm(-1), respectively. The fundamental vibrational frequencies and intensities of the vibrational bands were
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%
Blaise Mathias Costa et al.
Neuropharmacology, 62(4), 1730-1736 (2011-12-14)
Over-activation of N-methyl-d-aspartate (NMDA) receptors is critically involved in many neurological conditions, thus there has been considerable interest in developing NMDA receptor antagonists. We have recently identified a series of naphthoic and phenanthroic acid compounds that allosterically modulate NMDA receptors
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