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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:
93-09-4
Molecular Weight:
172.18
Beilstein:
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 Code

11 - Combustible Solids

WGK

WGK 2

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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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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