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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:
972039
EC Number:
202-217-8
MDL number:
MFCD00004101
UNSPSC Code:
12352100
PubChem Substance ID:
24850857
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 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)

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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
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)
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
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