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Merck
CN

255416

1-Naphthoxyacetic acid

98%

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About This Item

Linear Formula:
C10H7OCH2CO2H
CAS Number:
Molecular Weight:
202.21
UNSPSC Code:
12352100
PubChem Substance ID:
EC Number:
221-023-4
MDL number:
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assay

98%

InChI key

GHRYSOFWKRRLMI-UHFFFAOYSA-N

InChI

1S/C12H10O3/c13-12(14)8-15-11-7-3-5-9-4-1-2-6-10(9)11/h1-7H,8H2,(H,13,14)

SMILES string

OC(=O)COc1cccc2ccccc12

mp

195-197 °C (lit.)

General description

1-Naphthoxyacetic acid is a specifc inhibitor of auxin-influx.

Application

1-Naphthoxyacetic acid has been used as internal standard in quantitative determination of sulphonamides in meat by capillary electrophoresis with solid-phase extraction method.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Quantitative determination of sulfonamide in meat by solid-phase extraction and capillary electrophoresis.
Fuh M-RS and Chu S-Y.
Analytica Chimica Acta, 499(1), 215-221 (2003)
T Furukawa et al.
Pharmacology, biochemistry, and behavior, 12(5), 735-738 (1980-05-01)
Alpha-naphthoxyacetic acid (alpha-NOAA), one of the jumping-inducers, elicited a dose-dependent retching behavior at doses ranging from 250 to 550 mg/kg in mice and vomiting at a dose of 550 mg/kg in pigeons. Protoveratrine-A (PV-A, 0.1 mg/kg), a veratrum alkaloid, also
Benjamin Péret et al.
Plant physiology, 144(4), 1852-1862 (2007-06-09)
Plants from the Casuarinaceae family enter symbiosis with the actinomycete Frankia leading to the formation of nitrogen-fixing root nodules. We observed that application of the auxin influx inhibitor 1-naphtoxyacetic acid perturbs actinorhizal nodule formation. This suggests a potential role for
Yaodong Yang et al.
Current biology : CB, 16(11), 1123-1127 (2006-05-09)
In plants, auxin is a key regulator of development and is unique among plant hormones in that its function requires polarized transport between neighboring cells to form concentration gradients across various plant tissues. Although putative auxin-influx and -efflux transporters have
K Yamada et al.
European journal of pharmacology, 63(4), 321-326 (1980-05-16)
alpha-Naphthoxyacetic acid (alpha-NOAA), one of the retching-inducers, elicited a dose-dependent jumping behavior shortly after i.p. administration in doses ranging from 250 to 700 mg/kg in ddY mice, the incidence of jumping being 97% at a dose of 700 mg/kg. alpha-NOAA

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