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:
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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May Christian et al.
Journal of experimental botany, 59(10), 2757-2767 (2008-06-03)
Thirteen auxenic compounds were discovered in a screen of 10 000 compounds for auxin-like activity in Arabidopsis roots. One of the most potent substances was 2-(4-chloro-2-methylphenoxy)-N-(4-H-1,2,4-triazol-3-yl)acetamide (WH7) which shares similar structure to the known auxenic herbicide 2,4-dichlorophenoxyacetic acid (2,4-D). A
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
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
Ranjith Pathirana et al.
Plant cell reports, 30(6), 1055-1065 (2011-02-05)
Protocols were developed for the generation of haploid or doubled haploid plants from developing microspores and ovules of Gentiana triflora. Plant regeneration was achieved using flower buds harvested at the mid to late uninucleate stages of microspore development and then
Dopaminergic inhibition involved in the alpha-naphthoxyacetic acid-induced jumping behavior in mice.
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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