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Details

Stereochemistry ACHIRAL
Molecular Formula C12H10O2
Molecular Weight 186.2066
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 1-NAPHTHALENEACETIC ACID

SMILES

OC(=O)CC1=CC=CC2=CC=CC=C12

InChI

InChIKey=PRPINYUDVPFIRX-UHFFFAOYSA-N
InChI=1S/C12H10O2/c13-12(14)8-10-6-3-5-9-4-1-2-7-11(9)10/h1-7H,8H2,(H,13,14)

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including: Paranjape, K., Gowariker, V., Krishnamurthy, V.N., Gowariker, S. (2014) "The Pesticide Encyclopedia", p.319 Retrieved from https://books.google.ru/books?id=cnDHBgAAQBAJ

1-Naphthyl acetate may be used in a rapid staining method for identification of macrophages. And it was used as a susbtrate for different type of esterases, e.g. butyrylcholinesterase, α-naphthyl acetate esterase for determination of their properties towards to insecticide resistance.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: horse butyrylcholinesteras
Target ID: α-naphthyl acetate esterase
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Galle-Donau

Approved Use

GALLE-DONAU - Dragees are used to treat Bile deposits and functional disorders of the gall bladder and bile ducts without organic causes.

Launch Date

1962
Primary
Galle-Donau

Approved Use

GALLE-DONAU - Dragees are used to treat Bile deposits and functional disorders of the gall bladder and bile ducts without organic causes.

Launch Date

1962
PubMed

PubMed

TitleDatePubMed
Method for the Quantitative Determination of 1-Naphthaleneacetic Acid in Spiked Canned Pineapple Samples by Micelle-Stabilized Room Temperature Phosphorescence.
1998 Feb 16
In vitro corneal permeation of unoprostone isopropyl (UI) and its metabolism in the isolated pig eye.
2001 Apr
Horn fly (Diptera: Muscidae) resistance to organophosphate insecticides.
2001 Apr 2
Novel auxin transport inhibitors phenocopy the auxin influx carrier mutation aux1.
2001 Feb
Chromosaponin I specifically interacts with AUX1 protein in regulating the gravitropic response of Arabidopsis roots.
2001 Feb
[Effect of the biotic elicitor, Candida utilis, on the production of anthracene derivatives in a tissue culture of Rheum palmatum L].
2001 Jan
Ecballium elaterium: an in vitro source of cucurbitacins.
2001 Jan
Rapid in vitro multiplication and restoration of Celastrus paniculatus Willd. sub sp. paniculatus (Celastraceae), a medicinal woody climber.
2001 Jul
Optimization of some additives to improve protease production under SSF.
2001 Nov
Regulation of rat carboxylesterase expression by 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD): a dose-dependent decrease in mRNA levels but a biphasic change in protein levels and activity.
2001 Nov
Interspecific hybridization in Brassica juncea and Brassica tournefortii through embryo rescue and their evaluation for biotic and abiotic stress tolerance.
2001 Sep
Lipolytic and esterolytic activities in posterior lingual glands of rat: a histochemical study.
2002
Hematology, morphology, cytochemical staining, and ultrastuctural characteristics of blood cells in king cobras (Ophiophagus hannah).
2002
Resistance of aphis gossypii (Homoptera: Aphididae) to fenvalerate and imidacloprid and activities of detoxification enzymes on cotton and cucumber.
2002 Apr
Effect of dietary supplemental levels of vitamin A on the egg production and immune responses of heat-stressed laying hens.
2002 Apr
Identification and quantification of polar naphthalene derivatives in contaminated groundwater of a former gas plant site by liquid chromatography-electrospray ionization tandem mass spectrometry.
2002 Aug 23
In vitro regeneration of roots of Phyla nodiflora and Leptadenia reticulata, and comparison of roots from cultured and natural plants for secondary metabolites.
2002 Dec
Organogenesis and terpenoid synthesis in Mentha arvensis.
2002 Feb
The sialate-4-O-acetylesterases of coronaviruses related to mouse hepatitis virus: a proposal to reorganize group 2 Coronaviridae.
2002 Feb
Analysis of plant hormones in tobacco flowers by micellar electrokinetic capillary chromatography coupled with on-line large volume sample stacking.
2002 Feb 1
[Method for determining nitrogen-containing cationic surface-active agents using butyrylcholinesterase].
2002 Mar-Apr
Characterization of hemocytes from the yellow fever mosquito, Aedes aegypti.
2002 May
Purification and characterization of a carboxylesterase involved in malathion-specific resistance from Tribolium castaneum (Coleoptera: Tenebrionidae).
2002 Sep
Production of ajmalicine and ajmaline in hairy root cultures of Rauvolfia micrantha Hook f., a rare and endemic medicinal plant.
2003 Apr
Camptothecin biosynthetic genes in hairy roots of Ophiorrhiza pumila: cloning, characterization and differential expression in tissues and by stress compounds.
2003 Apr
Intercalibration of chromatographic methods for auxino phytodrugs in Solanaceae.
2003 Apr 18
Thermotolerant guard cell protoplasts of tree tobacco do not require exogenous hormones to survive in culture and are blocked from reentering the cell cycle at the G1-to-S transition.
2003 Aug
Polyamine oxidase, a hydrogen peroxide-producing enzyme, is up-regulated by light and down-regulated by auxin in the outer tissues of the maize mesocotyl.
2003 Feb
Rapid in vitro multiplication and ex vitro rooting of Rotula aquatica Lour., a rare rhoeophytic woody medicinal plant.
2003 Jan
Intramolecular excimer formation in a naphthalene-appended dinuclear iron-oxo complex.
2003 Jan 27
[Effect of auxins on production of coumarin in a suspension culture of Angelica archangelica L].
2003 Jul
Arabidopsis AtGSTF2 is regulated by ethylene and auxin, and encodes a glutathione S-transferase that interacts with flavonoids.
2003 Nov
p-Chlorophenoxyisobutyric acid impairs auxin response in Arabidopsis root.
2003 Nov
Micropropagation of Polygonum multiflorum THUNB and quantitative analysis of the anthraquinones emodin and physcion formed in in vitro propagated shoots and plants.
2003 Oct
Osgstu3 and osgtu4, encoding tau class glutathione S-transferases, are heavy metal- and hypoxic stress-induced and differentially salt stress-responsive in rice roots.
2003 Oct 23
Auxin up-regulates MtSERK1 expression in both Medicago truncatula root-forming and embryogenic cultures.
2003 Sep
Somatic embryogenesis in loblolly pine (Pinus taeda L.): improving culture initiation with abscisic acid and silver nitrate.
2003 Sep
Somatic embryogenesis from leaf explants of Australian fan flower, Scaevola aemula R. Br.
2004 Jan
Direct organogenesis of Mandevilla illustris (Vell) Woodson and effects of its aqueous extract on the enzymatic and toxic activities of Crotalus durissus terrificus snake venom.
2004 Mar
[Effects of sodium naphthalene acetate on growth and physiological characteristics of tomato seedlings under suboptimal temperature and light condition].
2015 Oct
Effect of Cd(2+) and Cd(2+)/auxin mixtures on lipid monolayers - Model membrane studies on the role of auxins in phytoremediation of metal ions from contaminated environment.
2017 Jun
Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: GALLE-DONAU
1-2 dragees with liquid before each meal. The single dose can be increased to 3-4 dragees.
Route of Administration: Oral
The enzymatic rate of the hydrolysis of 1-naphthylacetate as a function of substrate concentration (0.01-1.00 m m) was examined with human placental microsomes pooled from six placentae. K(m)value for this substrate was 118.2 uM and V(max)value was 105.3 nmol/mg/min.
Name Type Language
1-NAPHTHALENEACETIC ACID
INCI   MI   WHO-DD  
INCI  
Official Name English
2-(1-NAPHTHYL)ACETIC ACID
Systematic Name English
.ALPHA.-NAPHTHALENEACETIC ACID
Systematic Name English
1-NAPHTHYLACETIC ACID [JAN]
Common Name English
PHYOMONE
Brand Name English
GERMON
Brand Name English
RHIZOPON B
Brand Name English
FRUITOFIX
Brand Name English
NAA
Common Name English
ALPHA-NAPHTHYLACETIC ACID [HSDB]
Common Name English
RASIN
Brand Name English
.ALPHA.-NAA
Common Name English
RHODOFIX
Brand Name English
N 40
Code English
PLANOFIX
Brand Name English
TRE-HOLD
Brand Name English
NAFTAL
Brand Name English
N 10
Code English
2-(.ALPHA.-NAPHTHYL)ETHANOIC ACID
Systematic Name English
NAFUSAKU
Brand Name English
ALPHA-NAPHTHALENEACETIC ACID
Systematic Name English
BIOKOR
Brand Name English
NAPHTHALENEACETIC ACID
Systematic Name English
ETIFIX
Brand Name English
ALMAN
Brand Name English
1-NAA
Common Name English
VARDHAK
Brand Name English
FRUITONE N
Brand Name English
NAPHTHALEN-1-YLACETIC ACID
Systematic Name English
NAPHTHYLACETIC ACID [MART.]
Common Name English
.ALPHA.-NAPHTHYLACETIC ACID
Systematic Name English
NAPHAZOLINE HYDROCHLORIDE IMPURITY B [EP IMPURITY]
Common Name English
STIMOLANTE 66F
Brand Name English
PLANOFIXE
Brand Name English
1-NAPHTHYLACETIC ACID
JAN  
Systematic Name English
CELMONE
Brand Name English
AGRONAA
Brand Name English
ANU
Common Name English
POMOXON
Brand Name English
1-naphthaleneacetic acid [WHO-DD]
Common Name English
NAPHTHYLACETIC ACID
MART.  
Systematic Name English
2-(NAPHTHALEN-1-YL)ACETIC ACID
Systematic Name English
RAIZON 05
Brand Name English
1-NAPHTHALENEACETIC ACID [INCI]
Common Name English
1-NAPHTHALENEACETIC ACID [MI]
Common Name English
NSC-15772
Code English
Classification Tree Code System Code
EPA PESTICIDE CODE 56002
Created by admin on Fri Dec 15 15:03:51 GMT 2023 , Edited by admin on Fri Dec 15 15:03:51 GMT 2023
FDA ORPHAN DRUG 731020
Created by admin on Fri Dec 15 15:03:51 GMT 2023 , Edited by admin on Fri Dec 15 15:03:51 GMT 2023
Code System Code Type Description
CHEBI
32918
Created by admin on Fri Dec 15 15:03:51 GMT 2023 , Edited by admin on Fri Dec 15 15:03:51 GMT 2023
PRIMARY
WIKIPEDIA
1-NAPHTHALENEACETIC ACID
Created by admin on Fri Dec 15 15:03:51 GMT 2023 , Edited by admin on Fri Dec 15 15:03:51 GMT 2023
PRIMARY
NSC
15772
Created by admin on Fri Dec 15 15:03:51 GMT 2023 , Edited by admin on Fri Dec 15 15:03:51 GMT 2023
PRIMARY
FDA UNII
33T7G7757C
Created by admin on Fri Dec 15 15:03:51 GMT 2023 , Edited by admin on Fri Dec 15 15:03:51 GMT 2023
PRIMARY
ECHA (EC/EINECS)
201-705-8
Created by admin on Fri Dec 15 15:03:51 GMT 2023 , Edited by admin on Fri Dec 15 15:03:51 GMT 2023
PRIMARY
EVMPD
SUB12674MIG
Created by admin on Fri Dec 15 15:03:51 GMT 2023 , Edited by admin on Fri Dec 15 15:03:51 GMT 2023
PRIMARY
SMS_ID
100000078271
Created by admin on Fri Dec 15 15:03:51 GMT 2023 , Edited by admin on Fri Dec 15 15:03:51 GMT 2023
PRIMARY
PUBCHEM
6862
Created by admin on Fri Dec 15 15:03:51 GMT 2023 , Edited by admin on Fri Dec 15 15:03:51 GMT 2023
PRIMARY
EPA CompTox
DTXSID8020915
Created by admin on Fri Dec 15 15:03:51 GMT 2023 , Edited by admin on Fri Dec 15 15:03:51 GMT 2023
PRIMARY
MESH
C034182
Created by admin on Fri Dec 15 15:03:51 GMT 2023 , Edited by admin on Fri Dec 15 15:03:51 GMT 2023
PRIMARY
HSDB
2038
Created by admin on Fri Dec 15 15:03:51 GMT 2023 , Edited by admin on Fri Dec 15 15:03:51 GMT 2023
PRIMARY
EVMPD
SUB33662
Created by admin on Fri Dec 15 15:03:51 GMT 2023 , Edited by admin on Fri Dec 15 15:03:51 GMT 2023
ALTERNATIVE
DRUG BANK
DB01750
Created by admin on Fri Dec 15 15:03:51 GMT 2023 , Edited by admin on Fri Dec 15 15:03:51 GMT 2023
PRIMARY
CAS
86-87-3
Created by admin on Fri Dec 15 15:03:51 GMT 2023 , Edited by admin on Fri Dec 15 15:03:51 GMT 2023
PRIMARY
MERCK INDEX
m7726
Created by admin on Fri Dec 15 15:03:51 GMT 2023 , Edited by admin on Fri Dec 15 15:03:51 GMT 2023
PRIMARY Merck Index