1-NAPHTHALENEACETIC ACID

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 Search

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
Sources: http://www.phafag.at/galle-donau-dragees/http://www.pesticideinfo.org/Detail_Chemical.jsp?Rec_Id=PC34404 | https://www.ncbi.nlm.nih.gov/pubmed/26995913https://www.ncbi.nlm.nih.gov/pubmed/603629
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

Primary Target	Pharmacology	Condition	Potency
horse butyrylcholinesteras 4 Target ID: horse butyrylcholinesteras Sources: https://www.ncbi.nlm.nih.gov/pubmed/12152307	Substrate 661
α-naphthyl acetate esterase 4 Target ID: α-naphthyl acetate esterase Sources: https://www.ncbi.nlm.nih.gov/pubmed/22467368	Substrate 661

Conditions

Condition	Modality	Highest Phase	Product
Unknown 2578
Unknown 2578
Gallbladder disease 13 Sources: http://www.phafag.at/galle-donau-dragees/	Primary	Approved 8429	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
Cholelithiasis 14 Sources: http://www.phafag.at/galle-donau-dragees/	Primary	Approved 8429	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

Title	Date	PubMed
Method for the Quantitative Determination of 1-Naphthaleneacetic Acid in Spiked Canned Pineapple Samples by Micelle-Stabilized Room Temperature Phosphorescence.	1998 Feb 16	10554277
In vitro corneal permeation of unoprostone isopropyl (UI) and its metabolism in the isolated pig eye.	2001 Apr	11324983
Horn fly (Diptera: Muscidae) resistance to organophosphate insecticides.	2001 Apr 2	11240098
Novel auxin transport inhibitors phenocopy the auxin influx carrier mutation aux1.	2001 Feb	11260496
Chromosaponin I specifically interacts with AUX1 protein in regulating the gravitropic response of Arabidopsis roots.	2001 Feb	11161055
[Effect of the biotic elicitor, Candida utilis, on the production of anthracene derivatives in a tissue culture of Rheum palmatum L].	2001 Jan	11242835
Ecballium elaterium: an in vitro source of cucurbitacins.	2001 Jan	11163940
Rapid in vitro multiplication and restoration of Celastrus paniculatus Willd. sub sp. paniculatus (Celastraceae), a medicinal woody climber.	2001 Jul	12019765
Optimization of some additives to improve protease production under SSF.	2001 Nov	11906108
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	11606798
Interspecific hybridization in Brassica juncea and Brassica tournefortii through embryo rescue and their evaluation for biotic and abiotic stress tolerance.	2001 Sep	11831375
Lipolytic and esterolytic activities in posterior lingual glands of rat: a histochemical study.	2002	14626342
Hematology, morphology, cytochemical staining, and ultrastuctural characteristics of blood cells in king cobras (Ophiophagus hannah).	2002	12189597
Resistance of aphis gossypii (Homoptera: Aphididae) to fenvalerate and imidacloprid and activities of detoxification enzymes on cotton and cucumber.	2002 Apr	12020021
Effect of dietary supplemental levels of vitamin A on the egg production and immune responses of heat-stressed laying hens.	2002 Apr	11989744
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	12685567
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	12974401
Organogenesis and terpenoid synthesis in Mentha arvensis.	2002 Feb	11864761
The sialate-4-O-acetylesterases of coronaviruses related to mouse hepatitis virus: a proposal to reorganize group 2 Coronaviridae.	2002 Feb	11807232
Analysis of plant hormones in tobacco flowers by micellar electrokinetic capillary chromatography coupled with on-line large volume sample stacking.	2002 Feb 1	11860141
[Method for determining nitrogen-containing cationic surface-active agents using butyrylcholinesterase].	2002 Mar-Apr	12152307
Characterization of hemocytes from the yellow fever mosquito, Aedes aegypti.	2002 May	12029490
Purification and characterization of a carboxylesterase involved in malathion-specific resistance from Tribolium castaneum (Coleoptera: Tenebrionidae).	2002 Sep	12213253
Production of ajmalicine and ajmaline in hairy root cultures of Rauvolfia micrantha Hook f., a rare and endemic medicinal plant.	2003 Apr	12882157
Camptothecin biosynthetic genes in hairy roots of Ophiorrhiza pumila: cloning, characterization and differential expression in tissues and by stress compounds.	2003 Apr	12721380
Intercalibration of chromatographic methods for auxino phytodrugs in Solanaceae.	2003 Apr 18	12735443
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	12913149
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	12586904
Rapid in vitro multiplication and ex vitro rooting of Rotula aquatica Lour., a rare rhoeophytic woody medicinal plant.	2003 Jan	12789443
Intramolecular excimer formation in a naphthalene-appended dinuclear iron-oxo complex.	2003 Jan 27	12693207
[Effect of auxins on production of coumarin in a suspension culture of Angelica archangelica L].	2003 Jul	12924070
Arabidopsis AtGSTF2 is regulated by ethylene and auxin, and encodes a glutathione S-transferase that interacts with flavonoids.	2003 Nov	14617075
p-Chlorophenoxyisobutyric acid impairs auxin response in Arabidopsis root.	2003 Nov	14526108
Micropropagation of Polygonum multiflorum THUNB and quantitative analysis of the anthraquinones emodin and physcion formed in in vitro propagated shoots and plants.	2003 Oct	14519956
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	14572664
Auxin up-regulates MtSERK1 expression in both Medicago truncatula root-forming and embryogenic cultures.	2003 Sep	12970488
Somatic embryogenesis in loblolly pine (Pinus taeda L.): improving culture initiation with abscisic acid and silver nitrate.	2003 Sep	12879261
Somatic embryogenesis from leaf explants of Australian fan flower, Scaevola aemula R. Br.	2004 Jan	14520499
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	14727051
[Effects of sodium naphthalene acetate on growth and physiological characteristics of tomato seedlings under suboptimal temperature and light condition].	2015 Oct	26995913
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	28343956

Patents

Sample Use Guides

In Vivo Use Guide

1-2 dragees with liquid before each meal. The single dose can be increased to 3-4 dragees.

Route of Administration: Oral

In Vitro Use Guide

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

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

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

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