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

Molecular Formula	C12H10O2
Molecular Weight	186.2066
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

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
A procedure for the joint evaluation of substrate partitioning and kinetic parameters for reactions catalyzed by enzymes in reverse micellar solutions. I. Hydrolysis of 2-naphthyl acetate catalyzed by lipase in sodium 1,4-bis(2-ethylhexyl) sulphosuccinate (AOT)/buffer/heptane.	2001 Apr 15	11368159
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
Upregulation of p21(WAF1/CIP1) leads to morphologic changes and esterase activity in TPA-mediated differentiation of human prostate cancer cell line TSU-Pr1.	2001 Mar 8	11313866
Interspecific hybridization in Brassica juncea and Brassica tournefortii through embryo rescue and their evaluation for biotic and abiotic stress tolerance.	2001 Sep	11831375
[Effect of chitosan on the production of anthracene derivatives in tissue culture of Rheum palmatum L].	2001 Sep	11579692
Lipolytic and esterolytic activities in posterior lingual glands of rat: a histochemical study.	2002	14626342
Resistance of aphis gossypii (Homoptera: Aphididae) to fenvalerate and imidacloprid and activities of detoxification enzymes on cotton and cucumber.	2002 Apr	12020021
Resistance of transgenic tobacco seedlings expressing the Agrobacterium tumefaciens C58-6b gene, to growth-inhibitory levels of cytokinin is associated with elevated IAA levels and activation of phenylpropanoid metabolism.	2002 Aug	12198197
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
Analysis of plant hormones in tobacco flowers by micellar electrokinetic capillary chromatography coupled with on-line large volume sample stacking.	2002 Feb 1	11860141
Antisense CD11b integrin inhibits the development of a differentiated monocyte/macrophage phenotype in human leukemia cells.	2002 Jan	11893077
A rapid TLC bioautographic method for the detection of acetylcholinesterase and butyrylcholinesterase inhibitors in plants.	2002 Jan-Feb	11899607
Cloning and characterization of an S-formylglutathione hydrolase from Arabidopsis thaliana.	2002 Mar 15	11888210
Characterization of hemocytes from the yellow fever mosquito, Aedes aegypti.	2002 May	12029490
[Production of regenerants in sugar beet].	2002 May-Jun	12068716
On the mechanism of selectivity of the corn herbicide BAS 662H: a combination of the novel auxin transport inhibitor diflufenzopyr and the auxin herbicide dicamba.	2002 Oct	12400439
In vitro plant regeneration from leaf-derived callus of Cimicifuga racemosa.	2002 Oct	12391555
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
Development of Linum flavum hairy root cultures for production of coniferin.	2003 Apr	12882138
Transgene expression in broccoli (Brassica oleracea var. italica) clones propagated in vitro via leaf explants.	2003 Apr	12789524
Encapsulation of nodal cuttings and shoot tips for storage and exchange of cassava germplasm.	2003 Apr	12789514
Aux/IAA gene family is conserved in the gymnosperm, loblolly pine (Pinus taeda).	2003 Dec	14597427
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
[Specific features of the development of Siberian stone pine megagametophytes and embryos in vitro].	2003 Jul-Aug	12942739
[Effect of jasminic acid on production of anthracene derivatives in cultures of Rheum palmatum L].	2003 May	12789776
[Use of 1- and 2-thionaphthylacetates as cholinesterase substrates].	2003 May-Jun	14577154
Isoenzymes of peroxidase and esterase related to morphogenesis in Mammillaria gracillis Pfeiff. tissue culture.	2003 Nov	14658394
Characterization of a wound-inducible cytochrome P450 gene ( CYP72A29) that is down-regulated during crown gall tumorigenesis in potato tuber.	2003 Nov	12920577
Auxin up-regulates MtSERK1 expression in both Medicago truncatula root-forming and embryogenic cultures.	2003 Sep	12970488
Nitric oxide plays a central role in determining lateral root development in tomato.	2004 Apr	14716561
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.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:03:51 GMT 2023` Edited by `admin` on `Fri Dec 15 15:03:51 GMT 2023`
Record UNII	33T7G7757C
Record Status	`Validated (UNII)`
Record Version

Download

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