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Details

Stereochemistry ACHIRAL
Molecular Formula C12H9O2.H4N
Molecular Weight 203.2371
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMMONIUM 1-NAPHTHALENEACETATE

SMILES

[NH4+].[O-]C(=O)CC1=C2C=CC=CC2=CC=C1

InChI

InChIKey=DFJCVWWLYPHXNW-UHFFFAOYSA-N
InChI=1S/C12H10O2.H3N/c13-12(14)8-10-6-3-5-9-4-1-2-7-11(9)10;/h1-7H,8H2,(H,13,14);1H3

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

Molecular Formula H3N
Molecular Weight 17.0305
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Purification and characterization of trans-permethrin metabolizing microsomal esterases from workers of the eastern subterranean termite, Reticulitermes flavipes (Kollar).
2001 Apr 27
Auxin is a positive regulator for ethylene-mediated response in the growth of Arabidopsis roots.
2001 Mar
Determination of photophysical rate constants for the non-protected fluid room temperature phosphorescence of several naphthalene derivatives.
2001 May
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
Ion fluxes, auxin and the induction of elongation growth in Nicotiana tabacum cells.
2001 Nov
Effect of top excision and replacement by 1-naphthylacetic acid on partition and flow of potassium in tobacco plants.
2001 Nov
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
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
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
Auxin efflux carrier activity and auxin accumulation regulate cell division and polarity in tobacco cells.
2002 Dec
Involvement of diverse protein kinase C isoforms in the differentiation of ML-1 human myeloblastic leukemia cells induced by the vitamin D3 analogue KH1060 and the phorbol ester TPA.
2002 Dec 1
A rapid TLC bioautographic method for the detection of acetylcholinesterase and butyrylcholinesterase inhibitors in plants.
2002 Jan-Feb
AUX1 promotes lateral root formation by facilitating indole-3-acetic acid distribution between sink and source tissues in the Arabidopsis seedling.
2002 Mar
[Production of regenerants in sugar beet].
2002 May-Jun
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
A preliminary investigation of the role of auxin and cytokinin in sylleptic branching of three hybrid poplar clones exhibiting contrasting degrees of sylleptic branching.
2002 Sep
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
Transgene expression in broccoli (Brassica oleracea var. italica) clones propagated in vitro via leaf explants.
2003 Apr
Encapsulation of nodal cuttings and shoot tips for storage and exchange of cassava germplasm.
2003 Apr
Direct somatic embryogenesis and synthetic seed production from Paulownia elongata.
2003 Aug
Flavonoid-related regulation of auxin accumulation in Agrobacterium tumefaciens-induced plant tumors.
2003 Dec
Production of haploids of neem (Azadirachta indica A. Juss.) by anther culture.
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
Production of alkaloids by in vitro culture of Erythrina americana Miller.
2003 Jul
Plant regeneration from callus of apomictic and sexual lines of Paspalum simplex and RFLP analysis of regenerated plants.
2003 Jul
[Specific features of the development of Siberian stone pine megagametophytes and embryos in vitro].
2003 Jul-Aug
[Effect of jasminic acid on production of anthracene derivatives in cultures of Rheum palmatum L].
2003 May
Isoenzymes of peroxidase and esterase related to morphogenesis in Mammillaria gracillis Pfeiff. tissue culture.
2003 Nov
Characterization of a wound-inducible cytochrome P450 gene ( CYP72A29) that is down-regulated during crown gall tumorigenesis in potato tuber.
2003 Nov
Somatic embryogenesis in sisal ( Agave sisalana Perr. ex. Engelm).
2003 Oct
Fast kinetic determination of 1-naphthylacetic acid in commercial formulations, soils, and fruit samples using stopped-flow phosphorimetry.
2003 Oct 22
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
Transformation of the monocotyledonous Alstroemeria by Agrobacterium tumefaciens.
2004 Mar
[Effects of sodium naphthalene acetate on growth and physiological characteristics of tomato seedlings under suboptimal temperature and light condition].
2015 Oct
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.
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:03:57 GMT 2023
Edited
by admin
on Sat Dec 16 08:03:57 GMT 2023
Record UNII
944RJ2211X
Record Status Validated (UNII)
Record Version
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Name Type Language
AMMONIUM 1-NAPHTHALENEACETATE
Systematic Name English
1-NAPHTHALENEACETIC ACID, AMMONIUM SALT (1:1)
Systematic Name English
AMMONIUM .ALPHA.-NAPHTHYLACETATE
Systematic Name English
AMMONIUM .ALPHA.-NAPHTHALENEACETATE
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID2034334
Created by admin on Sat Dec 16 08:03:57 GMT 2023 , Edited by admin on Sat Dec 16 08:03:57 GMT 2023
PRIMARY
ALANWOOD
ammonium 1-naphthaleneacetate
Created by admin on Sat Dec 16 08:03:57 GMT 2023 , Edited by admin on Sat Dec 16 08:03:57 GMT 2023
PRIMARY
PUBCHEM
62796
Created by admin on Sat Dec 16 08:03:57 GMT 2023 , Edited by admin on Sat Dec 16 08:03:57 GMT 2023
PRIMARY
CAS
25545-89-5
Created by admin on Sat Dec 16 08:03:57 GMT 2023 , Edited by admin on Sat Dec 16 08:03:57 GMT 2023
PRIMARY
ECHA (EC/EINECS)
247-088-9
Created by admin on Sat Dec 16 08:03:57 GMT 2023 , Edited by admin on Sat Dec 16 08:03:57 GMT 2023
PRIMARY
FDA UNII
944RJ2211X
Created by admin on Sat Dec 16 08:03:57 GMT 2023 , Edited by admin on Sat Dec 16 08:03:57 GMT 2023
PRIMARY