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1-naphthaleneacetic acid
acetic acid, 1-naphthyl-

Supplier Sponsors

Name:2-naphthalen-1-ylacetic acid
CAS Number: 86-87-3Picture of molecule3D/inchi
Other(deleted CASRN):267410-73-1
ECHA EINECS - REACH Pre-Reg:201-705-8
FDA UNII: 33T7G7757C
Nikkaji Web:J4.267F
Beilstein Number:1308415
MDL:MFCD00004046
XlogP3:2.70 (est)
Molecular Weight:186.21010000
Formula:C12 H10 O2
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:cosmetic agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Appearance:colorless crystals (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 135.00 °C. @ 760.00 mm Hg
Boiling Point: 373.20 °C. @ 760.00 mm Hg (est)
Flash Point: 518.00 °F. TCC ( 270.10 °C. ) (est)
logP (o/w): 2.240
Soluble in:
 water, 420 mg/L @ 20 °C (exp)
 water, 1557 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: skin conditioning
 
Suppliers:
BOC Sciences
For experimental / research use only.
1-Naphthaleneacetic acid > 95%
Odor: characteristic
Use: A metabolite of Naphazoline, which is Alpha adrenergic receptor agonist.
Glentham Life Sciences
Naphthalene-1-acetic acid
Santa Cruz Biotechnology
For experimental / research use only.
1-Naphthaleneacetic Acid ≥98%
Sigma-Aldrich
For experimental / research use only.
1-Naphthaleneacetic Acid PESTANAL®, analytical standard
TCI AMERICA
For experimental / research use only.
1-Naphthaleneacetic Acid >98.0%(T)
sds
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-mouse LD50 609 mg/kg
Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 15, Pg. 443, 1968.

oral-mouse LD50 743 mg/kg
Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 14, Pg. 132, 1967.

intraperitoneal-rat LD50 100 mg/kg
Pesticide & Toxic Chemical News. Vol. 9, Pg. 10, 1980.

oral-rat LD50 1000 mg/kg
"Wirksubstanzen der Pflanzenschutz und Schadlingsbekampfungsmittel," Perkow, W., Berlin, Verlag Paul Parey, 1971-1976Vol. -, Pg. -, 1971/1976.

Dermal Toxicity:
subcutaneous-mouse LD50 733 mg/kg
Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 15, Pg. 443, 1968.

skin-rabbit LD50 > 5000 mg/kg
Pesticide Manual. Vol. 9, Pg. 607, 1991.

Inhalation Toxicity:
inhalation-rat LC50 > 207000 mg/m3
Pesticide & Toxic Chemical News. Vol. 9, Pg. 10, 1980.
 
Safety in Use Information:
Category:
cosmetic agents
Recommendation for 1-naphthaleneacetic acid usage levels up to:
 not for fragrance use.
 
Recommendation for 1-naphthaleneacetic acid flavor usage levels up to:
 not for flavor use.
 
Safety References:
European Food Safety Authority (EFSA) reference(s):

Retrospective analysis of the immunotoxic effects of plant protection products as reported in the Draft Assessment Reports for their peer review at EU level
View page or View pdf

Outcome of the consultation with Member States, the applicant and EFSA on the pesticide risk assessment for 1-naphthylacetic acid in light of confirmatory data
View page or View pdf

Reasoned opinion on the review of the existing maximum residue levels (MRLs) for 1 naphthylacetamide and 1 naphthylacetic acid according to Article 12 of Regulation (EC) No 396/2005
View page or View pdf

EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
Carcinogenic Potency Database:Search
EPA Substance Registry Services (TSCA):86-87-3
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :6862
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
2-naphthalen-1-ylacetic acid
Chemidplus:0000086873
RTECS:QJ0875000 for cas# 86-87-3
 
References:
 2-naphthalen-1-ylacetic acid
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:86-87-3
Pubchem (cid):6862
Pubchem (sid):134971273
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C13014
HMDB (The Human Metabolome Database):HMDB32708
FooDB:FDB010669
Export Tariff Code:2915.40.3000
ChemSpider:View
Wikipedia:View
Formulations/Preparations:
•fruitone-n, sl (35 g sodium 2-(1-naphthyl)acetatel); naa-800, sp (201 g 2-(1-naphthyl)acetic acidkg); phyomone, wp (182 g 2-(1-naphthyl)acetic acidkg); planofix; tipoff, ec mixtures include: keriroot, (2-(1-naphthyl)acetic aicd + captan) ... •rootone f, (4-indol-3-ylbutyric acid + 1-naphthylacetic acid) •aqueous liquid, aerosol, liquid spray concentrate, powder, water soluble poder (agronaa). •sol concentrate; water-sol powder; wettable powder; emulsifiable concentrate; dustable powder; tablet. •mixed formulations: (1-naphthylacetic acid +) dichlorophen; 1-naphthylacetamide; 4-indol-3-ylbutyric acid + thiram •fruitone-n, sl (35 g sodium 2-(1-naphthyl)acetatel) tre-hold sprout inhibitor a112, (ethyl 2-(1-naphthyl)acetate). mixtures include: tre-hold tree wound dressing, paint (ethyl 2-(1-naphthyl)acetate + phenylmercury acetate). ethyl 2-(1-naphthyl)acetic acid •usually supplied in dilute form, either as a powder or liquid soln ready for use. •nafusaku •tekkam •primacol •tip-off discontinued •plucker discontinued •hormofix •planofix •agronaa •celmone •fruit fix •floramon •rhizopon b •niagara-stik •parmone •phymone •phyomone •pimacol-sol •planofixe •rhodofix •stafast •stop-drop •nu-tone •transplantone •vardhak
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
 acetic acid, 1-naphthyl-
 biokor
 celmone
 fruitofix
 fruitone N
 germon
 hormofix
 klingtite
 liqui-stik
 naphthalen-1-yl-aceticacid
 naphthalen-1-ylacetic acid
2-naphthalen-1-ylacetic acid
1-naphthalene acetic acid
 naphthalene-1-acetic acid
 naphthaleneacetic acid
a-naphthaleneacetic acid
1-naphthaleneaceticacid
1-naphthyl acetic acid
2-(1-naphthyl)acetic acid
2-(a-naphthyl)ethanoic acid
2-(alpha-naphthyl)ethanoic aid
1-naphthylacetic acid
a-naphthylacetic acid
alpha-naphthylacetic acid
a-naphthyleneacetic acid
alpha-naphthyleneacetic acid
 niagara-stik
 NU-tone
 parmone
 phymone
 phyomone
 planofix
 planofixe
 pomoxon
 primacol
 regenasol
 rhizopon B
 rhodofix
 rootone
 stafast
 stop-drop
 tekkam
 tip-off
 transplantone
 tre-hold
 vardhak
 

Articles:

PubMed:Shiraz Wines Made from Grape Berries (Vitis vinifera) Delayed in Ripening by Plant Growth Regulator Treatment Have Elevated Rotundone Concentrations and "Pepper" Flavor and Aroma.
PubMed:Plant regeneration of Korean wild ginseng (Panax ginseng Meyer) mutant lines induced by γ-irradiation ((60)Co) of adventitious roots.
PubMed:Production of podophyllotoxin from roots and plantlets of Hyptis suaveolens cultivated in vitro.
PubMed:Microcystin-LR-induced phytotoxicity in rice crown root is associated with the cross-talk between auxin and nitric oxide.
PubMed:Determination of naphthalene-derived compounds in apples by ultra-high performance liquid chromatography-tandem mass spectrometry.
PubMed:Increased levels of IAA are required for system 2 ethylene synthesis causing fruit softening in peach (Prunus persica L. Batsch).
PubMed:Inclusion of 1-naphthylacetic acid and 2-(1-naphthyl)acetamide into three typical multiresidue methods for LC/MS/MS analysis of tomatoes and zucchini.
PubMed:In vitro cormlet production of saffron (Crocus sativus L. Kashmirianus) and their flowering response under greenhouse.
PubMed:Analysis of plant hormones by microemulsion electrokinetic capillary chromatography coupled with on-line large volume sample stacking.
PubMed:Determination and study on dissipation of 1-naphthylacetic acid in garlic and soil using high performance liquid chromatography-tandem mass spectrometry.
PubMed:Liquid chromatographic determination of endogenous phytohormones in vegetable samples based on chemical derivatization with 6-oxy(acetylpiperazine) fluorescein.
PubMed:Identification and quantitation of auxins in plants by liquid chromatography/electrospray ionization ion trap mass spectrometry.
PubMed:Separation of plant hormones from biofertilizer by capillary electrophoresis using a capillary coated dynamically with polycationic polymers.
PubMed:Selection, characterization, and CDR shuffling of naive llama single-domain antibodies selected against auxin and their cross-reactivity with auxinic herbicides from four chemical families.
PubMed:Application of functional group modified substrate in room temperature phosphorescence, II--heavy atom-chelated filter paper for selective determination of alpha-naphthalene acetic acid.
PubMed:Efficient clonal propagation method for Decalepis hamiltonii, an endangered shrub, under the influence of phloroglucinol.
PubMed:Fast kinetic determination of 1-naphthylacetic acid in commercial formulations, soils, and fruit samples using stopped-flow phosphorimetry.
PubMed:Optimization of some additives to improve protease production under SSF.
PubMed:Method for the Quantitative Determination of 1-Naphthaleneacetic Acid in Spiked Canned Pineapple Samples by Micelle-Stabilized Room Temperature Phosphorescence.
PubMed:Comparison among 18 hexyl esters of 1-naphthylacetic acid used on grapevine.
PubMed:A method for the quantitative determination of 1-naphthaleneacetic acid, 1-naphthalenylacetylaspartic acid, and beta-D-glucose 1-(1-naphthalene)acetate in grapes.
PubMed:Short-term toxicity of 1-naphthaleneacetic acid in rats.
PubMed:A fluorometric method for the determination of residues of 1-naphthaleneacetamide and 1-naphthaleneacetic acid on apples.
 
Notes:
a plant growth regulator. Plant growth regulator. Used for control of preharvest fruit drop, flower induction and fruit thinning in various crops such as apples, potatoes, olives and citrus fruits 1-Naphthaleneacetic acid (NAA) is a plant hormone in the auxin family. It is a rooting agent and used for the vegetative propagation of plants from stem and leaf cutting. It is also used for plant tissue culture. NAA does not occur naturally. Under the Federal Insecticide, Fungicide, and Rodenticide Act (FIFRA), products containing NAA require registration with the Environmental Protection Agency (EPA) as pesticides. (Wikipedia)
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