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1-naphthylacetamide
** 1-NAD ** alpha-naphthylacetamide ** alpha-NAA amide ** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for 1-naphthylacetamide

Description: A synthetic auxin plant growth regulator used to increase fruit yield, increase fruit thining and for striking cuttings.

Example pests controlled: Pre-harvest drop; Cutting success

Example applications: Fruit including apples, pears, grape, guavas; Tomato; Zuccini; Soft & hardwood cuttings

Efficacy & activity: -

Availability status: Current

Introduction & key dates: -

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Hungary/France
Date inclusion expires 31/12/2021
EU Candidate for substitution (CfS) No
Listed in EU database Yes

Approved for use () or known to be used () in the following European countries: Click to access a note on the approvals information on this site

AT

BE

BG

CY

CZ

DE

DK

EE

EL

ES

FI

FR

HR

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C12H11NO
Canonical SMILES C1=CC=C2C(=C1)C=CC=C2CC(=O)N
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) XFNJVKMNNVCYEK-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C12H11NO/c13-12(14)8-10-6-3-5-9-4-1-2-7-11(9)10/h1-7H,8H2,(H2,13,14)
2D structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Plant growth regulator
Substance group Auxin
Minimum active substance purity 980 g/kg
Known relevant impurities EU dossier - none declared
Substance origin Synthetic
Mode of action Absorbed through roots, stems and leaves, demonstrates auxin-like activity
CAS RN 86-86-2
EC number 201-704-2
CIPAC number 282
US EPA chemical code 056001
PubChem CID 6861
Molecular mass (g mol-1) 185.2
PIN (Preferred Identification Name) -
IUPAC name 2-(1-naphthyl)acetamide
CAS name 1-naphthylacetamide
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance -
Physical state Off-white coloured powder
Related substances & organisms -

Formulations:
Property Click here for information on the general product and branding information used on this site Value
Example manufacturers & suppliers of products using this active now or historically
  • AMIVAC
  • Nufarm
Example products using this active
  • Amid-thin W
  • Amcotone
  • Rootone
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Usually supplied as a wettable powder.


ENVIRONMENTAL FATE

for 1-naphthylacetamide

Property Click here for information on the parameters used to describe environmental fate on this site Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with fate data Interpretation Click here for information on the way in which we interpret environmental fate data
Solubility - In water at 20oC (mg l-1) 170 A5 Moderate
Solubility - In organic solvents at 20oC (mg l-1) 250000 A5 - Methanol -
250000 A5 - Acetone -
1000 A5 - Xylene -
1000 A5 - n-Heptane -
Melting point (oC) 180 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 180 A3 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 3.80 X 1001 Calculated -
Log P 1.58 A5 Low
Bulk density (g ml-1)/Specific gravity - - -
Dissociation constant (pKa) at 25oC 0.41 A5 -
Note:
Vapour pressure at 20oC (mPa) 9.40 X 10-04 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.02 X 10-08 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -1.45 Calculated Low leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate Click here for a note on the limitations of the SCI-GROW index Value 3.87 X 10-04 Calculated -
Note -
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated Low
Maximum UV-vis absorption L mol-1 cm-1 Acidic solution: 224nm = 78200, 271nm = 6190, 281nm = 7350; [Neutral solution: 224nm = 79000, 271nm = 6140, 281nm = 7280; [Basic solution: 271nm = 6160, 281nm = 7290 A5 -
Surface tension (mN m-1) 71.4 A5 -

Degradation:
Property Click here for information on the parameters used to describe substance degradation Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with degradation data Interpretation Click here for information on the way in which we interpret substance degradation data
General biodegradability -
Soil degradation (days) (aerobic) DT50 (typical) 0.52 Click here to see a warning relating to modelling and this active substance A5 Non-persistent
DT50 (lab at 20oC) 0.29 A5 Non-persistent
DT50 (field) - - -
DT90 (lab at 20oC) 0.95 A5 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier DT50 range 0.06 days (sandy loam) - 0.52 days (humic-sand), DT90 range 0.19-1.7; Other data Lab studies DT50 range 0.39 (range of soils) - 301.3 (Japanese sterile soil) days, DT90 range 1.29 (range of soils) - 1001.1 (Japanese sterile soil)
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value - - -
Note -
Aqueous photolysis DT50 (days) at pH 7 Value 4.7 A5 Moderately fast
Note Irradiated sample
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH 4, 7 and 9
Water-sediment DT50 (days) - - -
Water phase only DT50 (days) 3.7 A3 Moderately fast

Soil adsorption and mobility:
Property Click here for information on the parameters used to describe substance adsorption and mobility Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with adsorption and mobility data Interpretation Click here for information on the way in which we interpret substance adsorption and mobility
Linear Kd 1.39 A3 Mobile
Koc 20
Notes and range EU dossier Koc estimated
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity -

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
1-naphthylacetic acid This metabolite may cause environmental pollution, click here for further information Soil   0.739   Relevant, Major fraction

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
1-naphthoic acid - Soil 0.224 -


ECOTOXICOLOGY

for 1-naphthylacetamide

Property Click here for information on the parameters used to describe substance ecotoxicology Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with ecotoxicology data Interpretation Click here for information on the way in which we interpret substance ecotoxicology
Bio-concentration factor BCF (l kg-1) Low risk A3 Based on LogP < 3 Low potential
CT50 (days) - -
Mammals - Acute oral LD50 (mg kg-1) 1655 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) - - -
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Coturnix japonica Low
Birds - Short term dietary (LC50/LD50) > 5620 mg kg feed-1 A5 Coturnix japonica -
Fish - Acute 96 hour LC50 (mg l-1) 44.0 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) - - -
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 56 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) - - -
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 7.4 A5 Lemna minor Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) > 100 A5 Desmodesmus subspicatus, biomass Low
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees (Apis spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 100 A5 Low
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Unknown mode acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Bumblebees (Bombus spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
-
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
-
Mason bees (Osmia spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Other pollinators (1) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Other pollinators (2) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Earthworms - Acute 14 day LC50 (mg kg-1) - - -
Earthworms - Chronic NOEC, reproduction (mg kg-1) - - -
Other soil macro-organisms Acute LC50 (mg kg-1) - - -
Chronic NOEC (mg kg-1) - - -
Other arthropod (1) LR50 g ha-1 40.0 >, Mortality
A5 Aphidius rhopalosiphi
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 40.0 >, Mortality
A5 Typhlodromus pyri
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose = 0.107 mg kg-1 soil, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for 1-naphthylacetamide

General:
Property Click here for information on the parameters used to describe human health and protection issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with human health and protection data Interpretation Click here for information on the way in which we interpret human health and protection data
Threshold of Toxicological Concern (Cramer Class) Click here for a note on the limitations of the Cramer class High (class III) - -
Mammals - Acute oral LD50 (mg kg-1) 1655 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 2.17 A5 Rat (whole body) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.10 A5 Rat, SF=150 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.10 A5 Rat, SF=150 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.07 A5 Rat, SF=150 -
Dermal penetration studies (%) 1-21 A3 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Routes Public No unacceptable risks identified
Occupational PPE/PPC advised to mitigate exposure risks
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

Health issues:
Carcinogen Genotoxic Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

A3; B3; C3; D3; E3

-

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

General human health issues Liver and kidney toxicant
Key: Genotoxicity
A: Chromosome aberration (EFSA database)
B: DNA damage/repair (EFSA database)
C: Gene mutation (EFSA database)
D: Genome mutation (EFSA database)
E: Unspecified genotoxicity type (miscellaneous data source)
0: No data
1: Positive
2: Mixed/ambiguous results
3: Negative
Key: Other
: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found

Handling issues:
Property Click here for information on the parameters used to describe substance handling issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with data on handling issues Interpretation Click here for information on the way in which we interpret data on handling issues
General Click here for a description of the International Maritime Dangerous Goods (IMDG) codes Not explosive or oxidising
CLP classification 2013 Health: H302, H318, H361
Environment: H412
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R20/22
EC Safety Classification Click here to view information omn the EU safety phrases S2, S13, S22, S24/25, S36/37/39
WHO Classification NL - Not listed
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for 1-naphthylacetamide

Language Name
English 1-naphthylacetamide
French -
German -
Danish -
Italian -
Spanish -
Greek -
Slovenian -
Polish -
Swedish -
Hungarian -
Dutch -

Record last updated: Tuesday 29 October 2019
Contact: aeru@herts.ac.uk