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naptalam (Ref: ACP 322)
** alanap ** naptalam-sodium ** naphthalam ** Translations

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

SUMMARY

Naptalam is a herbicide without EU approval for use. It is usually used as the sodium salt as this is more soluble. Whilst naptalam is not particularly toxic to humans its major metabolite 1-naphthylamine is a carcinogen. Its environmental fate is pH sensitive. It may pose a threat to groundwaters. Virtually non toxic to mammals, birds, honeybees and most aquatic species. No data for eathworms has been identified.

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for naptalam

Description: A pre-emergence herbicide used for the control of a wide range of weeds and grasses in food and non-food crops

Example pests controlled: Annual broad-leaved weeds; Grasses

Example applications: Soybean; Peanuts; Cucumbers; Melons; Curcubits; Cranberries; Woody ornamentals

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1955

EC Regulation 1107/2009 (repealing 91/414):
Status Not approved
Dossier rapporteur/co-rapporteur Not applicable
Date inclusion expires Expired
EU Candidate for substitution (CfS) -
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

Also used in: Australia

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C18H13NO3
Canonical SMILES C1=CC=C2C(=C1)C=CC=C2NC(=O)C3=CC=CC=C3C(=O)O
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) JXTHEWSKYLZVJC-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C18H13NO3/c20-17(14-9-3-4-10-15(14)18(21)22)19-16-11-5-7-12-6-1-2-8-13(12)16/h1-11H,(H,19,20)(H,21,22)
2D structure diagram/image available? Yes

Click to access the Cambridge Crystallographic Data Centre (CCDC) website
Cambridge Crystallographic Data Centre diagrams:
Common Name Relationship Link
Naptalam - Click here for the CCDC structure diagram

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Herbicide
Substance group Phthalamate
Minimum active substance purity -
Known relevant impurities -
Substance origin Synthetic
Mode of action Selective, absorbed by roots and to a lesser extent foliage. Inhibits indolylacetic acid transport.
CAS RN 132-66-1
EC number -
CIPAC number 8227
US EPA chemical code 030702
PubChem CID 8594
Molecular mass (g mol-1) 291.30
PIN (Preferred Identification Name) -
IUPAC name N-1-naphthylphthalamic acid
CAS name 2-[(1-naphthalenylamino)carbonyl]benzoic acid
Other status information Potential groundwater contaminant
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) P
Herbicide Resistance Classification (WSSA) 19
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance -
Physical state Crytalline solid
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
  • Chemtura
  • Uniroyal
  • Vertac
Example products using this active
  • Ancrack
  • Klean Krop
  • Rescue
  • Alanap
  • Grelutin
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Available as liquids for dilution and in granular formulations.


ENVIRONMENTAL FATE

for naptalam

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) 200 C4 Moderate
Solubility - In organic solvents at 20oC (mg l-1) 5900 C4 - Acetone -
20900 C4 - Methanol -
400 C4 - Xylene -
Insoluble C4 - Hexane -
Melting point (oC) 185 L3 -
Boiling point (oC) - - -
Degradation point (oC) - - -
Flashpoint (oC) - - -
Octanol-water partition coefficient at pH 7, 20oC P 2.63 X 1005 Calculated -
Log P 5.42 F4 High
Bulk density (g ml-1)/Specific gravity 1.36 L3 -
Dissociation constant (pKa) at 25oC 4.6 F4 -
Note: Weak acid
Vapour pressure at 20oC (mPa) 0.133 L3 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.94 X 1002 L3 Volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 4.22 Calculated High 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 1.24 X 10+00 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 - - -
Surface tension (mN m-1) - - -

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) 36.7 F4 Moderately persistent
DT50 (lab at 20oC) - - -
DT50 (field) - - -
DT90 (lab at 20oC) - - -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note Best available data US EPA; Other sources: DT50 36.7 days (DW2)
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 6.2 F4 Moderately fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 2.9 F4 Non-persistent
Note -
Water-sediment DT50 (days) - - -
Water phase only DT50 (days) - - -

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 - F3 Mobile
Koc 20
Notes and range Best available data
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity -

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
1-naphthylamine
Note: Carcinogenic
- - - -


ECOTOXICOLOGY

for naptalam

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) 157 Q2 Estimated Threshold for concern
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) 1770 F4 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) 30 L1 Rat High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 4640 F4 Anas platyrhynchos Low
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) > 76.1 L3 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) - - -
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 118.5 L3 Daphnia magna Low
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) - - -
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) - - -
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) > 113.2 F4 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 14 day NOEC, reproduction (mg kg-1) - - -
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 - - -
% Effect - - -
Other arthropod (2) LR50 g ha-1 - - -
% Effect - - -
Soil micro-organisms - - -
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for naptalam

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) 1770 F4 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 F4 Rabbit -
Mammals - Inhalation LC50 (mg l-1) > 2.07 F4 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.05 L3 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) - - -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) - - -
Dermal penetration studies (%) - - -
Dangerous Substances Directive 76/464 - - -
Exposure Routes Public -
Occupational -
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; B0; C0; D0; E3

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

General human health issues Possible liver 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 No information available
CLP classification 2013 Health: H302
Environment: H412
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R20
N - Dangerous for the environment: R50
EC Safety Classification Click here to view information omn the EU safety phrases S22, S24/25
WHO Classification U - Unlikely to present an acute hazard
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for naptalam

Language Name
English naptalam
French naptalame
German Naptalam
Danish naptalam
Italian naptalam
Spanish naptalam
Greek -
Slovenian naptalam
Polish naptalam
Swedish -
Hungarian naptalam
Dutch -

Record last updated: Saturday 29 June 2019
Contact: aeru@herts.ac.uk