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formetanate (Ref: SN 36056)
** ZK 10970 ** Translations

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

GENERAL INFORMATION
for formetanate

Description: A miticide and insecticide used to control a range of bugs, thrips and mites

Introduction: 1969

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Italy
Date inclusion expires 30/09/2017

Approved for use () or known to be used () in the following European countries:

AT

BE

BG

CY

CZ

DE

DK

EE

EL

ES

FI

FR

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

General status:
Pesticide type Insecticide, Acaricide
Substance group Formamidine
Substance origin Synthetic
Mode of action Contact and stomach action. Acts by inhibiting acetylcholinesterase.
CAS RN 22259-30-9
EC number 244-879-0
CIPAC number 697
US EPA chemical code 465200
Chiral molecule No
Chemical formula C11H15N3O2
SMILES O=C(Oc1cccc(\N=C\N(C)C)c1)NC
International Chemical Identifier key (InChIKey) -
International Chemical Identifier (InChI) InChI=1/C11H15N3O2/c1-12-11(15)16-10-6-4-5-9(7-10)13-8-14(2)3/h4-8H,1-3H3,(H,12,15)/b13-8-
Structure diagram/image available? Yes
Molecular mass (g mol-1) 221.26
PIN (Preferred Identification Name) -
IUPAC name 3-[(EZ)-dimethylaminomethyleneamino]phenyl methylcarbamate
CAS name N,N-dimethyl-N'-[3-[[(methylamino)carbonyl]oxy]phenyl]methanimidamide
Other status information Marine Pollutant
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) 1A
Fungicide Resistance Classification (FRAC) Not applicable
Physical state Fine powder
Related substances & organisms -

Formulations:
Property Value
Example manufacturers & suppliers of products using this active -
Example products using this active
  • Dicarzol 500 SG
UK LERAP status No UK approval for use or outside scope
Formulation and application details Often supplied as water soluble granules that are dissolved in water and applied as a spray.


ENVIRONMENTAL FATE

for formetanate

Property Value Source/Quality Score/Other Information Interpretation
Solubility - In water at 20oC (mg l-1) 822000 A5 High
Solubility - In organic solvents at 20oC (mg l-1) 5 A5 - n-Hexane -
283000 A5 - Methanol -
303 A5 - Dichloromethane -
10 A5 - Toluene -
Melting point (oC) 196 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 204 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 9.97 X 10-01 Calculated -
Log P -0.0014 A5 Low
Bulk density (g ml-1)/Specific gravity 1.18 A5 -
Dissociation constant (pKa) at 25oC 8.1 A5 -
Note: Weak acid
Vapour pressure at 25oC (mPa) 1.60 X 10-03 A5 Non-volatile
Henry's law constant at 25oC (Pa m3 mol-1) 5.00 X 10-10 A5 Non-volatile
Henry's law constant at 20oC (dimensionless) 1.77 X 10-13 Calculated Non-volatile
GUS leaching potential index 1.38 Calculated Low leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate Value 1.84 X 10-02 Calculated -
Note -
Potential for particle bound transport index - Calculated Low
Maximum UV-vis absorption L mol-1 cm-1 Maxima at 211nm = 20400, 252nm = 1516 A5 -
Surface tension (mN m-1) 70.5 A5 at 20oC -

Degradation:
Property Value Source/Quality Score/Other Information Interpretation
Soil degradation (days) (aerobic) DT50 (typical) 9.4 A5 Non-persistent
DT50 (lab at 20oC) 9.4 A5 Non-persistent
DT50 (field) 8 A3 Non-persistent
DT90 (lab at 20oC) 31.09 A5 -
DT90 (field) - - -
Note Lab studies DT50 range 5.97-12.75 days, DT90 range 19.84-42.43 days
Aqueous photolysis DT50 (days) at pH 7 Value Stable A5 Stable
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 1.5 A5 Non-persistent
Note pH sensitive: DT50 203 days at pH 4, 2.8 hours at pH 9, all at 20 degC
Water-sediment DT50 (days) 0.3 A5 Fast
Water phase only DT50 (days) 0.3 A5 Fast

Soil adsorption and mobility:
Property Value Source/Quality Score/Other Information Interpretation
Linear Kd - - -
Koc -
Notes and range -
Freundlich Kf 2.2 A5 Moderately mobile
Kfoc 380
1/n 0.84
Notes and range EU dossier Kf range 1.49-3.0 mL/g, Kfoc range 140-620 mL/g, 1/n range 0.81-0.87, Soils=4
pH sensitivity -

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 91/414 relevancy
3-formamidophenyl methylcarbamate Soil   0.202   Major fraction, Not relevant
N-(3-hydroxyphenol)-N-N-dimethylformamidine Soil   0.120   Major fraction, Not relevant
3-hydroxyformanilide Soil   0.098   Minor fraction, Not relevant
3-aminophenyl N methylcarbamate Soil   0.176   Major fraction, Not relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
3-aminophenol 3-AP Water - -


ECOTOXICOLOGY

for formetanate

Property Value Source/Quality Score/Other Information Interpretation
Bio-concentration factor BCF 1 A5 Low potential
CT50 (days) Not available -
Bioaccumulation potential - Calculated Low
Mammals - Acute oral LD50 (mg kg-1) 14.8 A5 Rat High
Mammals - Short term dietary NOEL (mg kg-1) 0.4 A5 Rat High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) 11.5 A5 Anas platyrhynchos High
Birds - Short term dietary (LC50/LD50) 2086 mg kg feed-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 4.3 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.48 A5 Pimephales promelas -
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.0017 A5 Daphnia magna High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.0011 A5 Daphnia magna -
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) 3.3 A4 Chironomus riparius, as hydrochloride Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) 1.9 A4 Chironomus riparius, as hydrochloride Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) - - -
Algae - Acute 72 hour EC50, growth (mg l-1) 1.2 A4 Pseudokirchneriella subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) - - -
Oral acute 48 hour LD50 (μg bee-1) 0.16 A5 High
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) 1048 A5 Eisenia foetida, as hydrochloride Low
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 1.8 A5 Eisenia foetida, as hydrochloride Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 0.93 48 hour
A5 Aphidius rhopalosiphi
Harmful at 1 kg ha-1
Harmful at 0.1 kg ha-1
Moderately harmful at 0.01 kg ha-1
% Effect - - -
Other arthropod (2) LR50 g ha-1 0.78 7 day
A5 Typhlodromus pyri
Harmful at 1 kg ha-1
Harmful at 0.1 kg ha-1
Moderately harmful at 0.01 kg ha-1
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 2.5 kg ha-1, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for formetanate

General:
Property Value Source/Quality Score/Other Information Interpretation
Mammals - Acute oral LD50 (mg kg-1) 14.8 A5 Rat High
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) 0.29 A5 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.004 A5 SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.005 A5 Rat, SF=100 -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.004 A4 Dog, 1 year, SF=100 -
Dermal penetration studies (%) 4.0 A5 -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public -
Occupational Possible exposure via dermal or inhalation route
Examples of European MRLs (mg kg-1) Value -
Note For the EU pesticides database click here
Drinking Water MAC (μg l-1) 0.1 EU Dir 89/778/EC limit; A5 -

Health issues:
Carcinogen Mutagen Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant Respiratory tract irritant Skin irritant Eye irritant

-

-

-

General human health issues Highly toxic
Possible skin sensitiser

: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data

Handling issues:
Property Value Source/Quality Score/Other Information Interpretation
General Corrosive
Not explosive
IMDG Transport Code is usually 6.1
CLP classification 2013 -
EC Risk Classification T+ - Very toxic: R26/28
Xn - Harmful: R43
N - Dangerous for the environment: R50, R53
EC Safety Classification S1/2, S24, S28, S37/39, S45, S60, S61
WHO Classification Ib - Highly hazardous
US EPA Classification (formulation) I - Danger - Highly toxic
UN Number 2757
Waste disposal & packaging Packaging Group II (medium danger)


TRANSLATIONS

for formetanate

Language Name
English formetanate
French formetanate
German Formetanat
Danish formethanat
Italian formentanato
Spanish formetanato
Greek formetanate
Slovenian formetanat
Polish formetanat
Swedish -
Hungarian -
Dutch formetanaat

Record last updated: Monday 09 September 2013
Contact: aeru@herts.ac.uk