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PhD Oportunity with Syngenta & the University of Hertfordshire

formetanate (Ref: SN 36056)
** 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 formetanate

Description: A miticide and insecticide normally used as the hydrochloride salt used to control a range of bugs, thrips and mites mainly on fruit crops. Normally used as the hydrochloride salt.

Example pests controlled: Lygus bugs; Thrips: Stink bugs; Spidermites; Leafhoppers

Example applications: Tomatoes; Ornamentals; Fruit including apples, pears peaches, nectarines, citrus; Alfalfa

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1969

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Spain/Greece
Date inclusion expires 31/07/2018
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

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Insecticide, Acaricide
Substance group Formamidine
Minimum active substance purity 910 g/kg
Known relevant impurities EU dossier - None declared
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
PubChem CID 31099
Isomerism -
Chemical formula C11H15N3O2
Canonical SMILES CNC(=O)OC1=CC=CC(=C1)N=CN(C)C
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) RMFNNCGOSPBBAD-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/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
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) 1A
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance Frankliniella occidentalis
; Scirtothrips citri
Tetranychus urticae
Physical state Fine 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
  • Schering
  • NOR-AM
Example products using this active
  • Dicarzol 500 SG
  • Carzol
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Usually supplied as the hydrochloride salt formulated into water soluble granules.


ENVIRONMENTAL FATE

for formetanate

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) 822000 A5 - as the HCl salt High
Solubility - In organic solvents at 20oC (mg l-1) 5 A5 - n-Hexane as the HCl salt -
283000 A5 - Methanol as the HCl salt -
303 A5 - Dichloromethane as the HCl salt -
10 A5 - Toluene as the HCl salt -
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 - as the HCl salt -
Octanol-water partition coefficient at pH 7, 20oC P 9.97 X 10-01 Calculated -
Log P -0.0014 A5 - as the HCl salt 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 - as the HCl salt Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 5.00 X 10-19 A5 - as the HCl salt Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS 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 Click here for a note on the limitations of the SCI-GROW index Value 1.84 X 10-02 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 Maxima at 211nm = 20400, 252nm = 1516 A5 -
Surface tension (mN m-1) 70.5 A5 at 20oC as the HCl salt -

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) 9.4 A5 as the HCl salt Non-persistent
DT50 (lab at 20oC) 9.4 A5 as the HCl salt Non-persistent
DT50 (field) 8 A3 as the HCl salt Non-persistent
DT90 (lab at 20oC) 31.09 A5 as the HCl salt -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU 2018 as HCl salt Lab studies DT50 range 5.97-12.75 days, DT90 range 19.84-42.43 days
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 Stable A5 -
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 1.5 A5 - as the HCl salt 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 - as the HCl salt Fast
Water phase only DT50 (days) 0.3 A5 as the HCl salt 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 - - -
Koc -
Notes and range -
Freundlich Kf 2.2 A5 Moderately mobile
Kfoc 380
1/n 0.84
Notes and range EU 2018 dossier as HCl salt 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 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
3-formamidophenyl methylcarbamate Soil   -   -
N-(3-hydroxyphenol)-N-N-dimethylformamidine Soil   -   -
3-hydroxyformanilide Soil   -   -
3-aminophenyl N methylcarbamate Soil   -   -

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 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) 1 A5 Low potential
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) 14.8 A5 Rat as the HCl salt High
Mammals - Short term dietary NOEL (mg kg-1) 0.4 A5 Rat as the HCl salt High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) 11.5 A5 Anas platyrhynchos as the HCl salt High
Birds - Short term dietary (LC50/LD50) 2086 mg kg feed-1 A5 Colinus virginianus as the HCl salt -
Fish - Acute 96 hour LC50 (mg l-1) 4.3 A5 Oncorhynchus mykiss as the HCl salt Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.48 A5 Pimephales promelas as the HCl salt Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.0017 A5 Daphnia magna as the HCl salt High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.0011 A5 Daphnia magna as the HCl salt High
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 the HCl salt Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) 1.9 A4 Chironomus riparius, as the HCl salt Moderate
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) 1.2 A4 Pseudokirchneriella subcapitata as the HCl salt Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) 1.02 A5 as the HCl salt Moderate
Oral acute 48 hour LD50 (μg bee-1) 0.16 A5 as the HCl salt High
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) 1048 A5 Eisenia foetida, as the HCl salt Low
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 1.8 A5 Eisenia foetida, as the HCl salt Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 0.21 as the hydrochloride salt
A5 Aphidius rhopalosiphi
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 0.78 as the hydrochloride salt
A5 Typhlodromus pyri
-
% 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 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) 14.8 A5 Rat as the HCl salt High
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat as the HCl salt -
Mammals - Inhalation LC50 (mg l-1) 0.29 A5 Rat as the HCl salt -
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 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
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
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
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 Skin sensitiser Eye irritant Phototoxicant

-

-

General human health issues Highly toxic

: 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 Corrosive
Not explosive
IMDG Transport Code is usually 6.1
CLP classification 2013 Health: H300, H317, H330
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases T+ - Very toxic: R26/28
Xn - Harmful: R43
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases 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 Click here for a description of UN packaging marks 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: Wednesday 23 May 2018
Contact: aeru@herts.ac.uk