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formetanate hydrochloride
** formentanate monohydrochloride ** 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 hydrochloride

Description: A miticide and insecticide 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: Good target pest control achieved using recommended product application advice and good agricultural practice

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 31/07/2019
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 C11H16ClN3O2
Canonical SMILES CNC(=O)OC1=CC=CC(=C1)N=CN(C)C.Cl
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) MYPKGPZHHQEODQ-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C11H15N3O2.ClH/c1-12-11(15)16-10-6-4-5-9(7-10)13-8-14(2)3;/h4-8H,1-3H3,(H,12,15);1H
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 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 23422-53-9
EC number 245-656-0
CIPAC number 697.601
US EPA chemical code 465200
PubChem CID 31899
Molecular mass (g mol-1) 257.8
PIN (Preferred Identification Name) 3-{((E)-(dimethylamino)methylidene)amino}phenyl methylcarbamate hydrochloride
IUPAC name 3-((EZ)-dimethylaminomethyleneamino)phenyl methylcarbamate hydrochloride
CAS name N,N-dimethyl-N'-(3-(((methylamino)carbonyl)oxy]phenyl)methanimidamide hydrochloride (1:1)
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 colourless crystalline 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 water soluble granules.


ENVIRONMENTAL FATE

for formetanate hydrochloride

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 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) 193 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 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 20oC (mPa) 1.60 X 10-03 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 5.00 X 10-19 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 1.51 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 2.84 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 pH7: 208nm=21400, 251nm=16400
pH 1.2: 208nm=21500, 250nm=16400
pH 13.1: 238nm=21800, 265nm=11000, 295nm=6670
A5 -
Surface tension (mN m-1) 70.5 A5 at 20oC -

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) 12.9 A5 Non-persistent
DT50 (lab at 20oC) 12.9 A5 Non-persistent
DT50 (field) 8 A3 Non-persistent
DT90 (lab at 20oC) 34.6 A5 -
DT90 (field) - - -
DT50 modelling endpoint 11.8 A5 geometric mean -
Note EU 2018 Lab studies DT50 range 5.93-18.97 days, DT90 range 19.54-44.1 days, Soils=4
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 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 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 9.6 A5 Slightly mobile
Koc 616
Notes and range EU 2017 Kd range 1.5-23.7 mL/g, Koc range 184-1254 mL/g, Soils=4
Freundlich Kf 6.27 A5 Moderately mobile
Kfoc 433.7
1/n 0.89
Notes and range EU 2018 dossier Kf range 2.0-22.0 mL/g, Kfoc range 140-1146 mL/g, 1/n range 0.81-0.94, Soils=7
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 This metabolite may cause environmental pollution, click here for further information Soil   0.202   Major fraction, Not relevant
N-(3-hydroxyphenol)-N-N-dimethylformamidine Soil   0.046   Major fraction, Not relevant
3-hydroxyformanilide This metabolite may cause environmental pollution, click here for further information Soil   0.176   Minor fraction, Not relevant
3-aminophenyl N methylcarbamate This metabolite may cause environmental pollution, click here for further information Soil   0.102   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 Soil=0.057 -


ECOTOXICOLOGY

for formetanate hydrochloride

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 High
Mammals - Short term dietary NOEL (mg kg-1) 0.4 A5 Rat High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) 11.7 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) 4.4 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.48 A5 Pimephales promelas Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.0017 A5 Daphnia magna High
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) 3.3 A4 Chironomus riparius Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) 1.9 A4 Chironomus riparius 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) 1.95 A5 Pseudokirchneriella subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) 1.04 A5 Apis mellifera Moderate
Oral acute 48 hour LD50 (μg bee-1) 0.16 A5 Apis mellifera High
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) 1048 A5 Eisenia foetida Low
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 1.8 A5 Eisenia foetida, 56 day Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 0.21 Mortality
A5 Aphidius rhopalosiphi
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 0.78 Mortality
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 hydrochloride

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 High
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) 0.15 A5 Rat (nose only) -
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) 0.004 A5 Dog, SF=100 -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.004 A4 Dog, 1 year, SF=100 -
Dermal penetration studies (%) 0.25-4.0 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public Low risk considered authorised patterns of use
Occupational Possible exposure via dermal or inhalation route - PPE/PPC advised
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
AChE inhibition - whole blood and brain

: 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 or oxidising
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 hydrochloride

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

Record last updated: Friday 03 May 2019
Contact: aeru@herts.ac.uk