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Chlordimeform (Ref: ENT 27335)
Last updated: 04/01/2021
(Also known as: chlorfenamidine; HSDB 1537; chlorophenamidin; chlorophedine; chlorophenamidine; Schering 36 268; C 851)

SUMMARY
Chlordimeform in an insectiicde and acaricide that is not approved for use in the EU. It is moderately soluble in water and highly soluble in many organic solvents. It is volatile. Under normal conditions is would not be expected to leach to groundwater. It is moderately persistent in soil systems but would not be expected to persist in water systems. It is moderately toxic to mammals, a neurotoxin and has a high potential for bio-concentration. It is moderately toxic to birds and fish but less so to honeybees.
GENERAL INFORMATION
Description
An obsolete substance once used on a wide variety of crops to control mites and other insects. It has also been used to control livestock external parasites and stem borers in irrigated rice.,
Example pests controlled
Mites; Ticks; Some Lepidoptera insects
Example applications
Fruit; Vegetables; Cotton
Efficacy & activity
-
Availability status
Obsolete
Introduction & key dates
circa 1966
UK regulatory status
UK COPR regulatory status
Not approved
Date COPR inclusion expires
Not applicable
UK LERAP status
No UK approval for use
EC Regulation 1107/2009 (repealing 91/414)
EC Directive 1107/2009 status
Not approved
Dossier rapporteur/co-rapporteur
Not applicable
Date EC 1107/2009 inclusion expires
Not applicable
EU Candidate for substitution (CfS)
Not applicable
Listed in EU database
No
Approved for use (✓) under EC 1107/2009 in the following EU Member States
ATAustria
BEBelgium
BGBulgaria
CYCyprus
CZCzech Republic
DEGermany
DKDenmark
EEEstonia
ELGreece
                 
ESSpain
FIFinland
FRFrance
HRCroatia
HUHungary
IEIreland
ITItaly
LTLithuania
LULuxembourg
                 
LVLatvia
MTMalta
NLNetherlands
PLPoland
PTPortugal
RORomania
SESweden
SISlovenia
SKSlovakia
                 
Also used in
Also used in
-
Chemical structure
Isomerism
-
Chemical formula
C₁₀H₁₃ClN₂
Canonical SMILES
CC1=C(C=CC(=C1)Cl)N=CN(C)C
Isomeric SMILES
No data
International Chemical Identifier key (InChIKey)
STUSTWKEFDQFFZ-UHFFFAOYSA-N
International Chemical Identifier (InChI)
InChI=1S/C10H13ClN2/c1-8-6-9(11)4-5-10(8)12-7-13(2)3/h4-7H,1-3H3
2D structure diagram/image available?
Yes
Cambridge Crystallographic Data Centre diagrams
Common Name Relationship Link
chlordimeform -
General status
Pesticide type
Acaricide, Insecticide, Ovicide
Substance group
Formamidine
Minimum active substance purity
-
Known relevant impurities
-
Substance origin
Synthetic
Mode of action
Broad spectrum acaricide that appears to interfere with the amine-mediated control of nervous and endocrine systems
CAS RN
6164-98-3
EC number
228-200-5
CIPAC number
277
US EPA chemical code
059701
PubChem CID
22544
Molecular mass
196.68
PIN (Preferred Identification Name)
(E)-N'-(4-chloro-2-methylphenyl)-N,N-dimethylmethanimidamide
IUPAC name
N2-(4-chloro-o-tolyl)-N1,N1-dimethylformamidine
CAS name
N'-(4-chloro-2-methylphenyl)-N,N-dimethylmethanimidamide
Other status information
Chemical subject to PIC regulations; PAN Listed as Highly Hazardous Chemical; Rotterdam Convention (Class O)
Relevant Environmental Water Quality Standards
-
Herbicide Resistance Classification (HRAC)
Not applicable
Herbicide Resistance Classification (WSSA)
Not applicable
Insecticide Resistance Classification (IRAC)
Not known
Fungicide Resistance Classification (FRAC)
Not applicable
Examples of recorded resistance
Boophilus microplus, Panonychus ulmi, Tetranychus urticae
Physical state
Colourless crystalline solid
Formulations
Property
Value
Example manufacturers & suppliers of products using this active now or historically
  • Ovatoxion
  • Spanone
  • Galecron
  • Fundal
  • Bermat
Example products using this active
  • Ciba-Geigy
  • Schering
  • Quimica Estrelle
Formulation and application details
Usually formulated as an emulsifiable concentrate of water-soluble powder
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C (mg l⁻¹)
270
V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM )
3 = Unverified data of known source
at 25 °C
Moderate
Solubility - In organic solvents at 20 °C (mg l⁻¹)
200000
V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM )
3 = Unverified data of known source
Acetone
-
200000
V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM )
3 = Unverified data of known source
Ethyl acetate
-
200000
V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM )
3 = Unverified data of known source
Chloroform
-
200000
V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM )
3 = Unverified data of known source
Benzene
-
Melting point (°C)
35
F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
4 = Verified data
-
Boiling point (°C)
- - -
Degradation point (°C)
- - -
Flashpoint (°C)
Not expected to self ignite; Not highly flammable
CA3 CA = Medical and toxicological databases and information systems e.g. TOXNET (click here )
3 = Unverified data of known source
-
Octanol-water partition coefficient at pH 7, 20 °C
P
7.76 X 1002 Calculated -
Log P
2.89
V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM )
3 = Unverified data of known source
Moderate
Bulk density (g ml⁻¹)
1.10
V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM )
3 = Unverified data of known source
-
Dissociation constant pKa) at 25 °C
6.8
V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM )
3 = Unverified data of known source
-
Weak acid
Vapour pressure at 20 °C (mPa)
48.0
V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM )
3 = Unverified data of known source
at 25 °C
Highly volatile
Henry's law constant at 25 °C (Pa m³ mol⁻¹)
0.896
F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
3 = Unverified data of known source
Moderately volatile
Maximum UV-vis absorption L mol⁻¹ cm⁻¹
- - -
Surface tension (mN m⁻¹)
- - -
Degradation
Property
Value
Source; quality score; and other information
Interpretation
General biodegradability
-
Soil degradation (days) (aerobic)
DT₅₀ (typical)
30
V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM )
3 = Unverified data of known source
Moderately persistent
DT₅₀ (lab at 20 °C)
- - -
DT₅₀ (field)
- - -
DT₉₀ (lab at 20 °C)
- - -
DT₉₀ (field)
- - -
DT₅₀ modelling endpoint
- - -
Note
General sources: DT₅₀ 20-40 days (R3)
Dissipation rate RL₅₀ on plant matrix
Value
0.4
R4 R = Peer reviewed scientific publications
4 = Verified data
-
Note
Published literature RL₅₀ range 0.1-0.95 days, cotton leaves, n=3
Dissipation rate RL₅₀ on and in plant matrix
Value
3.6
R3 R = Peer reviewed scientific publications
3 = Unverified data of known source
-
Note
Green tea leaves, n=1
Aqueous photolysis DT₅₀ (days) at pH 7
Value
2.0
V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM )
3 = Unverified data of known source
Moderately fast
Note
-
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7
Value
- - -
Note
-
Water-sediment DT₅₀ (days)
- - -
Water phase only DT₅₀ (days)
- - -
Soil adsorption and mobility
Property
Value
Source; quality score; and other information
Interpretation
Linear
Kd
-
CA2 CA = Medical and toxicological databases and information systems e.g. TOXNET (click here )
2 = Unverified data of unknown source
Slightly mobile
Koc
890
Notes and range
Estimated
Freundlich
Kf
- - -
Kfoc
-
1/n
-
Notes and range
-
pH sensitivity
-
Fate indices
Property
Value
Source; quality score; and other information
Interpretation
GUS leaching potential index
1.55 Calculated Low leachability
SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate
Value
4.01 X 10-02 Calculated -
Note
-
Potential for particle bound transport index
Low Calculated -
Potential for loss via drain flow
Slightly mobile Calculated -
ECOTOXICOLOGY
Property
Value
Source; quality score; and other information
Interpretation
Bio-concentration factor
BCF (l kg⁻¹)
Low risk
Q3 Q = Miscellaneous internet resources
3 = Unverified data of known source
Based on LogP < 3
Low risk
CT₅₀ (days)
- -
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
160
V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM )
3 = Unverified data of known source
Rat
Moderate
Mammals - Short term dietary NOEL
(mg kg⁻¹)
-
R3 R = Peer reviewed scientific publications
3 = Unverified data of known source
Rat
-
(ppm diet)
2.0 -
Mammals - Chronic 21d NOAEL (mg kg⁻¹ bw d⁻¹)
- - -
Birds - Acute LD₅₀ (mg kg⁻¹)
> 1749
R3 R = Peer reviewed scientific publications
3 = Unverified data of known source
Coturnix japonica
Moderate
Birds - Short term dietary (LC₅₀/LD₅₀)
- - -
Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)
- - -
Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
> 11.7
V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM )
3 = Unverified data of known source
Oncorhynchus mykiss
Moderate
Fish - Chronic 21 day NOEC (mg l⁻¹)
- - -
Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)
- - -
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)
> 120
V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM )
3 = Unverified data of known source
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
- - -
% 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
General
Property
Value
Source; quality score; and other information
Interpretation
Threshold of Toxicological Concern (Cramer Class)
High (class III) - -
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
160
V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM )
3 = Unverified data of known source
Rat
Moderate
Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)
263
V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM )
3 = Unverified data of known source
Rat
-
Mammals - Inhalation LC₅₀ (mg l⁻¹)
> 17.4
R3 R = Peer reviewed scientific publications
3 = Unverified data of known source
Mammal
-
Other Mammal toxicity endpoints
- - -
ADI - Acceptable Daily Intake (mg kg⁻¹ bw day⁻¹)
- - -
ARfD - Acute Reference Dose (mg kg⁻¹ bw day⁻¹)
- - -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg⁻¹ bw day⁻¹)
- - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg⁻¹ bw day⁻¹)
- - -
Dermal penetration studies (%)
- - -
Dangerous Substances Directive 76/464
List II - -
Exposure Routes
Public
-
Occupational
May be absorbed through the skin
European MRLs
EU MRL pesticide database 
Drinking Water Standards
- - -
Drinking Water MAC (μg l⁻¹)
- - -
Health issues
Specific human health issues
Carcinogen
Genotoxic
Endocrine disruptor
Yes, known to cause a problem
A0 A = Chromosome aberration (EFSA database)
0 = No data
;
B0 B = DNA damage/repair (EFSA database)
0 = No data
;
C0 C = Gene mutation (EFSA database)
0 = No data
;
D0 D = Genome mutation (EFSA database)
0 = No data
;
E0 E = Unspecified genotoxicity type (miscellaneous data source)
0 = No data
XNo, known not to cause a problem
Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant
No data found
XNo, known not to cause a problem
Yes, known to cause a problem
Respiratory tract irritant Skin irritant Skin sensitiser
Yes, known to cause a problem
?Possibly, status not identified
No data found
Eye irritant Phototoxicant  
?Possibly, status not identified
No data found  
General human health issues
Observed links with bladder cancer and urinary bladder irritation
May act as blood toxicant
IARC Group 3 carcinogen; USEPA - probable human carcinogen
Handling issues
Property
Value and interpretation
General
Prevent generation of dust
May emit toxic fumes in a fire
CLP classification 2013
-
EC Risk Classification
Carcinogen category 3: R40
Xn - Harmful: R21, R22
N - Dangerous for the environment: R50, R53
EC Safety Classification
S2, S22, S36/36, S60, S61
WHO Classification
O (Obsolete substance)
UN Number
-
Waste disposal & packaging
-
TRANSLATIONS
Language
Name
English
chlordimeform
French
chlordimeforme
German
Chlordimeform
Danish
-
Italian
-
Spanish
clordimeform
Greek
-
Polish
-
Swedish
-
Hungarian
-
Dutch
-

Record last updated: 04/01/2021
Contact: aeru@herts.ac.uk
Please cite as: Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242