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Cinmethylin (Ref: BAS 684 H)
Last updated: 18/08/2021
(Also known as: WL 95481; cinch; SD 95481)

SUMMARY
Cinmethylin is a selective, pre-emergence herbicide used mainly for rice and cereal crops. It is moderately soluble in water, is quite volatile and, based on its chemical properties, it is non-mobile and would not be expected to leach to groundwater. It may be persistent in both soil and aquatic systems. It is not susceptible to hydrolysis. It is not acutely toxic to mammals but it is an eye and skin irritant. It shows a moderate level of toxicity to birds, fish and daphnia.
Data alerts

The following alerts are based on the data in the tables below. An absence of an alert does not imply the substance has no implications for human health, biodiversity or the environment but just that we do not have the data to form a judgement.

Environmental fate Ecotoxicity Human health
Environmental fate
Moderate alert:
GUS: Transition state; Potential for particle bound transport: Medium
Ecotoxicity
Moderate alert:
Birds chronic ecotoxicity: Moderate; Fish acute ecotoxicity: Moderate; Fish chronic ecotoxicity: Moderate; Daphnia acute ecotoxicity: Moderate; Daphnia chronic ecotoxicity: Moderate; Earthworms chronic ecotoxicity: Moderate
Human health
Moderate alert:
Possible Reproduction/development effects; Neurotoxicant
GENERAL INFORMATION
Description
Pre-emergence herbicide used to control annual grass weeds
Example pests controlled
Barnyard grass; Velvetleaf; Crabgrass; Pigweed; Annual ryegrass; Black grass; Annual meadow grass and annual dicots
Example applications
Rice; Soybeans; Cereals including winter wheat, winter barley; Winter oilseed rape
Efficacy & activity
Efficacy established via field trials
Availability status
Current
Introduction & key dates
1989
UK regulatory status
UK COPR regulatory status
Pending
Date COPR inclusion expires
Not applicable
UK LERAP status
-
EC Regulation 1107/2009 (repealing 91/414)
EC Regulation 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
                 
Additional information
Also used in
Australia
Chemical structure
Isomerism
A chiral molecule with three stereocenters. The technical material is an isomeric mixture.
Chemical formula
C₁₈H₂₆O₂
Canonical SMILES
CC1=CC=CC=C1COC2CC3(CCC2(O3)C)C(C)C
Isomeric SMILES
No data
International Chemical Identifier key (InChIKey)
QMTNOLKHSWIQBE-UHFFFAOYSA-N
International Chemical Identifier (InChI)
InChI=1S/C18H26O2/c1-13(2)18-10-9-17(4,20-18)16(11-18)19-12-15-8-6-5-7-14(15)3/h5-8,13,16H,9-12H2,1-4H3/t16-,17+,18-/m1/s1
2D structure diagram/image available?
Yes
General status
Pesticide type
Herbicide
Substance group
Cineole
Minimum active substance purity
>940 g kg⁻¹
Known relevant impurities
UK HSE Dossier: BAS 4539586 (1SR,2RS,4RS)-1-methyl-4-(pro-pan-2-yl)-7--oxa-bicyclo2.2.1-heptan-2-ol: 4.0 g kg⁻¹; Toluene: 0.5 g kg⁻¹
Substance origin
Synthetic
Mode of action
Selective, systemic, absorbed by roots and translocated. Disrupts the meristemic development in shoots and roots of susceptible weeds.
CAS RN
87818-31-3
EC number
402-410-9
CIPAC number
None allocated
US EPA chemical code
128837
PubChem CID
91745
Molecular mass
274.40
PIN (Preferred Identification Name)
rac-(1R,2S,4S)-1-methyl-2-[(2-methylphenyl)methoxy]-4-(propan-2-yl)-7-oxabicyclo[2.2.1]heptane
IUPAC name
rac-(1R,2S,4S)-1-methyl-4-(1-methylethyl)-2-((2-methylphenyl)methoxy)-7-oxabicyclo[2.2.1]heptane
CAS name
rel-(1R,2S,4S)-1-methyl-4-(1-methylethyl)-2-((2-methylphenyl)methoxy)-7-oxabicyclo[2.2.1]heptane
Other status information
Risk of spray drift.
Relevant Environmental Water Quality Standards
-
Herbicide Resistance Classification (HRAC)
Q
Herbicide Resistance Classification (WSSA)
30
Insecticide Resistance Classification (IRAC)
Not applicable
Fungicide Resistance Classification (FRAC)
Not applicable
Examples of recorded resistance
-
Physical state
Dark orange liquid, colourless in pure form
Formulations
Property
Value
Example manufacturers & suppliers of products using this active now or historically
  • BASF Agro B.V.
  • Dupont
Example products using this active
  • Argold
  • Cinch
Formulation and application details
Usually supplied as an emusifiable concentrate or as granules
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C (mg l⁻¹)
58
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Moderate
Solubility - In organic solvents at 20 °C (mg l⁻¹)
Miscible
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Acetone
-
Miscible
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Ethyl acetate
-
Miscible
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
n-Heptane
-
Miscible
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Methanol
-
Melting point (°C)
Decomposes before melting
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
solidifies at -56 °C
-
Boiling point (°C)
330
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
-
Degradation point (°C)
None observed <400
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
-
Flashpoint (°C)
- - -
Octanol-water partition coefficient at pH 7, 20 °C
P
3.16 X 1004 Calculated -
Log P
4.5
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
High
Bulk density (g ml⁻¹)
1.014
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
-
Dissociation constant pKa) at 25 °C
n/a
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
-
No dissociation
Vapour pressure at 20 °C (mPa)
8.1
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Moderately volatile
Henry's law constant at 25 °C (Pa m³ mol⁻¹)
3.2 X 10-02
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Non-volatile
Maximum UV-vis absorption L mol⁻¹ cm⁻¹
pH 6.8: 209nm=8671.6, 262nm=269.0
pH 6.0: 196nm=22072.9, 208nm=8774.2, 263nm=327.9
pH 1.8: 9nm=12125.9, 208nm=8768;3, 263nm=327.9
pH 12.1: 215nm: 6017.6, 263nm=312.7
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
-
Surface tension (mN m⁻¹)
50.3
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
20 °C 99%
-
Degradation
Property
Value
Source; quality score; and other information
Interpretation
General biodegradability
Not readily biodegradable
Soil degradation (days) (aerobic)
DT₅₀ (typical)
93.6
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Moderately persistent
DT₅₀ (lab at 20 °C)
93.6
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Moderately persistent
DT₅₀ (field)
22.4
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Non-persistent
DT₉₀ (lab at 20 °C)
231.9
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Persistent
DT₉₀ (field)
111.5
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
-
DT₅₀ modelling endpoint
11.1
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
normalised
-
Note
UK HSE dossier 2020: Lab studies DT₅₀ (measured) range 18.5-93.6 days; DT₉₀ (measured)range 63.5-541.4 days, Soils= 4; Field studies DT₅₀ (measured) range 2.5-207.6 days, DT₉₀ (measured) range 18.2-207.6 days, Soils=11; Literature values DT₅₀ range 23-75 days; slower in paddy fields
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
41.8
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Stable
Note
-
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7
Value
Stable
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Stable
Note
Stable pH 3 to pH 11 at 25 °C.
Water-sediment DT₅₀ (days)
39.2
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Moderately fast
Water phase only DT₅₀ (days)
7.0
AG4 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
4 = Verified data
Moderately fast
Soil adsorption and mobility
Property
Value
Source; quality score; and other information
Interpretation
Linear
Kd
-
Q3 Q = Miscellaneous internet resources
3 = Unverified data of known source
Non-mobile
Koc
6850
Notes and range
Other data source: 300 mL g⁻¹ (US3)
Freundlich
Kf
4.6
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Moderately mobile
Kfoc
317.9
1/n
0.97
Notes and range
UK HSE Dossier 2020: kf range 1.9-13.5 mL g⁻¹, Kfoc range 266.5-510.1 mL g⁻¹, 1/n range 0.94-1.00, Soils=5
pH sensitivity
None
Fate indices
Property
Value
Source; quality score; and other information
Interpretation
GUS leaching potential index
2.02 Calculated Transition state
SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate
Value
6.88 X 10-02 Calculated -
Note
-
Potential for particle bound transport index
Medium Calculated -
Potential for loss via drain flow
Non-mobile Calculated -
ECOTOXICOLOGY
Property
Value
Source; quality score; and other information
Interpretation
Bio-concentration factor
BCF (l kg⁻¹)
677
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Threshold for concern
CT₅₀ (days)
1.12 -
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
> 2000
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Rat
Low
Mammals - Short term dietary NOEL
(mg kg⁻¹)
-
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Rat
-
(ppm diet)
30 -
Mammals - Chronic 21d NOAEL (mg kg⁻¹ bw d⁻¹)
- - -
Birds - Acute LD₅₀ (mg kg⁻¹)
> 3776
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Colinus virginianus
Low
Birds - Short term dietary (LC₅₀/LD₅₀)
- - -
Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)
99.1
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Colinus virginianus
Moderate
Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
> 5.75
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Cyprinus carpio
Moderate
Fish - Chronic 21 day NOEC (mg l⁻¹)
0.59
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Pimephales promelas
Moderate
Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)
> 10.68
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Daphnia magna
Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l⁻¹)
0.29
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Daphnia magna
Moderate
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)
0.089
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Lemna gibba
Moderate
Non-target plants
31.3
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Ryegrass
ER₅₀ vegetative vigour
as g ha⁻¹
-
- - -
Algae - Acute 72 hour EC₅₀, growth (mg l⁻¹)
23.04
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Pseudokirchneriella subcapitata
Low
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)
> 200
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Apis mellifera
Low
Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
> 200
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Apis mellifera
Low
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)
> 272
AG3 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
3 = Unverified data of known source
Bombus terrestris as BAS684 02 H
Low
Data based on preparation
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)
43.63
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Eisenia foetida
Moderate
Other soil macro-organisms
Acute LC₅₀ (mg kg⁻¹)
- - -
Chronic NOEC (mg kg⁻¹)
- - -
Other arthropod (1)
LR₅₀ g ha⁻¹
0.764 as L product BAS 03H/ha
AG3 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
3 = Unverified data of known source
Aphidius rhopalosiphii
-
% 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)
> 2000
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Rat
Low
Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)
5000
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Rat
-
Mammals - Inhalation LC₅₀ (mg l⁻¹)
> 5.3
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Rat 4 hr (nose only)
-
Other Mammal toxicity endpoints
- - -
ADI - Acceptable Daily Intake (mg kg⁻¹ bw day⁻¹)
0.08
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Dog SF=100
-
ARfD - Acute Reference Dose (mg kg⁻¹ bw day⁻¹)
0.3
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Rat SF=100
-
AAOEL - Acute Acceptable Operator Exposure Level (mg kg⁻¹ bw day⁻¹)
0.21
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Rat SF=100
-
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg⁻¹ bw day⁻¹)
0.06
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
Dog SF=100
-
Dermal penetration studies (%)
0.4-22.0
AG5 AG = Chemicals Regulation Division, Health and Safety Executive (HSE), UK
5 = Verified data used for regulatory purposes
concentration dependent
-
Dangerous Substances Directive 76/464
- - -
Exposure Routes
Public
No unacceptable risks identified for proposed pattern of use
Occupational
No unacceptable risks identified for proposed pattern of use
MRLs
European
EU MRL pesticide database 
Great Britain
GB MRL Register 
Notes
-
Drinking Water Standards
- - -
Drinking Water MAC (μg l⁻¹)
- - -
Health issues
Specific human health issues
Carcinogen
Genotoxic
Endocrine disruptor
XNo, known not to cause a problem
A3 A = Chromosome aberration (EFSA database)
3 = Negative
;
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
;
E3 E = Unspecified genotoxicity type (miscellaneous data source)
3 = Negative
XNo, known not to cause a problem
Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant
?Possibly, status not identified
XNo, known not to cause a problem
?Possibly, status not identified
Respiratory tract irritant Skin irritant Skin sensitiser
?Possibly, status not identified
XNo, known not to cause a problem
Yes, known to cause a problem
Eye irritant Phototoxicant  
XNo, known not to cause a problem
No data found  
General human health issues
Gastrointestinal or liver toxicant
May damage nasal cavity
Handling issues
Property
Value and interpretation
General
Not explosive or oxidising
Not expected to autoignite; Not highly flammable
CLP classification 2013
Health: H317, H371
Environment: H400, H410
EC Risk Classification
Xn - Harmful: R20
N - Dangerous for the environment: R51, R53
EC Safety Classification
S2, S23, S61
WHO Classification
III (Slightly hazardous)
UN Number
-
Waste disposal & packaging
-
TRANSLATIONS
Language
Name
English
cinmethylin
French
cinméthyline
German
-
Danish
-
Italian
-
Spanish
-
Greek
-
Polish
cynmetylina
Swedish
-
Hungarian
-
Dutch
-

Record last updated: 18/08/2021
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