Dimethenamid-P	Last updated: 22/08/2024
(Also known as: dimethenamide-P; (S)-dimethenamid)

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SUMMARY

Dimethanamid-P is a soil-applied herbicide. It is highly soluble in water and has a low volatility. It is not expected to be persistent in soil systems but may be persistent in water depending on local conditions. It is moderately toxic to birds, fish, aquatic invertebrates and algae but more so to aquatic plants. It is also moderately toxic to earthworms whilst its honeybee toxicity is low. Dimethenamid-P is also moderately toxic to mammals if ingested and is a skin and eye irritant, and a skin sensitizer.

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; Drainflow: Moderately mobile	Ecotoxicity Moderate alert: Birds acute ecotoxicity: Moderate; Birds chronic ecotoxicity: Moderate; Fish acute ecotoxicity: Moderate; Fish chronic ecotoxicity: Moderate; Daphnia acute ecotoxicity: Moderate; Daphnia chronic ecotoxicity: Moderate; Earthworms acute ecotoxicity: Moderate; Earthworms chronic ecotoxicity: Moderate	Human health Moderate alert: Mammals acute toxicity: Moderate; Mammals chronic toxicity: Moderate; Reproduction/development effects

GENERAL INFORMATION

Description	A pre-emergence herbicide often used to control annual grasses, annual broad-leaved weeds and sedges
Example pests controlled	Black grass; Chickweed; Cleavers; Mayweed; Forget-me-not; Speedwell; Shepherd's purse; Cranes-bill
Example applications	Soybeans; Vegetables including beans, onions, cabbage; Peanuts; Grapevines; Ornamentals; Sugarbeet; Sunflowers; Stone fruit
Efficacy & activity	-
Availability status	Current
Introduction & key dates	1999, registered USA; 2000, registered UK

GB regulatory status

GB COPR regulatory status	Approved
Date COPR inclusion expires	31/08/2034
GB LERAP status	Possible - check label

EC Regulation 1107/2009 (repealing 91/414)

EC Regulation 1107/2009 status	Approved
Dossier rapporteur/co-rapporteur	Germany/Bulgaria
Date EC 1107/2009 inclusion expires	31/08/2034
EU Candidate for substitution (CfS)	No
Listed in EU database	Yes
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 ✓   ✓ ✓ ✓ ✓ ✓ ✓ ✓
Approved for use (✓) under EC 1107/2009 by Mutual Recognition of Authorisation and/or national regulations in the following EEA countries	ISIceland NONorway

Additional information

Also used in	Australia, Morocco

Chemical structure

Isomerism	Dimethenamid-P is the more biologically active isomer of chiral dimethenamid and is used at lower rates.
Chemical formula	C₁₂H₁₈ClNO₂S
Canonical SMILES	CC1=CSC(=C1N(C(C)COC)C(=O)CCl)C
Isomeric SMILES	CC1=CSC(=C1N([C@@H](C)COC)C(=O)CCl)C
International Chemical Identifier key (InChIKey)	JLYFCTQDENRSOL-VIFPVBQESA-N
International Chemical Identifier (InChI)	InChI=1S/C12H18ClNO2S/c1-8-7-17-10(3)12(8)14(11(15)5-13)9(2)6-16-4/h7,9H,5-6H2,1-4H3/t9-/m0/s1
2D structure diagram/image available?	Yes

General status

Pesticide type	Herbicide
Substance groups	Chloroacetamide herbicide; Amide herbicide
Minimum active substance purity	930 g kg⁻¹
Known relevant impurities	EU dossier - 1,1,1,2-tetrachloroethane <1.0 g kg⁻¹; 2,4-dimethylthiopene-3-ol <=1.5 g kg⁻¹
Substance origin	Synthetic
Mode of action	Selective. Inhibition of very long chain fatty acids (VLCFA, inhibition of cell division)
CAS RN	163515-14-8
EC number	605-329-9
CIPAC number	638
US EPA chemical code	129501
PubChem CID	13633097
CLP index number	616-215-00-3
Molecular mass	275.8
PIN (Preferred Identification Name)	2-chloro-N-(2,4-dimethylthiophen-3-yl)-N-[(2S)-1-methoxypropan-2-yl]acetamide
IUPAC name	(S)-2-chloro-N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-1-methylethyl)acetamide
CAS name	2-chloro-N-(2,4-dimethyl-3-thienyl)-N-[(1S)-2-methoxy-1-methylethyl]acetamide
Other status information	-
Relevant Environmental Water Quality Standards	-
Herbicide Resistance Class (HRAC MoA class)	K3
Herbicide Resistance Class (WSSA MoA class)	15
Insecticide Resistance Class (IRAC MoA class)	Not applicable
Fungicide Resistance Class (FRAC MOA class)	Not applicable
Examples of recorded resistance	-
Physical state	Yellow-brown viscous liquid
Related substances & organisms	dimethenamid

Formulations

Property	Value
Example manufacturers & suppliers of products using this active now or historically	BASF
Example products using this active	Elk Shadow Springbok Frontier X-2
Formulation and application details	-

ENVIRONMENTAL FATE

Property		Value	Source; quality score; and other information	Interpretation
Solubility - In water at 20 °C (mg l⁻¹)		1499	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes	High
Solubility - In organic solvents at 20 °C (mg l⁻¹)		310000	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes n-Hexane	-
		310000	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes n-Heptane	-
		1000000	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes Toluene	-
		1000000	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes Acetone	-
Melting point (°C)		Solidification below -50	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes	-
Boiling point (°C)		280	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes	-
Degradation point (°C)		101	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes	-
Flashpoint (°C)		-	-	-
Octanol-water partition coefficient at pH 7, 20 °C	P	7.76 X 1001	Calculated	-
	Log P	1.89	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes	Low
Fat solubility of residues	Solubility	-	-	-
	Data type	-	-	-
Density (g ml⁻¹)		1.2	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes	-
Dissociation constant pKa) at 25 °C		Not applicable	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes	-
		No dissociation
Vapour pressure at 20 °C (mPa)		3.47	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes	Low volatility. If applied directly to plants or soil, drift is a concern & mitigation is advisable
Henry's law constant at 25 °C (Pa m³ mol⁻¹)		4.80 X 10-04	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes	Non-volatile
Volatilisation as max % of applied dose lost	From plant surface	26.1	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes 24 hr	Volatilisation is potentially a concern for short and long range air transport
	From soil surface	-	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes 24 hr	-
Maximum UV-vis absorption L mol⁻¹ cm⁻¹		236nm = 7560	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes	-
Surface tension (mN m⁻¹)		52.0	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes at 20 °C 0.1%w/w	-

Degradation

Property		Value	Source; quality score; and other information	Interpretation
General biodegradability		-
Soil degradation (days) (aerobic)	DT₅₀ (typical)	11	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes	Non-persistent
	DT₅₀ (lab at 20 °C)	12.1	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes	Non-persistent
	DT₅₀ (field)	15.8	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes	Non-persistent
	DT₉₀ (lab at 20 °C)	44.6	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes	Moderately persistent
	DT₉₀ (field)	70.1	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes	-
	DT₅₀ modelling endpoint	-	-	-
	Note	EU dossier Lab studies DT₅₀ range 5-31 days (normalised), DT₉₀ range 26-104 days, field studies DT₅₀ range 10-20 days (normalised), DT₉₀ range 48-167 days (normalised)
Dissipation rate RL₅₀ (days) on plant matrix	Value	-	-	-
	Note	-
Dissipation rate RL₅₀ (days) on and in plant matrix	Value	-	-	-
	Note	-
Aqueous photolysis DT₅₀ (days) at pH 7	Value	13.7	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes	Moderately fast
	Note	-
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7	Value	Stable	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes	Stable
	Note	Stable pH 5 to pH 9 over 30 days, 25 °C
Water-sediment DT₅₀ (days)		28	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes	Fast
Water phase only DT₅₀ (days)		24	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes	Slow
Air degradation		As this parameter is not normally measured directly, a surrogate measure is used: ‘Photochemical oxidative DT₅₀’. Where data is available, this can be found in the Fate Indices section below.
Decay in stored produce DT₅₀		-

Soil adsorption and mobility

Property		Value	Source; quality score; and other information	Interpretation
Linear	Kd (mL g⁻¹)	-	-	-
	Koc (mL g⁻¹)	-
	Notes and range	-
Freundlich	Kf (mL g⁻¹)	3.69	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes	Moderately mobile
	Kfoc (mL g⁻¹)	227
	1/n	1.0
	Notes and range	EU dossier Kf range 1.23-13.5 mL g⁻¹, Kfoc range 90-474 mL g⁻¹, 1/n range 0.92 -1.07, Soils=10
pH sensitivity		No

Fate indices

Property		Value	Source; quality score; and other information	Interpretation
GUS leaching potential index		1.97	Calculated	Transition state
SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate	Value	5.49 X 10-02	Calculated	-
	Note	-
Potential for particle bound transport index		Low	Calculated	-
Potential for loss via drain flow		Moderately mobile	Calculated	-
Photochemical oxidative DT₅₀ (hrs) as indicator of long-range air transport risk		4.8	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes Calculated using the Atkinson method. Assumed 1.5E+06 OH/cm³, 12 hr	Below the level of concern for long-range air transport
Bio-concentration factor	BCF (l kg⁻¹)	Low risk	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes Based on LogP < 3	Low risk
	CT₅₀ (days)	-		-

Known soil metabolites

Metabolite	Major/Minor fraction	Estimated maximum occurrence fraction	Notes
2-((2,4-dimethyl-3-thienyl)-((1S)-2-methoxy-1-methyl-ethyl)amino)-2-oxo-acetic acid (Ref: M656PH023)	Major fraction	0.134	BASF verified
2-((2,4-dimethyl-3-thienyl)-((1S)-2-methoxy-1-methyl-ethyl)amino)-2-oxo-ethanesulfonic (Ref: M656PH027)	Major fraction	0.133	BASF verified
2-(2-((2,4-dimethyl-3-thienyl)-((1S)-2-methoxy-1-methyl-ethyl)amino)-2-oxo-ethylsulfinylacetic acid (Ref: M656PH031)	Major fraction	0.103	BASF verified

Known groundwater metabolites

Metabolite	EC SANCO/221/2000 relevancy	ADI (mg kg⁻¹ bodyweight day⁻¹)	WHO drinking water guidance value (μg L⁻¹ day⁻¹)
2-((2,4-dimethyl-3-thienyl)-((1S)-2-methoxy-1-methyl-ethyl)amino)-2-oxo-ethanesulfonic (Ref: M656PH027)	Not relevant	0.34	2040
N-(2,4-dimethyl-3-thienyl)-N-[(1S)-2-methoxy-1-methyl-ethyl]-2-methylsulfonyl-acetamide (Ref: M656PH010)	Not relevant	-	-
2-(2-((2,4-dimethyl-3-thienyl)-((1S)-2-methoxy-1-methyl-ethyl)amino)-2-oxo-ethylsulfinylacetic acid (Ref: M656PH031)	Not relevant	1.0	6000
2-[2-[(2,4-dimethyl-3-thienyl)-[(1S)-2-methoxy-1-methyl-ethyl]amino]-2-oxo-ethyl]sulfanylacetic acid (Ref: M656PH032)	Not relevant	0.04	240
2-[2-[(2,4-dimethyl-3-thienyl)-[(1S)-2-methoxy-1-methyl-ethyl]amino]-2-oxo-ethyl]sulfonyl acetic acid (Ref: M656PH051)	Not relevant	-	-
3-{(hydroxyacetyl)[(2S)-1-methoxypropan-2-yl]amino}-4-methylthiophene-2-carboxylic acid (Ref: M656PH043)	Not relevant	-	-
N-(2,4-dimethylthiophen-3-yl)-N-[(2S)-1-methoxypropan-2-yl]acetamide (Ref: M656PH003)	Not relevant	0.04	240
(2S)-2-[(2,4-dimethyl-3-thienyl)-(2-sulfoacetyl)amino]propanoic acid (Ref: M656PH054)	Not relevant	0.35	2100
(E)-3-[[(1S)-2-methoxy-1-methyl-ethyl]-(2-sulfoacetyl)amino]-2-methyl-4-oxo-pent-2-enoic acid (Ref: M656PH052)	Not relevant	-	-
2-[[4-(hydroxymethyl)-2-methylene-5-oxo-3-thienyl]-[(1S)-2-methoxy-1-methyl-ethyl]amino]-2-oxo-ethanesulfonic acid (Ref: M656PH053)	Not relevant	-	-
2-[(2,4-dimethyl-3-thienyl)amino]-2-oxo-ethanesulfonic acid (Ref: M656PH055)	Not relevant	-	-
2-[[(1S)-2-methoxy-1-methyl-ethyl]-(4-methyl-2-methylene-5-oxo-3-thienyl)amino]-2-oxo-ethanesulfonic acid (Ref: M656PH059)	Not relevant	-	-
3-[[(1S)-2-methoxy-1-methyl-ethyl]amino]-4-methyl-thiophene-2-carboxylic acid (Ref: M656PH062)	Not relevant	0.1	600
2-((2,4-dimethyl-3-thienyl)-((1S)-2-methoxy-1-methyl-ethyl)amino)-2-oxo-acetic acid (Ref: M656PH023)	Not relevant	0.36	2160
3-[((1S)-2-methoxy-1-methyl-ethyl)-oxalo-amino]-acid (Ref: M656PH045)	Not relevant	1.17	7020
(E)-3-[[(1S)-2-methoxy-1-methyl-ethyl]-oxalo-amino]-2-methyl-4-oxo-pent-2-enoic acid (Ref: M656PH049)	Not relevant	-	-
2-[(2,4-dimethyl-3-thienyl)-[(1S)-2-hydroxy-1-methyl-ethyl]amino]-2-oxo-acetic acid (Ref: M656PH050)	Not relevant	-	-
3-{[(2S)-1-methoxypropan-2-yl](sulfoacetyl)amino}-4-methylthiophene-2-carboxylic acid (Ref: M656PH047)	Not relevant	0.97	5820

Other known metabolites

Metabolite name and reference	Aliases	Formation medium / Rate	Estimated maximum occurrence fraction
3,4-dihydro-4-(2,4-dimethyl-3-thienyl)-5-methyl-2H-1,4-oxazin-3-one	-	-	-
4-(2,4-dimethyl-3-thienyl)-5-methyl-3-morpholinone	-	-	-
N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-1-methylethyl)-2-(methylsulfonyl)acetamide	-	Rat	-
N-(2,4-dimethyl-3-thienyl)-2-hydroxy-N-(2-methoxy-1-methylethyl)acetamide	-	-	-
N-(2,4-dimethyl-3-thienyl)-N-(2-hydroxy-1-methylethyl)acetamide	-	-	-
N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-1-methylethyl)-2-(methylsulfinyl)acetamide	-	Rat	-
methylated N-(2,4-dimethyl-3-thienyl)-N-((methylsulfonyl)acetyl)alanine	-	Rat	-
1,5-dihydro-1-(2-methoxy-1-methylethyl)- 8-methylthieno-[thieno-[3,4-f][4,1]oxazepin-2(3H)-one	-	Rat	-
4-(2,4-dimethyl-3-thienyl)-6-hydroxy-5-methyl-3-thiomorpholinone	-	Rat	-
2,2'-dithiobis(N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-1-methylethyl)acetamide)	-	Rat	-
2-[N-(2,4-dimethyl-3-thienyl)-N- (2-methoxy-1-methylethyl)amino]-2-oxoethyl-glutathione	glutathione conj	Rat	-
2-[N-(2,4-dimethyl-3-thienyl)-N- (2-methoxy-1-methylethyl)amino]-2-oxoethyl-cysteine	-	Rat; Plant	-
2-[N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-1-methylethyl)amino]-2-oxoethyl-thiolactic acid	thiolactic acid conj	Rat; Plant	-
sulfoxide of 2-[N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-1-methylethyl)amino]-2-oxoethyl cysteine	-	Rat	-
N-(2,4-dimethyl-3-thienyl)-N-(2-hydroxy-1-methylethyl)-2-(methylsulfinyl)acetamide	-	Rat	-
N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-1-methylethyl)acetamide	dechlorinated dimethanamid	Sediment; Water	-
2-[N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-1-methylethyl)amino]-2-oxoethyl thioglycolic acid	-	Rat	-
sulfoxide of 2-[N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-1-methylethyl)amino]-2-oxoethyl thiolactic acid	-	Rat	-
N-(2-hydroxymethyl-4-methyl-3-thienyl)-N-(2-methoxy-1-methylethyl)-2-(methylsulfinyl)acetamide	-	Rat	-
N-acetyl-S-(2-(N'-(2,4-dimethyl-3-thienyl)-N'-(2-methoxy-1-methylethyl)amino)-2-oxoethyl)cysteine	mercapturate conj	Rat	-
methylated N-(2,4-dimethyl-3-thienyl-N-(2-methoxy-2-methylthio-acetyl)alanine	-	Rat	-
2-chloro-N-(2,4-dimethyl-3-thienyl)- N-(2-hydroxy-1-methylethyl)acetamide	-	-	-
N-(2,4-dimethyl-3-thienyl)-N-(2-hydroxy-1-methylethyl)-2-(methylsulfonyl)acetamide	-	Rat	-
4-(2,4-dimethyl-3-thienyl)-6-hydroxy-5-methyl-3-morpholinone	-	Rat	-
sulfoxide of 2-[N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-1-methylethyl)amino]-2-oxoethyl-N-malonyl cysteine	-	Rat	-

ECOTOXICOLOGY

Terrestrial ecotoxicology

Property		Value	Source; quality score; and other information	Interpretation
Mammals - Acute oral LD₅₀ (mg kg⁻¹)		429	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes Rat	Moderate
Mammals - Short term dietary NOEL	(mg kg⁻¹)	-	-	-
	(ppm diet)	-		-
Mammals - Chronic 21d NOAEL (mg kg⁻¹ bw d⁻¹)		150	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes Rat Reproductive NOAEL	Moderate
Birds - Acute LD₅₀ (mg kg⁻¹)		1068	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes Colinus virginianus	Moderate
Birds - Short term dietary (LC₅₀/LD₅₀)		> 5620 ppm	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes Colinus virginianus	-
Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)		114	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes Colinus virginianus NOAEL	Moderate
Earthworms - Acute 14 day LC₅₀ (mg kg⁻¹)		294.4	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes Eisenia foetida	Moderate
Earthworms - Chronic NOEC, reproduction (mg kg⁻¹)		25.4	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes Eisenia foetida	Moderate
Soil micro-organisms		Nitrogen mineralisation: No significant adverse effect Carbon mineralisation: No significant adverse effect	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes Dose: 4.93 kg ha⁻¹	-
Collembola	Acute LC₅₀ (mg kg⁻¹)	-	-	-
	Chronic NOEC (mg kg⁻¹)	12.5	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes Folsomia candida	-
Non-target plants		-	-	-
		-	-	-
Honeybees (Apis spp.)	Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)	> 200	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 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)	118.4	A4 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 4 = Verified data Apis mellifera	Low
	Unknown mode acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)	-	-	-
	Chronic	-	-	-
Bumblebees (Bombus spp.)	Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)	200	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes Bombus terrestris 48 hr	Low
		-
	Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)	> 158	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes Bombus terrestris 48 hr	Low
		-
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 bee species (1)	Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)	-	-	-
	Mode of exposure	-
Other bee species (2)	Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)	-	-	-
	Mode of exposure	-
Beneficial insects (Ladybirds)		-	-	-
Beneficial insects (Lacewings) as Mortality LR₅₀ g ha⁻¹		> 1050	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes Chrysoperla carnea	-
Beneficial insects (Parasitic wasps) as Mortality LR₅₀ g ha⁻¹		47.25	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes Aphidius rhopalosiphi	-
Beneficial insects (Predatory mites) as Mortality LR₅₀ g ha⁻¹		> 1050	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes Typhlodromus pyri	-
Beneficial insects (Ground beetles)		-	-	-

Aquatic ecotoxicology

Property		Value	Source; quality score; and other information	Interpretation
Temperate Freshwater Fish - Acute 96 hour LC₅₀ (mg l⁻¹)		2.6	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes Oncorhynchus mykiss	Moderate
Temperate Freshwater Fish - Chronic 21 day NOEC (mg l⁻¹)		2.5	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes Oncorhynchus mykiss	Moderate
Tropical Freshwater Fish - Acute 96 hour LC₅₀ (mg l⁻¹)		-	-	-
Temperate Freshwater Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)		3.2	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes Daphnia magna	Moderate
Temperate Freshwater Aquatic invertebrates - Chronic 21 day NOEC (mg l⁻¹)		1.25	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes Daphnia magna	Moderate
Tropical Freshwater Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)		-	-	-
Aquatic crustaceans - Acute 96 hour LC₅₀ (mg l⁻¹)		2.7	F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) 3 = Unverified data of known source Americamysis bahia	Moderate
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)		0.0060	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes Lemna gibba	High
Algae - Acute 72 hour EC₅₀, growth (mg l⁻¹)		0.019	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes Pseudokirchneriella subcapitata	Moderate
Algae - Chronic 96 hour NOEC, growth (mg l⁻¹)		-	-	-
Mesocosm study data	NOEAEC mg l⁻¹	-	-	-
	NOEAEC mg l⁻¹	-	-	-
Marine bivalves		-	-	-

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)		429	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes Rat	Moderate
Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)		2000	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes Rat	-
Mammals - Inhalation LC₅₀ (mg l⁻¹)		> 5.16	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes Rat 4 hr (head & nose only)	-
Other Mammal toxicity endpoints		-	-	-
ADI - Acceptable Daily Intake (mg kg⁻¹ bw day⁻¹)		0.04	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes	-
ARfD - Acute Reference Dose (mg kg⁻¹ bw day⁻¹)		0.08	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes	-
AAOEL - Acute Acceptable Operator Exposure Level (mg kg⁻¹ bw day⁻¹)		-	-	-
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg⁻¹ bw day⁻¹)		0.04	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes	-
Dermal penetration studies (%)		10	A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes	-
Dangerous Substances Directive 76/464		-	-	-
Exposure Routes	Public	No unacceptable risks to bystanders identified
	Occupational	Acceptable for intended uses
MRLs	European	EU MRL pesticide database
	Great Britain	GB MRL Register
	Notes	-
Drinking Water Standards		-	-	-
Drinking Water MAC (μg l⁻¹)		-	-	-
Mammalian dose elimination route and rate		-	-	-

Health issues

Specific human health issues		Carcinogen Genotoxic Endocrine disruptor XNo, known not 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 ; E3 E = Unspecified genotoxicity type (miscellaneous data source) 3 = Negative No data found Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant ?Possibly, status not identified XNo, known not to cause a problem XNo, known not to cause a problem Respiratory tract irritant Skin irritant Skin sensitiser ?Possibly, status not identified ✓Yes, known to cause a problem ✓Yes, known to cause a problem Eye irritant Phototoxicant   ✓Yes, known to cause a problem XNo, known not to cause a problem
General human health issues		Possible liver toxicant

Handling issues

Property	Value and interpretation
General	Prevent generation of mists Not explosive or oxidising Not expected to auto-ignite; Not highly flammable
CLP classification 2013	Health: H302, H317 Environment: H400
WHO Classification	Not listed (Not listed)
UN Number	-
Waste disposal & packaging	-
Shelf-life, storage, stability and reactivity	-

TRANSLATIONS

Language	Name
English	dimethenamid-P
French	dimethenamid-P
German	Dimethenamid-P
Danish	dimethenamid-P
Italian	dimetenamid-P
Spanish	dimetenamida-P
Greek	-
Polish	dimetenamid-P
Swedish	-
Hungarian	dimethenamid-P
Dutch	dimethenamide-P
Norwegian	-

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Record last updated:	22/08/2024
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