permethrin (Ref: OMS 1821) ** permethrine ** Translations

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Further data may be found in the PPDB and VSDB

GENERAL INFORMATION

Description: An insecticide active against a wide range of pests including Lepidoptera and Coleoptera in crops and various animal ectoparasites

Appearance and life cycle: -

Introduction: circa 1973

Taxonomic classification: -

EC Directive 1107/2009 (repealing 91/414):

Status	Excluded from Annex 1
Dossier rapporteur/co-rapporteur	Ireland
Date inclusion expires	Expired

Approved for use () or known to be used () in the following European countries:

AT

BE

BG

CY

CZ

DE

DK

EE

EL

ES

FI

FR

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

Also registered in: Australia, USA

Known to used in the following countries: -

General status:

Biopesticide type	Insecticide, Veterinary treatment
Substance group	Pyrethroid
Substance origin	Synthetic
Mode of action	Broad spectrum with contact and stomach action. Slight repellant effect. Sodium channel modulator.
Substance source	-
Substance production	-
Uses	-
Target pests	-
Target host	-
Farming system suitability	-
CAS RN	52645-53-1
EC number	258-067-9
CIPAC number	331
US EPA chemical code	109701
Chemical formula	C21H20Cl2O3
SMILES	c3ccccc3Oc(c2)cccc2COC(=O)C1C(C1(C)C)C=C(Cl)Cl
International Chemical Identifier (InChI)	InChI=1/C21H20Cl2O3/c1-21(2)17(12-18(22)23)19(21)20(24)25-13-14-7-6-10-16(11-14)26-15-8-4-3-5-9-15/h3-12,17,19H,13H2,1-2H3/t17-,19-/m0/s1
Structure diagram/image available?	Yes
Molecular mass (g mol-1)	391.3
IUPAC Name	3-phenoxybenzyl (1RS,3RS;1RS,3SR)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
CAS Name	(3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate
Other status information	-
Herbicide Resistance Classification (HRAC)	Not applicable
Insecticide Resistance Classification (IRAC)	3
Fungicide Resistance Classification (FRAC)	Not applicable
Physical state	Colourless crystalline solid to brown viscous liquid depending upon purity
Related substances & organisms	kaolin

Formulations:

Property	Product	Manufacturer
Formulation and application details	Available in a variety of formulations including fumigants, shampoos and spot-on treatments.

ENVIRONMENTAL FATE

Property		Value	Source/Quality Score/Other Information	Interpretation
Solubility - In water at 20oC (mg l-1)		0.2	G4	Low
Solubility - In organic solvents at 20oC (mg l-1)		1000000	L3 - Hexane	-
		258000	L3 - Methanol	-
		1000000	L3 - Xylene	-
Melting Point (oC)		34.5	E3	-
Boiling Point (oC)		200	E3	-
Degradation point (oC)		-	-	-
Flashpoint (oC)		100	L3	-
Octanol-water partition coefficient at pH 7, 20oC	P	1.26 X 1006	Calculated	-
	Log P	6.1	G4	High
Bulk density (g ml-1)/Specific gravity		1.29	L3	-
Dissociation constant (pKa) at 25oC		-	-	-
		Note:
Vapour pressure at 25oC (mPa)		0.002	G4	Non-volatile
Henry's law constant at 25oC (Pa m3 mol-1)		1.89 X 10-01	H4	Moderately volatile
Henry's law constant at 20oC (dimensionless)		7.76 X 10-05	K3	Volatile
Maximum UV-vis absorption L mol-1 cm-1		-	-	-
Surface tension (mN m-1)		-	-	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
Soil degradation (days) (aerobic)	DT50 (typical)	13	K4	Non-persistent
	DT50 (lab at 20oC)	13	K4	Non-persistent
	DT50 (field)	42	H4	Moderately persistent
	DT90 (lab at 20oC)	-	-	-
	DT90 (field)	-	-	-
	Note:	-
Aqueous photolysis DT50 (days) at pH 7	Value	1	K4	Moderately fast
	Note	-
Aqueous hydrolysis DT50 (days) at 20oC and pH 7	Value	31	K4	Moderately persistent
	Note	-
Water-Sediment DT50 (days)		40	K4	Moderately fast
Water phase only DT50 (days)		23	K4	Slow

Soil adsorption and mobility:

Property		Value	Source/Quality Score/Other Information	Interpretation
Linear	Kd	-	G4	Non-mobile
	Koc	100000
	Notes and range	-
Freundlich	Kf	1.87	R4	-
	Kfoc	-
	1/n	0.99
	Notes and range	Soil with 68% loam, 24% silt, 8% clay, pH 6.5, OC=2.1%
pH sensitivity		-

ECOTOXICOLOGY

Property		Value	Source/Quality Score/Other Information	Interpretation
Bio-concentration factor	BCF	300	P4	Threshold for concern
	CT50 (days)	Not available		-
Bioaccumulation potential		-	Calculated	Moderate
Mammals - Acute oral LD50 (mg kg-1)		> 430	G4 Rat	Moderate
Mammals - Short term dietary NOEL	(mg kg-1)	-	L2 Rat, 2 year	-
	(ppm diet)	100		-
Birds - Acute LD50 (mg kg-1)		> 9800	G4 Anas platyrhynchos	Low
Birds - Short term dietary (LC50/LD50)		-	-	-
Fish - Acute 96 hour LC50 (mg l-1)		0.0125	G4 Oncorhynchus mykiss	High
Fish - Chronic 21 day NOEC (mg l-1)		0.00012	Q2 Unknown species	-
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		0.0006	E3 Daphnia magna	High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1)		-	-	-
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1)		0.00002	F3 Americamysis bahia	High
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1)		0.0029	F4 Chironomus riparius	High
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)		-	-	-
Algae - Acute 72 hour EC50, growth (mg l-1)		0.0125	K3 Unknown species	Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1)		0.0009	Q2 Unknown species	High
Honeybees - Acute 48 hour LD50 (µg bee-1)		0.029	K4 Contact	High
Earthworms - Acute 14 day LC50 (mg kg-1)		1440	Q3	Low
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1)		-	-	-
Other soil macro-organisms - e.g. Collembola	LR50product ha EC50product ha NOECproduct ha % Effect	-	-	-
Other arthropod (1)	LR50 g ha-1	Harmful	HarmfulQ2 Parasitoids	Harmful
	% Effect	-	-	-
Other arthropod (2)	LR50 g ha-1	Harmful	AA2 Typhlodromus pyri	Harmful
	% 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/Other Information	Interpretation
Mammals - Acute oral LD50 (mg kg-1)		> 430	G4 Rat	Moderate
Mammals - Dermal LD50 (mg kg-1 body weight)		> 2000	F4 Rabbit	-
Mammals - Inhalation LC50 (mg l-1)		> 0.685	L3 Rat	-
Other Mammal toxicity endpoints		Intraperitoneal LD50 = 429 mg kg-1	V3 Mice	-
		Intravenous LD50 = 31.0 mg kg-1	V3 Mice	-
ADI - Acceptable Daily Intake (mg kg-1bw day-1)		0.05	JMPR 1999	-
ARfD - Acute Reference Dose (mg kg-1bw day-1)		1.5	JMPR 2003	-
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1)		-	-	-
Dermal penetration studies (%)		-	-	-
Dangerous Substances Directive 76/464		-	-	-
Exposure Limits		-	-	-
Exposure Routes	Public	-
	Occupational	-
Elimination route and rate		Rapidly metabolised by ester hydrolysis to inactive metabolites which are excreted primarily in the urine	Q3	-

Health issues:

Carcinogen	Mutagen	Endocrine disrupter	Reproduction / development effects	Acetyl cholinesterase inhibitor	Neurotoxicant	Respiratory tract irritant	Skin irritant	Eye irritant
						-
General human health issues		[Harmful]

: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data

Handling issues:

Property		Value	Source/Quality Score/Other Information	Interpretation
General		[IMDG Transport Code is usually 3]
EC Risk Classification		[Xn - Harmful: R20/22], [Xi - Irritant: R43], [N - Dangerous for the environment: R50, R53]
EC Safety Classification		S2, S13, S24, S36/37/39, S60, S61
WHO Classification		II	-	Moderately hazardous
US EPA Classification (formulation)		II, III	-	Warning - Moderately toxic, Caution - Slightly toxic
UN Number		3352 for active, products usually 1230
Waste disposal & packaging		[Usually Packaging Group II (medium danger)]

TRANSLATIONS