diazinon (Ref: OMS 469)
** dimpylate ** ENT 19507 ** Translations

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Further data may be found in the VSDB

GENERAL INFORMATION

Description: An insecticide used to control sucking and chewing insects on a wide range of crops including top fruit. Also has livestock applications.

Introduction: 1953, first reported

EC Directive 1107/2009 (repealing 91/414):
Status Excluded from Annex 1
Dossier rapporteur/co-rapporteur Portugal
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

General status:
Pesticide type Insecticide, Acaricide, Repellent, Veterinary treatment
Substance group Organophosphate
Substance origin Synthetic
Mode of action Non-systemic with respiratory, contact and stomach action. Acetylcholinesterase (AChE) inhibitor.
CAS RN 333-41-5
EC number 206-373-8
CIPAC number 15
US EPA chemical code 057801
Chemical formula C12H21N2O3PS
SMILES S=P(OCC)(OCC)Oc1nc(nc(c1)C)C(C)C
International Chemical Identifier (InChI) InChI=1/C12H21N2O3PS/c1-6-15-18(19,16-7-2)17-11-8-10(5)13-12(14-11)9(3)4/h8-9H,6-7H2,1-5H3
Structure diagram/image available? Yes
Molecular mass (g mol-1) 304.35
IUPAC Name O,O-diethyl O-2-isopropyl-6-methylpyrimidin-4-yl phosphorothioate
CAS Name O,O-diethyl O-[6-methyl-2-(1-methylethyl)-4-pyrimidinyl] phosphorothioate
Other status information Potential groundwater contaminant; Severe Marine Pollutant
Herbicide Resistance Classification (HRAC) Not applicable
Insecticide Resistance Classification (IRAC) 1B
Fungicide Resistance Classification (FRAC) Not applicable
Physical state Colourless to dark brown liquid
Related substances & organisms -

Formulations:
Property Value
Example manufacturers of products using this active
  • Makhteshim FCC
Example products using this active
  • Diazol 60EC
  • Knox-Out
  • DZN
  • Basin
UK LERAP status No UK approval for use or outside scope
Formulation and application details Available in a wide variety of formulations including concentrates for dilution and use as a crop spray, powders and impregnated collars for domestic pet use, shampoos, pour-ons and dips.


ENVIRONMENTAL FATE

Property Value Source/Quality Score/Other Information Interpretation
Solubility - In water at 20oC (mg l-1) 60 A5 Moderate
Solubility - In organic solvents at 20oC (mg l-1) 250000 A5 - Ethyl acetate -
9000000 A5 - Acetone -
9000000 A5 - Methanol -
9000000 A5 - Toluene -
Melting Point (oC) Not applicable Q3 -
Boiling Point (oC) Decomposes before boiling A5 -
Degradation point (oC) 140 A5 -
Flashpoint (oC) Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 4.90 X 1003 Calculated -
Log P 3.69 A5 High
Bulk density (g ml-1)/Specific gravity 1.11 A5 -
Dissociation constant (pKa) at 25oC 2.6 L3 -
Note: Strong acid
Vapour pressure at 25oC (mPa) 11.97 A5 Volatile
Henry's law constant at 25oC (Pa m3 mol-1) 6.09 X 10-02 L3 Non-volatile
Henry's law constant at 20oC (dimensionless) 6.10 X 10-02 A5 Volatile
GUS leaching potential index 1.14 Calculated Low leachability
SCI-GROW groundwater index (µg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate Value 1.42 X 10-02 Calculated -
Note -
Potential for particle bound transport index - Calculated Low
Maximum UV-vis absorption L mol-1 cm-1 Maxima at 246nm = 4050, 290nm = 20.86 A5 -
Surface tension (mN m-1) 49.5 A5 at 20oC -

Degradation:
Property Value Source/Quality Score/Other Information Interpretation
Soil degradation (days) (aerobic) DT50 (typical) 9.1 A5 Non-persistent
DT50 (lab at 20oC) 9.1 A5 Non-persistent
DT50 (field) 18.4 A5 Non-persistent
DT90 (lab at 20oC) 209 A5 -
DT90 (field) 61 A5 -
Note EU dossier range lab studies DT50 range 8-23 days, DT90 range 46-372 days; field studies Germany DT50 7.5-29.3 days, DT90 range 24.9-97 days; Other sources: DT50 40 days (DW4)
Aqueous photolysis DT50 (days) at pH 7 Value 50 A5 Stable
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 138 A5 Persistent
Note pH variable: DT50 12 days at pH 5, 77 days at pH 9
Water-Sediment DT50 (days) 10.4 A5 Fast
Water phase only DT50 (days) 4.3 A5 Moderately fast

Soil adsorption and mobility:
Property Value Source/Quality Score/Other Information Interpretation
Linear Kd 27.1 A3 Slightly mobile
Koc 609
Notes and range EU dossier Kd range 3.7-113.5 mL/g, Koc range 430-841 mL/g, Soils=2; Other literature studies: Kd range 0.84-19.72 mL/g; Koc range 254-3779 mL/g, Soils=25
Freundlich Kf 4.1 A5 Slightly mobile
Kfoc 643
1/n 0.860
Notes and range EU dossier Kf range1.4-7.6 mL/g, Kfoc range 413-760 mL/g, 1/n range 0.820-0.901, Soils=4; Other literature studies: Kf range 0.70-25.73 mL/g, Kfoc range 259-4175 mL/g, 1/n range 0.79-1.25, Soils = 25
pH sensitivity No

Key metabolites:
Metabolite Formation Medium Estimated Maximum Occurrence Fraction 91/414 Relevancy
pyrimidinol (Ref: GS-27550) Soil   0.820   Major fraction, Relevant
4-hydroxy-2-isopropyl-6-methylpyrimidine (Ref: CGA 14128) Animal     Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation Medium / Rate Estimated Maximum Occurrence Fraction Metabolising Enzymes
O,O,O,O-tetraethyl-thiopyrophosphate O,S-TEPP Not applicable - -
O,O,O,O-tetraethyl-dithiopyrophosphate S,S-TEPP Not applicable - -
O,O-diethyl O-(2-isopropyl-4-methylpyrimid-6-yl)phosphate
Note: CAS = 962-58-3; Toxic
diazoxon Animal - -
- diazinon hydroxylate Animal - -
2-(1-hydroxymethyl)-ethyl-4-methyl-6-hydroxypyrimidine
(Ref: CL-XIX-29)
- Animal - -
tetraethyl pyrophosphate
(Ref: ENT 18771 )
TEPP Not applicable - -
2-(1-hydroxy-1-methyl)-ethyl-4-methyl-6-hydroxpyrimidine
(Ref: GS 31144)
- Rat (Urinary); Animal; Soil - -
2-isopropyl-4-hydroxymethyl-6-hydroxypyrimidine
(Ref: JAK-III-57)
- Animal - -


ECOTOXICOLOGY

Property Value Source/Quality Score/Other Information Interpretation
Bio-concentration factor BCF 500 A5 Threshold for concern
CT50 (days) 2 -
Bioaccumulation potential - Calculated Moderate
Mammals - Acute oral LD50 (mg kg-1) 1139 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) 5 A5 Rat High
(ppm diet) 35 -
Birds - Acute LD50 (mg kg-1) 1.44 A5 Anas platyrhynchos High
Birds - Short term dietary (LC50/LD50) 8 mg kg bw-1 day-1 A5 Anas platyrhynchos -
Fish - Acute 96 hour LC50 (mg l-1) 3.1 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.7 A5 Oncorhynchus mykiss -
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.001 A5 Daphnia magna High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.00056 A5 Daphnia magna -
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.0042 F3 Americamysis bahia High
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) 0.023 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) 6.4 A4 Unknown species Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) > 10 Q1 Unknown species Low
Honeybees - Acute 48 hour LD50 (µg bee-1) 0.09 A5 Oral High
Earthworms - Acute 14 day LC50 (mg kg-1) 65 A5 Moderate
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 0.153 48 hour
A5 Aphidius rhopalosiphi
Harmful at 1 kg ha-1
% Effect - - -
Other arthropod (2) LR50 g ha-1 811 7 day
A5 Typhlodromus pyri
Harmful at 1 kg ha-1
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant effect
Carbon mineralisation: No significant effect
A5
Dose: 80 mg/kg soil, 28 days
-
Mesocosm study data NOEAEC mg l-1 0.0024 A5 Fish -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

General:
Property Value Source/Quality Score/Other Information Interpretation
Mammals - Acute oral LD50 (mg kg-1) 1139 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 5.0 A5 Rat -
Other Mammal toxicity endpoints Intraperitoneal LD50 = 65.0 mg kg-1 V3 Rat -
= 210 V3 Rat -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.0002 A5 Dog, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.025 A5 Rat, SF=100 -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.0002 A2 Dog, SF=100 -
Dermal penetration studies (%) 1.7-40.0 A5 concentration dependant -
Dangerous Substances Directive 76/464 List II - -
Exposure Limits [LT TWA 8hr: 0.1 mg/m3], [ST 15 mins: 0.3 mg/m3] Occupation Exposure -
Exposure Routes Public [Possible risk to bystanders by inhalation]
Occupational [Risk of exposure by dermal and inhalation routes], [Personal protection clothing and equipment must be worn]
Examples of European MRLs (mg kg-1) Value Grapefruit and oranges: 1.0; Apples, pears and cherries: 0.3; Carrots, currants, gooseberries and kiwifruit: 0.2; Plums: 0.1; Other vegetables, other fruit and cereal grains: 0.02
Note [Current May 2007.]
For the EU pesticides database click here
Drinking Water MAC (µg l-1) - - -

Health issues:
Carcinogen Mutagen Endocrine disrupter Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant Respiratory tract irritant Skin irritant Eye irritant

General human health issues [No further information available]

: 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 [Not explosive], [IMDG Transport Code is usually 6.1]
EC Risk Classification [Xn - Harmful: R22], [N - Dangerous for the environment: R50, R53]
EC Safety Classification S2, S24/25, S60, S61
WHO Classification II - Moderately hazardous
US EPA Classification (formulation) II, III - Warning - Moderately toxic, Caution - Slightly toxic
UN Number Usually 2783 or 2810
Waste disposal & packaging [Usually Packaging Group III (minor danger)]


TRANSLATIONS

Language Name
English diazinon
French diazinon
German Diazinon
Danish diazinon
Italian diazinone
Spanish diazinon
Greek diazinon
Slovenian diazinon
Polish diazynon
Swedish diazinon
Hungarian diazinon
Dutch diazinon

Record last updated: Wednesday 21 December 2011
Contact: aeru@herts.ac.uk