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

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home
Further data may be found in the VSDB

SUMMARY

Diazinon is a general purpose insecticide which no longer has approval for use in the EU. It is moderately soluble and highly volatile. Based on its cheiical properties it has a low risk of leaching to groundwater however, incidents of contamination have been noted and it should be considered a potential groundwater pollutant. It is non-persistent in soil but stable in aqueous environments. It is listed as a severe marine pollutant. Moderately toxic to mammals and earthworms. In humans and other mammals it is a neurotoxicant. Considered highly toxic to most aquatic organisms, honeybees and birds.

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for diazinon

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

Example pests controlled: Bean fly; Thrips; Caterpillars; Cabbage white butterfly; Loopers; Cutworms; Livestock pests including mites, ticks, lice and biting flies

Example applications: Fruit including apples, pears, plums; Rice; Sugarcane; Horticultural crops; Vegetables including beans, brassicas, curcubits; onions

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1953, first reported

EC Regulation 1107/2009 (repealing 91/414):
Status Not approved
Dossier rapporteur/co-rapporteur Portugal
Date inclusion expires Expired
EU Candidate for substitution (CfS) Not applicable
Listed in EU database Yes

Approved for use () or known to be used () in the following European countries: Click to access a note on the approvals information on this site

AT

BE

BG

CY

CZ

DE

DK

EE

EL

ES

FI

FR

HR

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

Also used in: Australia, USA

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism None
Chemical formula C12H21N2O3PS
Canonical SMILES CCOP(=S)(OCC)OC1=NC(=NC(=C1)C)C(C)C
Isomeric SMILES S=P(OCC)(OCC)Oc1nc(nc(c1)C)C(C)C
International Chemical Identifier key (InChIKey) FHIVAFMUCKRCQO-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/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

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Insecticide, Acaricide, Repellent, Veterinary substance
Substance group Organophosphate
Minimum active substance purity 950 g/kg (without stabilizer)
Known relevant impurities EU dossier - O,S-TEPP, S,S-TEPP, TEPP24 and diazoxon
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
PubChem CID 3017
Molecular mass (g mol-1) 304.35
PIN (Preferred Identification Name) O,O-diethyl O-[6-methyl-2-(propan-2-yl)pyrimidin-4-yl] phosphorothioate
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; Chemical subject to PIC regulations
Relevant Environmental Water Quality Standards UK statutory standard for surface water quality: ‘Good’ for freshwater, transitional and coastal waters 0.01 ug/L, 0.02 ug/L 95th percentile
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) 1B
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance Aphis gossypii
Aphis pomi
Delia brassicae
Dialeurodes citri
Psilia rosae
many others
Physical state Colourless to dark brown liquid
Related substances & organisms -

Formulations:
Property Click here for information on the general product and branding information used on this site Value
Example manufacturers & suppliers of products using this active now or historically
  • Makhteshim FCC
  • Ciba-Giegy
  • Nippon Kayaku
Example products using this active
  • Diazol 60EC
  • Knox-Out
  • DZN
  • Basin
  • Exodin
  • Nucidol
  • Diagran
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
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

for diazinon

Property Click here for information on the parameters used to describe environmental fate on this site Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with fate data Interpretation Click here for information on the way in which we interpret environmental fate data
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 expected to self ignite; 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 20oC (mPa) 11.97 A5 Highly volatile
Henry's law constant at 25oC (Pa m3 mol-1) 6.09 X 10-02 L3 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS 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 Click here for a note on the limitations of the SCI-GROW index Value 1.42 X 10-02 Calculated -
Note -
Potential for particle bound transport index Click here for a note on the limitations of the 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 Click here for information on the parameters used to describe substance degradation Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with degradation data Interpretation Click here for information on the way in which we interpret substance degradation data
General biodegradability -
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 -
DT50 modelling endpoint - - -
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)
Dissipation rate RL50 on plant matrix Value 2.4 R4 -
Note Published literature RL50 range 0.8-5.2 days, 5 field & undercover grown crops, various matrices, n=6
Dissipation rate RL50 on and in plant matrix Value 3.5 R4 -
Note Published literature RL50 range 1.0-9.6 days, 13 field & undercover grown crops, various matrices, n=13
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 Click here for information on the parameters used to describe substance adsorption and mobility Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with adsorption and mobility data Interpretation Click here for information on the way in which we interpret substance adsorption and mobility
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 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
pyrimidinol (Ref: GS-27550) This metabolite may cause environmental pollution, click here for further information 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 )
Note: CAS = 962-58-3; Toxic
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

for diazinon

Property Click here for information on the parameters used to describe substance ecotoxicology Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with ecotoxicology data Interpretation Click here for information on the way in which we interpret substance ecotoxicology
Bio-concentration factor BCF (l kg-1) 500 A5 (Other literature log BCF range 0.7-3.5 (R3)) Threshold for concern
CT50 (days) 2 -
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 Moderate
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 High
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) - - -
Non-target plants - - -
- - -
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 Contact acute 48 hour LD50 (μg bee-1) 0.13 A5 High
Oral acute 48 hour LD50 (μg bee-1) 0.09 A5 High
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
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 LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 811 48 hour
A5 Aphidius rhopalosiphi
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 0.153 A5 Typhlodromus pyri -
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 80 mg kg-1 soil, 28 days
-
Mesocosm study data NOEAEC mg l-1 0.0024 A5 Fish -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for diazinon

General:
Property Click here for information on the parameters used to describe human health and protection issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with human health and protection data Interpretation Click here for information on the way in which we interpret human health and protection data
Threshold of Toxicological Concern (Cramer Class) Click here for a note on the limitations of the Cramer class High (class III) - -
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 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
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 dependent -
Dangerous Substances Directive 76/464 List I; List II - -
Exposure Limits [UK LT TWA 8 hr: 0.1 mg/m3], [UK STEL 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
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

Health issues:
Carcinogen Mutagen Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

General human health issues IARC Group 2A carcinogen; USEPA - not likely to be a human carcinogen
Endocrine issues - Estrogenic effect

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

Handling issues:
Property Click here for information on the parameters used to describe substance handling issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with data on handling issues Interpretation Click here for information on the way in which we interpret data on handling issues
General Click here for a description of the International Maritime Dangerous Goods (IMDG) codes Not explosive
IMDG Transport Code is usually 6.1
CLP classification 2013 Health: H302
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R22
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases 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 Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for diazinon

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: Tuesday 22 May 2018
Contact: aeru@herts.ac.uk