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Diazinon

Diazinon Structure
CAS No.
333-41-5
Chemical Name:
Diazinon
Synonyms
Anti;Diazinone;Diazide;BASUDIN;NEOCIDOL;dimpylate;g301;pt265;Dicid;dyzol
CBNumber:
CB7702086
Molecular Formula:
C12H21N2O3PS
Molecular Weight:
304.35
MOL File:
333-41-5.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:17

Diazinon Properties

Melting point >120°C (dec.)
Boiling point 306°C
Density 1.117
vapor pressure 1.2 x 10-2 Pa (25 °C)
refractive index nD20 1.4978-1.4981
Flash point 104.4 °C
storage temp. APPROX 4°C
solubility Chloroform: Slightly Soluble
pka 1.21±0.30(Predicted)
form Liquid
color Light brown to brown
Water Solubility Slightly soluble. 0.004 g/100 mL
Merck 13,3019
BRN 273790
Exposure limits OSHA PEL: TWA 0.1 mg/m3; ACGIH TLV: TWA 0.1 mg/m3.
Stability Moisture Sensitive
CAS DataBase Reference 333-41-5(CAS DataBase Reference)
IARC 2A (Vol. 112) 2017
NIST Chemistry Reference Diazinone(333-41-5)
EPA Substance Registry System Diazinon (333-41-5)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06,GHS09
Signal word  Danger
Hazard statements  H301-H410
Precautionary statements  P264-P270-P273-P301+P310-P391-P405
Hazard Codes  Xn;N,N,Xn,F
Risk Statements  22-50/53-36-20/21/22-11-51/53
Safety Statements  24/25-60-61-36-26-16-36/37
RIDADR  UN 2783/2810
OEB D
OEL TWA: 0.1 mg/m3 [skin]
WGK Germany  3
RTECS  TF3325000
HazardClass  6.1(b)
PackingGroup  III
HS Code  29335990
Toxicity LD50 in male, female rats (mg/kg): 250, 285 orally (Gaines)
NFPA 704
1
3 0

Diazinon price More Price(7)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) SAB2104610 Anti-PSMB6, (N-terminal) antibody produced in rabbit affinity isolated antibody 333-41-5 100μL ₹48873.3 2022-06-14 Buy
Sigma-Aldrich(India) SAB2104609 Anti-PSMA5 antibody produced in rabbit affinity isolated antibody 333-41-5 100μL ₹48873.3 2022-06-14 Buy
Sigma-Aldrich(India) SAB1300472 Anti-DGKD (C-term) antibody produced in rabbit IgG fraction of antiserum, buffered aqueous solution 333-41-5 100μG ₹43789.5 2022-06-14 Buy
Sigma-Aldrich(India) SAB1300449 Anti-DGKZ (C-term) antibody produced in rabbit IgG fraction of antiserum, buffered aqueous solution 333-41-5 100μG ₹43789.5 2022-06-14 Buy
Sigma-Aldrich(India) HPA063643 Anti-SUPT7L antibody produced in rabbit Prestige Antibodies? Powered by Atlas Antibodies, affinity isolated antibody 333-41-5 100μL ₹41436.3 2022-06-14 Buy
Product number Packaging Price Buy
SAB2104610 100μL ₹48873.3 Buy
SAB2104609 100μL ₹48873.3 Buy
SAB1300472 100μG ₹43789.5 Buy
SAB1300449 100μG ₹43789.5 Buy
HPA063643 100μL ₹41436.3 Buy

Diazinon Chemical Properties,Uses,Production

Description

Diazinon is a non-systemic organophosphate insecticide formerly used to control cockroaches, silverfish, ants, and fleas in residential, non-food buildings. Diazinon functions as the inhibitor of acetylcholinesterase (AChE), which breaks down the neurotransmitter acetylcholine (ACh) into [choline] and an acetate group. The inhibition of the AChE causes an abnormal accumulation of ACh in the synaptic cleft. However, recent studies have shown that diazinon and other kinds of organophosphate can cause neural toxicity through causing oxidative stress in the neural cells.

Chemical Properties

Diazinon is available as a colorless or dark brown liquid. It is sparingly soluble in water but very soluble in petroleum ether, alcohol, and benzene. Diazinon is used for the control of a variety of agricultural and household pests. These include pests in soil, on ornamental plants, fruit, vegetable, crops pests, and household pests like fl ies, fl eas, and cockroaches. Diazinon undergoes decomposition on heating above 120°C and produces toxic fumes, such as nitrogen oxides, phosphorous oxides, and sulfur oxides. It reacts with strong acids and alkalis with the possible formation of highly toxic tetra ethyl thiopyrophosphates. Diazinon is classifi ed as an RUP. Depending on the type of formulation, diazinon is classifi ed as toxicity class II, meaning moderately toxic, or toxicity class III, meaning slightly toxic.

Uses

Diazinon is used to control a wide range of sucking and chewing insects and mites in a very wide range of crops and is also used as a veterinary ectoparasiticide.

Definition

ChEBI: A member of the class of pyrimidines that is pyrimidine carrying an isopropyl group at position 2, a methyl group at position 6 and a (diethoxyphosphorothioyl)oxy group at position 4.

General Description

Diazinon is available in the form of a colourless or dark brown liquid. It is sparingly soluble in water but very soluble in petroleum ether, alcohol, and benzene. Diazinon is used for the control of a variety of agriculture and household pests. These include pests in soil, on ornamental plants, fruit, vegetable, and crops and household pests like flies, fleas, and cockroaches. Diazinon undergoes decomposition on heating above 120°C and produces toxic fumes such as nitrogen oxides, phosphorus oxides, and sulphur oxides. It reacts with strong acids and alkalis with possible formation of highly toxic tetra ethyl thiopyrophosphates. Diazinon is classified as a RUP. Depending on the type of formulation, diazinon is classified as toxicity class II, meaning moderately toxic, or toxicity class III, meaning slightly toxic.

Air & Water Reactions

The neat compound is susceptible to oxidation and should be protected from prolonged exposure to air . Insoluble in water.

Health Hazard

Humans are exposed to diazinon during manufacture and professional applications. Diazinon causes poisoning with symptoms such as headache, dizziness, nausea, weakness, feelings of anxiety, vomiting, pupillary constriction, convulsions, respiratory distress or labored breathing, unconsciousness, muscle cramp, excessive salivation, respiratory failure, and coma.

Fire Hazard

Not flammable. POISONOUS GASES ARE PRODUCED WHEN HEATED. Oxides of sulfur and of phosphorus are generated in fires.

Trade name

AG-500®; AI3-19507®; ALFA-TOX®[C]; ANTIGAL®; ANTLAK®; BASUDIN®; BAZUDEN®; CASWELL No. 342®; DACUTOX®; DASSITOX®; DAZZEL®; DIAGRAN®; DIANON®; DIATERR-FOS®; DIAZAJET®; DIAZATOL®; DIAZIDE®; DIAZINON AG 500 WBC®; DIAZINONE®; DIAZITOL®; DIAZOL®; DICID®; DIMPYLATE®; DIPOFENE®; DIZIKTOL®; DIZINON®[C]; DRAWIZON®; DYMET®; DYZOL®); D.Z.N.®; EXODIN®; FEZUDIN®; FLYTROL®; G 301®; G-24480®; GALESAN®; GARDENTOX®; GEIGY 24480®; KAYAZINON®; KAYAZOL®; NEOCIDOL® (OIL); NEOCIDOL®; NIPSAN®; NUCIDOL®; OLEODIAZINON®; ROOT GUARD; SAROLEX®[C]; SPECTRACIDE®; SROLEX®; SUZON®

Safety Profile

Poison by ingestion, skin contact, subcutaneous, intravenous, and intraperitoneal routes. Mildly toxic by inhalation. Human systemic effects by ingestion: changes in motor activity, muscle weakness, and sweating. Experimental teratogenic and reproductive effects. A skin and severe eye irritant. Human mutation data reported. When heated to decomposition it emits very toxic fumes of NOx, POx, and SOx.

Potential Exposure

roducers, formulators and applicators of this nonsystemic pesticide and acaricide. Diazinon is used in the United States on a wide variety of agricultural crops, ornamentals, domestic animals; lawns and gardens; and household pests.

Carcinogenicity

Among 23,106 male applicators participating in the Agricultural Health Study who reported using diazinon, there was an increased risk with exposure to diazinon for lung cancer, leukemia, and all cancer sites combined, although the small number of cases observed makes these estimates unreliable .

Metabolic pathway

The main route of diazinon metabolism in soil, plants and animals is through cleavage of the P-O-pyrimidine group to yield 2-isopropyl-4- methyl-6-hydroxypyrimidine. As with most other phosphorothioates, loss of the pyrimidinyl function in mammalian metabolism probably occurs either through oxidative desulfuration of the thiono group, catalysed by microsomal mixed function oxidases, to give diazoxon followed by hydrolysis catalysed by an A-esterase, or via an oxidative mechanism catalysed by a mixed function oxidase acting directly on diazinon. In the first case the second product is diethyl phosphate and in the second, diethyl phosphorothioate (Yang et al., 1971). Further metabolism then leads to hydroxylation of the methyl and isopropyl groups on the pyrimidine ring. This oxidative metabolism may the act on the pyrimidinol, diazoxon or diazinon itself, the last of which seems to be important in mammalian and avian liver and gives rise to metabolites which still have anticholinesterase or latent anticholinesterase activity.

Metabolism

The main biodegradation pathway in mammals, plants, and soils is pyrimidinyl ester bond cleavage; the principal metabolites are diethyl phosphorothioate and diethyl phosphate. Degradation in the environment involves oxidation to diazoxon and hydrolysis.

Shipping

UN2783 Organophosphorus pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.

Incompatibilities

Reaction with nitrosating agents (e.g., nitrites, nitrous gases, nitrous acid) capable of releasing carci- nogenic nitrosamines. Hydrolyzes slowly in water and dilute acid. Reacts with strong acids and alkalis with possible forma- tion of highly toxic tetraethyl thiopyrophosphates. Incompatible with copper-containing compounds. Contact with oxidizers may cause the release of phosphorous oxides. Contact with strong reducing agents, such as hydrides; may cause the formation of flammable and toxic phosphine gas.

Waste Disposal

Diazinon is hydrolyzed in acid media about 12 times as rapidly as parathion, and at about the same rate as parathion in alkaline media. In excess water this compound yields diethylthiophosphoric acid and 2-isopropyl-4-methyl-6-hydroxypyrimidine. With insufficient water, highly toxic tetraethyl monothiopyropho- sphate is formed. Therefore, incineration would be a prefer- able ultimate disposal method with caustic scrubbing of the incinerator effluent . In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by follow- ing package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.

Precautions

Workers should avoid eye contact with diazinon, wear chemical safety glasses or goggles, protective clothing or equipment, wear waterproof boots, long-sleeved shirts, long pants, and a hat. Workers should avoid contamination of food and feed, wash thoroughly after handling and before eating or smoking. In fact, occupational workers should avoid eating, drinking, or smoking in areas of work with the chemical.

References

Uner, N, et al. "Effects of diazinon on acetylcholinesterase activity and lipid peroxidation in the brain of Oreochromis niloticus." Environmental Toxicology & Pharmacology 21.3(2006):241.
Shishido, Takashi, K. Usui, and J. I. Fukami. "Oxidative metabolism of diazinon by microsomes from rat liver and cockroach fat body." Pesticide Biochemistry & Physiology 2.1(1972):27-38.
Giordano, G, et al. "Organophosphorus insecticides chlorpyrifos and diazinon and oxidative stress in neuronal cells in a genetic model of glutathione deficiency." Toxicology & Applied Pharmacology 219.2-3(2007):181.

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phosphorothioate,o,o-diethylo-6-(2-isopropyl-4-methylpyrimidyl) Phosphorothioic acid, O,O-diethyl 2-isopropyl-6-methyl-4-pyrimidinyl ester Phosphorothioic acid, O,O-diethyl O-(2-isopropyl-6-methyl-4-pyrimidinyl) ester Phosphorothioic acid, O,O-diethyl O-[6-methyl-2-(1-methylethyl)-4-pyrimidinyl] ester phosphorothioicacid,o,o-diethyl-o-(2-isopropyl-6-methyl-4-pyrimidinyl)ester phosphorothioicacid,o,o-diethylo-(2-isopropyl-6-methyl-4-pyrimidinyl)ester phosphorothioicacid,o,o-diethylo-(6-methyl-2-(1-methylethyl)-4-pyrimidinyl) phosphorothioicacid,o,o-diethylo-(isopropylmethylpyrimidinyl)ester phosphorothioicacid,o,o-diethylo-[6-methyl-2-(1-methylethyl)-4-pyrimidinyl] Phosphorothioicacid,O,O-diethylO-[6-methyl-2-(1-methylethyl)-4-pyrimidinyl]ester pt265 Sarolex Spectracide Spectracide 25EC spectracide25ec srolex terminator Thiophosphate de O,O-diethyle et de O-2-isopropyl-4-methyl-6-pyrimidyle thiophosphatedeo,o-diethyleetdeo-2-isopropyl-4-methyl-6-pyrimidyle thiophosphoricacid2-isopropyl-4-methyl-6-pyrimidyldiethylester Diazitol Dicid Diethyl 2-isopropyl-4-methyl-6-pyrimidinyl phosphorothionate Diethyl 4-(2-isopropyl-6-methylpyrimidinyl)phosphorothionate Diethyl dimpylatum diethyl2-isopropyl-4-methyl-6-pyrimidinylphosphorothionate diethyl2-isopropyl-4-methyl-6-pyrimidylthionophosphate diethyl-4-(2-isopropyl-6-methylpyrimidinyl)phosphorothionate diethyl4-(2-isopropyl-6-methylpyrimidinyl)phosphorothionate Dimpylat Dipofene Disonex dizictol Diziktol Dizinon Drawizon dyzol Ektoband ENT 19,507 ent19,507 Exodin Flytrol G 301 G-24480 g301 Galesan Garden Tox gardentox Geigy 24480 geigy24480 Isopropylmethylpyrimidyl diethyl thiophosphate isopropylmethylpyrimidyldiethylthiophosphate kayazinon kayazol Knox-out knoxout2fm knoxoutyellowjacketcontorl Meodinon