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Methidathion

Methidathion Structure
CAS No.
950-37-8
Chemical Name:
Methidathion
Synonyms
DMTP;faat;sphat;oms844;NC2964;gs13005;hionate;OMS 844;Somonil;gs-13005
CBNumber:
CB4160797
Molecular Formula:
C6H11N2O4PS3
Molecular Weight:
302.33
MOL File:
950-37-8.mol
MSDS File:
SDS
Modify Date:
2024/3/14 15:18:26

Methidathion Properties

Melting point 39-40°C
Boiling point 347.7±52.0 °C(Predicted)
Density 1.51 g/cm3
vapor pressure 2.5×10-4 Pa (20 °C)
Flash point 100 °C
storage temp. 0-6°C
solubility DMSO (Slightly), Methanol (Slightly)
pka -4.17±0.40(Predicted)
form solid
color Colourless
Water Solubility 0.024 g/100 mL
BRN 619915
Stability Air Sensitive, Moisture Sensitive
CAS DataBase Reference 950-37-8(CAS DataBase Reference)
NIST Chemistry Reference Methidathion(950-37-8)
EPA Substance Registry System Methidathion (950-37-8)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05,GHS06,GHS09
Signal word  Danger
Hazard statements  H300+H310+H330-H318-H410
Precautionary statements  P262-P273-P280-P302+P352+P310-P304+P340+P310-P305+P351+P338
Hazard Codes  T+;N,N,T+
Risk Statements  21-28-50/53-41-26-24
Safety Statements  22-28-36/37-45-60-61-39-26
RIDADR  UN 2811
WGK Germany  3
RTECS  TE2100000
HazardClass  6.1(a)
PackingGroup  II
Toxicity LD50 in adult male, female rats (mg/kg): 31, 32 orally (Gaines, Linder)
NFPA 704
1
3 0

Methidathion price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 74189 Methidathion certified reference material, TraceCERT? 950-37-8 50MG ₹17222.58 2022-06-14 Buy
Sigma-Aldrich(India) 36158 Methidathion PESTANAL?, analytical standard 950-37-8 100MG ₹5639.83 2022-06-14 Buy
Product number Packaging Price Buy
74189 50MG ₹17222.58 Buy
36158 100MG ₹5639.83 Buy

Methidathion Chemical Properties,Uses,Production

Description

Methidation is used as an insecticide. Cross-sensitivity was described to dichlorvos.

Chemical Properties

Methidathion is a colorless crystalline pesticide at room temperature. It is sparingly soluble in water, but very soluble in octanol, ethanol, xylene, acetone, and cyclohexane. Methidathion is a non-systemic organophosphorous insecticide and acaricide with stomach and contact action. It is used to control a variety of insects and mites on crops and fruit plants. Methidathion is highly toxic to animals and humans. The US EPA grouped methidathion as a class I toxic substance and as an RUP.

Uses

Methidathion is an organophosphate insecticide and was examined for human health and toxicological concerns.

General Description

Methidathion is a colourless crystalline pesticide at room temperature. It is sparingly soluble in water but very soluble in octanol, ethanol, xylene, acetone, and cyclohexane.

Air & Water Reactions

Stable in neutral or weak acid solution. Hydrolyzed by alkali. [EPA, 1998].

Reactivity Profile

Organophosphates, such as Methidathion, are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides.

Hazard

Toxic by ingestion, a cholinesterase inhibitor.

Health Hazard

Methidathion is poisonous to humans. Its toxic effects are by action on the nervous system. Human volunteers ingesting 0.11 mg/kg/day for 6 weeks had no clinical effects.

Fire Hazard

(Non-Specific -- Organophosphorus Pesticide, n.o.s.) Container may explode in heat of fire. Fire and runoff from fire control water may produce irritating or poisonous gases. Stable in neutral or weak acid solution. Hydrolyzed by alkali.

Agricultural Uses

Insecticide: A U.S. EPA restricted Use Pesticide (RUP). Not approved for use in EU countries . There are no residential uses for methidathion. Methidathion is a non-systemic organophosphate insecticide and acaricide with stomach and contact action. The compound is used to control a variety of insects and mites in many crops such as nuts, artichokes, olives, cotton, fruits, vegetables, tobacco, alfalfa, and sunflowers, and also in greenhouses and on rose cultures. It is especially useful against scale insects.

Trade name

CIBA-GEIGY® GS 13005®; COBRACIDE®; FISONS NC® 2964; GEIGY® 13005; GS-13005®; SOMONIC®; SOMONIL®; SURPRACIDE®; SUPRATHION®; ULTRACID®; ULTRACIDE®

Contact allergens

Methidation is an organophosphorus compound used as an insecticide. Cross-sensitivity was described to Dichlorvos.

Safety Profile

Poison by ingestion and skin contact. Moderately toxic by inhalation. Human mutation data reported. Human systemic effects: coma, lachrymation, miosis. A severe eye irritant. An insecticide. When heated to decomposition it emits very toxic fumes of NOx, POx, and SOx

Carcinogenicity

In a chronic toxicity/carcinogenicity study, rats were fed diets with 0, 4, 40, or 100 ppm methidathion (equivalent to 0, 0.16, 1.72, or 4.91 mg/kg/day (males) and 0, 0.22, 2.20, or 6.93 mg/kg/day (females)) for 2 years, and there was no evidence of carcinogenicity in either males or females . Body weight decreases occurred in both sexes at the highest dose throughout the study.

Environmental Fate

Photolytic. When methidathion in an aqueous buffer solution (25°C and pH 7.0) was exposed to filtered UV light (l >290 nm) for 24 hours, 17% decomposed to 5-methoxy- 3H-1,3,4-thiadiazol-2-one. At 50°C, 56% was degraded after 24 hours. Degradation occurred via hydrolysis of the thiol bond of the phosphorodithioic ester. Under acidic and alkaline conditions, hydrolytic cleavage occurred at the C-S and P-S bonds, respectively (Burkhard and Guth, 1979). Smith et al. (1978) demonstrated that methidathion degraded to methidathion oxon at a faster rate in six air-dried soils than in moist soils. Half-lives for methidathion in the air-dried soils ranged from 19 to 110 days. In addition, methidathion degraded faster in an air-dried soil exposed to ozone (half-lives 2.5 to 7.0 days).
Chemical/Physical. Emits toxic fumes of phosphorus, nitrogen and sulfur oxides when heated to decomposition (Sax and Lewis, 1987). Methidathion oxon was also found in fogwater collected near Parlier, CA (Glotfelty et al., 1990). It was suggested

Metabolic pathway

The main route of methidathion metabolism in animals and plants is via hydrolysis or oxidation (or hydrolysis of the oxon) to yield the 3- thiomethyl-5-methoxy-1,3,4-thiadiazoldee rivative. This may either lose methanethiol to yield the methoxy-1,3,4thiadiazolinone or be conjugated as the cysteine derivative via a route involving desmethylmethidathion (in plants). In plants and mammals an additional route involves the methylation of the thiomethyl methoxy-1,3,4-thiadiazolinone derivative by S-adenosylmethionine followed by oxidation to the corresponding sulfoxide and sulfone which are excreted in the urine in mammals. Another route of detoxification in insects, plants and mammals is via demethylation of the 5-methoxy group of the 1,3,4-thiadiazolinone ring to form a metabolite which may be conjugated in plants. As is common with many phosphorothioates, the active acetylcholinesterase inhibitor, methidaoxon, is usually detected in metabolism studies but at very low concentration due to its rapid rate of hydrolysis.

Metabolism

The principal degradation route is similar both in animals and plants, that is, cleavage of the P?S bond via oxidative desulfuration (activation) to the oxon followed by hydrolysis to O,O-dimethyl hydrogen phosphorothioate and the 3-thiomethyl-5-methoxythiadiazole derivative, which is further degraded or conjugated. Methidathion is rapidly degraded in soil; DT50 in soil is 3–18 d.

Shipping

Color code—Blue: Health Hazard/Poison: Store in a secure poison location. Prior to working with this chemical, personnel should be trained on its proper handling and storage. Store in tightly closed containers in a cool, wellventilated area

Waste Disposal

Treat with strong alkali, mix with soil and bury in the case of small quantities. For large quantities, use incineration with effluent gas scrubbing

Precautions

Occupational workers should be very careful during use and chemical management of methidathion. As this chemical substance is a highly toxic pesticide, it has been grouped by the US EPA as toxicity class I. The containers and labels of the products should bear the signal word DANGER. Methidathion is an RUP, except for use in nurseries, and on saffl ower and sunfl owers.

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faat Fisons nc 2964 fisonsnc2964 Geigy 13005 Geigy GS 13005 geigy13005 geigygs-13005 GS 13005 gs13005 gs-13005 hiolothionate hionate italian) lothionate Medathion Methidathion 50S methidathion50s metidation o,o’-dimethyl-s-((2-methoxy-1,3,4-thiadiazole-5(4h)-one-4-yl)methyl)dithiophos O,O-Dimethyl S-(5-methoxy-1,3,4-thiadiazolinyl-3-methyl) dithiophosphate O,O-Dimethyl-S-((2-methoxy-1,3,4 (4H)-thiodiazol-5-on-4-yl)-methyl)-dithiofosfaat o,o-dimethyl-s-((2-methoxy-1,3,4(4h)-thiodiazol-5-on-4-yl)-methyl)-dithiofos o,o-dimethyl-s-((2-methoxy-1,3,4(4h)thiodiazol-5-on-4-yl)-methyl)-dithiofosfaat o,o-dimethyls-(2,3-dihydro-5-methoxy-2-oxo-1,3,4-thiadiazol-3-ylmethyl)phos O,O-Dimethyl-S-(2-methoxy-1,3,4-thiadiazol-5(4H)-onyl-(4)-methyl) phosphorodithioate O,O-Dimetil-S-((2-metossi-1,3,4-(4H)-tiadiazol-5-on-4-il)-metil)-ditifosfato o,o-dimetil-s-((2-metossi-1,3,4-(4h)-tiadiazol-5-on-4-il)-metil)-ditiofosfato( o-dimethylester OMS 844 oms844 Phosphorodithioic acid, O,O-dimethyl ester, S-ester with 4-(mercaptomethyl)-2-methoxy-delta2-1,3,4-thiadiazolin-5-one Phosphorodithioic acid, S-[(5-methoxy-2-oxo-1,3,4-thiadiazol-3(2H)-yl)methyl] O,O-dimethyl ester phosphorodithioicacid,o,o-dimethylester,s-esterwith4-(mercaptomethyl)-2-m phosphorodithioicacids-[(5-methoxy-2-oxo-1,3,4-thiadiazol-3(2h)-yl)methyl]o, s-((2-methoxy-5-oxo-1,3,4-thia-diazolin-4-yl)methyl)dimethylphosphorothiolot S-((5-Methoxy-2-oxo-1,3,4-thiadiazol-3(2H)-yl)methyl) O,O-dimethyl phosphorodithioate s-((5-methoxy-2-oxo-1,3,4-thiadiazol-3(2h)-yl)methyl)o,o-dimethylphosphorod S-(2,3-Dihydro-5-methoxy-2-oxo-1,3,4-thiadiazol-3-methyl) dimethyl phosphorothiolothionate s-(2,3-dihydro-5-methoxy-2-oxo-1,3,4-thiadiazol-3-methyl)dimethylphosphorot s-(2,3-dihydro-5-methoxy-2-oxo-1,3,4-thiadiazol-3-methyl)dimethylphosphorothio S-[(5-Methoxy-2-oxo-1,3,4-thiadiazol-3(2H)-yl)methyl] o,o-dimethyl dithiophosphate s[[5-methoxy-2-oxo-1,3,4-thiadiazol-3(2h)-yl]methyl]o,o-dimethylphosphorodithi s-2,3-dihydro-5-methoxy-2-oxo-1,3,4-thiadiazol-3-ylmethylo,o-dimethylphosphor S-2-Metoksy-1,3,4-tiadiazolo-5-on-N-metylo-O,O-dwumetylowy Somonil sphat Supracid supracideulvair Ultracid Ultracid 40 Ultracid 40 none ultracid40 ultracidec40 ultracideciba-geigy ultracideulvair250 METHIDATHION, 1GM, NEAT NC2964 Methidathion Solution, 100ppm