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Methidathion

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
MDL Number:
MFCD00055286
MOL File:
950-37-8.mol
MSDS File:
SDS
Last updated:2024-03-14 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)
EWG's Food Scores 9
FDA UNII Y2P145U7KK
NIST Chemistry Reference Methidathion(950-37-8)
EPA Substance Registry System Methidathion (950-37-8)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
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(9)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 74189 Methidathion certified reference material, TraceCERT? 950-37-8 50MG $214 2024-03-01 Buy
Sigma-Aldrich 36158 Methidathion PESTANAL 950-37-8 100mg $63.3 2024-03-01 Buy
Cayman Chemical 24144 Methidathion ≥98% 950-37-8 100mg $29 2024-03-01 Buy
TRC M260250 Methidathion 950-37-8 10g $340 2021-12-16 Buy
Medical Isotopes, Inc. 41293 Methidathion 950-37-8 10g $775 2021-12-16 Buy
Product number Packaging Price Buy
74189 50MG $214 Buy
36158 100mg $63.3 Buy
24144 100mg $29 Buy
M260250 10g $340 Buy
41293 10g $775 Buy

Methidathion Chemical Properties,Uses,Production

Description

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

Description

Methidathion is an organophosphate insecticide that inhibits insect cholinesterase. It reduces cattle lice (L. vituli, D. bovis, and H. eurysternus) infestation by 99.1% when administered topically at a dose of 3.5 mg/kg. Methidathion is selectively toxic to lice over cattle, only inhibiting cattle plasma acetylcholinesterase activity by 20% with no effect on survival when administered topically at a dose of 24 mg/kg. It increases sister chromatid exchange (SCE) in a concentration-dependent manner and induces cell cycle arrest at the M1 phase in V79 cells when used at a concentration of 40 μg/ml. Dietary administration of methidathion (1.4-4.7 mg/kg) increases alanine aminotransferase, aspartate aminotransferase, sorbitol dehydrogenase, and alkaline phosphatase activity, inhibits cholinesterase, and induces chronic liver inflammation in male beagle dogs. It also induces loss of striation and myocytolysis of cardiomyocytes and reduces serum cholinesterase activity in rats when administered orally at a dose of 5 mg/kg.

Chemical Properties

Crystalline solid. Almost insoluble in water; soluble in common organic solvents.

Chemical Properties

Methidathion is a colorless crystalline solid.

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

Insecticide and acaricide.

Uses

Methidathion is used to control a wide range of insects in many different crops.

Uses

Insecticide, acaricide.

Uses

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

Definition

ChEBI: Methidathion is an organic thiophosphate and an organothiophosphate insecticide. It has a role as an EC 3.1.1.7 (acetylcholinesterase) inhibitor, an acaricide and an agrochemical. It is functionally related to a 5-methoxy-1,3,4-thiadiazol-2(3H)-one.

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

Acute and prolonged exposures to methidathion cause poisoning in animals and humans. The symptoms include, but are not limited to, nausea, vomiting, cramps, diarrhea, salivation, headache, dizziness, muscle twitching, diffi culty breathing, blurred vision, and tightness in the chest, pulmonary edema, respiratory depression, and respiratory paralysis. Acute exposures to high concentrations of methidathion cause intense breathing problems, including paralysis of the respiratory muscles.

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

Potential Exposure

Those involved in the manufacture, formulation, and application of this nonsystemic insecticide.

First aid

If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Speed in removing material from skin is of extreme importance. Shampoo hair promptly if contaminated. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit. Keep victim quiet and maintain normal body temperature. Effects may be delayed; keep victim under observation.

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.

storage

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

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

Degradation

Methidathion is rapidly hydrolysed in alkaline solution but it is relatively stable in neutral and slightly acidic media. The DT50 for hydrolysis at pH 13 (25 °C) was 30 min (PM).

Toxicity evaluation

The acute oral LD50 for rats is 25–54 mg/kg. Inhalation LC50 (4 h) for rats is 3.6 mg/L air. NOEL (2 yr) for rats is 4 mg/kg diet (0.2 mg/kg/d). ADI is 1 μg/kg b.w. Methidathion administered to animals is rapidly metabolized and excreted.

Incompatibilities

None listed

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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View Lastest Price from Methidathion manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Methidathion pictures 2019-07-06 Methidathion
950-37-8
US $1.00 / kg 1kg 99% Customized Career Henan Chemical Co
  • Methidathion pictures
  • Methidathion
    950-37-8
  • US $1.00 / kg
  • 99%
  • Career Henan Chemical Co
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