Pirimiphos-methyl

Names

[ Name ]:
Pirimiphos-methyl

[Synonym ]:
Tomahawk
Blex
Actelic
oms1424
O,O-dimethyl-O-(2-diethyl-amino-6-methylpyrimidine-4-yl)
O-[2-(Diethylamino)-6-methylpyrimidin-4-yl] O,O-dimethyl phosphorothioate
pirimiphos methyl
sybol2
O-[2-(Diethylamino)-6-methyl-4-pyrimidinyl] O,O-dimethyl phosphorothioate
MFCD00055366
O-[2-(Diethylamino)-6-methylpyrimidin-4-yl]-O,O-dimethylthiophosphat
Sybol
Pirimifos-methyl
Pirimiphos-methyl
aktelik
O-2-diethylamino-6-methylpyrimidin-4-yl O,O-dimethyl phosphorothioate
O-[2-(Diethylamino)-6-methyl-4-pyrimidinyl]-O,O-dimethylthiophosphat
O-2-diethylamino-6-methylpyrimidin-4-yl-O,O-dimethylphosphorothioate
ACTELLIC
PP511
Phosphorothioic acid, O-[2-(diethylamino)-6-methyl-4-pyrimidinyl] O,O-dimethyl ester
EINECS 249-528-5
Thiophosphate de O-[2-(diéthylamino)-6-méthyl-4-pyrimidinyle] et de O,O-diméthyle
Silosan

Biological Activity

[Description]:

Pirimiphos-methyl is a rapid-acting organophosphorus insecticide and acaricide, causing inhibition of AChE in target organisms. Pirimiphos-methyl is often used for prevention and control of beetles, snout beetles, moths and Ephestia cautella during storage of agricultural grains[1][2][3].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Neuronal Signaling >> AChE

[References]

[1]. Shizhuang Weng, et al. Detection of Pirimiphos-Methyl in Wheat Using Surface-Enhanced Raman Spectroscopy and Chemometric Methods. Molecules. 2019 Apr 30;24(9):1691.

[2]. Pål A Olsvik, et al. In Vitro Toxicity of Pirimiphos-Methyl in Atlantic Salmon Hepatocytes. Toxicol In Vitro. 2017 Mar;39:1-14.

[3]. Esther Borrás, et al. Atmospheric Degradation of the Organothiophosphate Insecticide - Pirimiphos-methyl. Sci Total Environ. 2017 Feb 1;579:1-9.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
386.5±52.0 °C at 760 mmHg

[ Melting Point ]:
15°C

[ Molecular Formula ]:
C₁₁H₂₀N₃O₃PS

[ Molecular Weight ]:
305.334

[ Flash Point ]:
187.6±30.7 °C

[ Exact Mass ]:
305.096283

[ PSA ]:
98.61000

[ LogP ]:
4.00

[ Vapour Pressure ]:
0.0±0.9 mmHg at 25°C

[ Index of Refraction ]:
1.555

[ Storage condition ]:
APPROX 4°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: TF1410000

CHEMICAL NAME :: Phosphorothioic acid, O-(2-(diethylamino)-6-methyl-4-pyrimidinyl) O,O-dimethyl ester

CAS REGISTRY NUMBER :: 29232-93-7

LAST UPDATED :: 199710

DATA ITEMS CITED :: 22

MOLECULAR FORMULA :: C11-H20-N3-O3-P-S

MOLECULAR WEIGHT :: 305.37

WISWESSER LINE NOTATION :: T6N CNJ BN2&2 DOPS&O1&O1 F1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1250 mg/kg

TOXIC EFFECTS :: Behavioral - tremor Behavioral - ataxia Lungs, Thorax, or Respiration - respiratory stimulation

TYPE OF TEST :: LC - Lethal concentration

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >150 mg/m3/4H

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >4592 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1180 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1180 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 1150 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: >2 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 1 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Bird - chicken

DOSE/DURATION :: 30 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Bird - quail

DOSE/DURATION :: 140 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - species unspecified

DOSE/DURATION :: 2 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 10736 mg/kg/9W-I

TOXIC EFFECTS :: Brain and Coverings - other degenerative changes Blood - other changes Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - true cholinesterase

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1 gm/kg/4W-I

TOXIC EFFECTS :: Blood - change in clotting factors Blood - changes in erythrocyte (RBC) count Blood - changes in leukocyte (WBC) count

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 601 mg/kg/26W-I

TOXIC EFFECTS :: Kidney, Ureter, Bladder - proteinuria Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol) Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - true cholinesterase

TYPE OF TEST :: TCLo - Lowest published toxic concentration

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 24 mg/m3/4H/17W-I

TOXIC EFFECTS :: Brain and Coverings - recordings from specific areas of CNS Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - true cholinesterase

TYPE OF TEST :: Cytogenetic analysis

MUTATION DATA

TEST SYSTEM :: Rodent - mouse

DOSE/DURATION :: 400 mg/kg/5D (Continuous)

REFERENCE :: BECTA6 Bulletin of Environmental Contamination and Toxicology. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) V.1- 1966- Volume(issue)/page/year: 36,680,1986 *** REVIEWS *** TOXICOLOGY REVIEW RREVAH Residue Reviews. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) V.1- 1962- Volume(issue)/page/year: 63,1,1976 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989

Safety Information

[ Symbol ]:

GHS07, GHS09

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H410

[ Precautionary Statements ]:
P273-P301 + P312 + P330-P391-P501

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
F: Flammable;Xn: Harmful;N: Dangerous for the environment;

[ Risk Phrases ]:
R22;R50/53;R67;R65;R38;R11

[ Safety Phrases ]:
S60-S61-S62

[ RIDADR ]:
UN3082 9/PG 3

[ RTECS ]:
TF1410000

[ HS Code ]:
2933599011

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933599011

[ Summary ]:
2933599011 o-(2-(diethylamino)-6-methylpyrimidin-4-yl) o,o-dimethyl phosphorothioate。supervision conditions:s(import or export registration certificate for pesticides)。VAT:17.0%。tax rebate rate:9.0%。MFN tarrif:6.5%。general tariff:20.0%

Articles

Mosquito larvicidal activity of active constituent derived from Chamaecyparis obtusa leaves against 3 mosquito species.

J. Am. Mosq. Control Assoc. 21(4) , 400-3, (2005)

Mosqutio larvicidal activity of Chamaecyparis obtusa leaf-derived materials against the 4th-stage larvae of Aedes aegypti (L.), Ochlerotatus togoi (Theobald), and Culex pipiens pallens (Coquillett) wa...

Erythropoietic response and hematological parameters in the catfish Clarias albopunctatus exposed to sublethal concentrations of actellic.

Ecotoxicol. Environ. Saf. 62(3) , 436-40, (2005)

Clarias albopunctatus fingerlings were subjected to sublethal concentrations (0, 0.3, 0. 5, 0.8, and 1.0microg/L) of actellic for 18 days in a static bioassay system. The hemoglobin, erythrocyte count...

Evaluation of immunotoxicity induced by pirimiphos-methyl in male Balb/c mice following exposure to for 28 days.

J. Toxicol. Environ. Health A 70(15-16) , 1278-87, (2007)

Pirimiphos-methyl (O-2-diethylamino-6-methylpyrimidin-4-yl O,O-dimethyl phosphorothioate: POM) is widely used organophosphorous (OP) insecticide as a grain protectant to control insects during storage...