Azinphos-Methyl

An organothiophosphorus cholinesterase inhibitor. It has been used as an acaricide and as an insecticide.

General

Type : Insecticide,Organophosphate,Sulfur Compound,Organothiophosphate,Triazine

Chemical_Nomenclature : 3-(dimethoxyphosphinothioylsulfanylmethyl)-1,2,3-benzotriazin-4-one

Canonical SMILES : COP(=S)(OC)SCN1C(=O)C2=CC=CC=C2N=N1

InChI : InChI=1S\/C10H12N3O3PS2\/c1-15-17(18,16-2)19-7-13-10(14)8-5-3-4-6-9(8)11-12-13\/h3-6H,7H2,1-2H3

InChIKey : CJJOSEISRRTUQB-UHFFFAOYSA-N

Other name(s) : Phosphorodithioic acid O,O-dimethyl S-[4-oxo-1,2,3-benzotriazin-3(4H)-yl)methyl]ester,Phosphorodithioic acid O,O-dimethyl ester S ester with 3-mercaptomethyl-1,2,3-benzotriazin-4(3H)-one,Gusathion M,Gusathion,Gution zimil,Bay 9027,Bay 17147,Bayer 17147,Carfene,Cotnion-methyl,Guthion,Methyl-Guthion.


MW : 317.33

Formula : C10H12N3O3PS2

CAS_number : 86-50-0

PubChem : 2268

UniChem : CJJOSEISRRTUQB-UHFFFAOYSA-N

IUPHAR :

Wikipedia : Azinphos-methyl

Target

Families : Azinphos-Methyl ligand of proteins in family: ACHE

Stucture :

Protein :

References (20)

Title : Environmental concentrations of azinphos-methyl cause different toxic effects without affecting the main target (cholinesterases) in the freshwater gastropod Biomphalaria straminea - Cossi_2018_Ecotoxicol.Environ.Saf_162_287
Author(s) : Cossi PF , Herbert LT , Yusseppone MS , Perez AF , Kristoff G
Ref : Ecotoxicology & Environmental Safety , 162 :287 , 2018
Abstract : Cossi_2018_Ecotoxicol.Environ.Saf_162_287
ESTHER : Cossi_2018_Ecotoxicol.Environ.Saf_162_287
PubMedSearch : Cossi_2018_Ecotoxicol.Environ.Saf_162_287
PubMedID: 30005401

Title : The relationship between maternal and fetal effects following maternal organophosphate exposure during gestation in the rat - Astroff_1998_Toxicol.Ind.Health_14_869
Author(s) : Astroff AB , Young AD
Ref : Toxicol Ind Health , 14 :869 , 1998
Abstract : Astroff_1998_Toxicol.Ind.Health_14_869
ESTHER : Astroff_1998_Toxicol.Ind.Health_14_869
PubMedSearch : Astroff_1998_Toxicol.Ind.Health_14_869
PubMedID: 9891917

Title : Azinphosmethyl exposure to grass shrimp (Palaemonetes pugio) life stages with emphasis on larval acetylcholinesterase activity -
Author(s) : Key PB , Fulton MH , Layman SL , Scott GI
Ref : Bulletin of Environmental Contamination & Toxicology , 60 :645 , 1998
PubMedID: 9557206

Title : Subchronic neurotoxicity screening studies with six organophosphate insecticides: an assessment of behavior and morphology relative to cholinesterase inhibition - Sheets_1997_Fundam.Appl.Toxicol_35_101
Author(s) : Sheets LP , Hamilton BF , Sangha GK , Thyssen JH
Ref : Fundamental & Applied Toxicology , 35 :101 , 1997
Abstract : Sheets_1997_Fundam.Appl.Toxicol_35_101
ESTHER : Sheets_1997_Fundam.Appl.Toxicol_35_101
PubMedSearch : Sheets_1997_Fundam.Appl.Toxicol_35_101
PubMedID: 9024678

Title : Risk factors for systemic illnesses following agricultural exposures to restricted organophosphates in California, 1984-1988 - Weinbaum_1997_Am.J.Ind.Med_31_572
Author(s) : Weinbaum Z , Schenker MB , Gold EB , Samuels SJ , O'Malley MA
Ref : American Journal of Industrial Medicine , 31 :572 , 1997
Abstract : Weinbaum_1997_Am.J.Ind.Med_31_572
ESTHER : Weinbaum_1997_Am.J.Ind.Med_31_572
PubMedSearch : Weinbaum_1997_Am.J.Ind.Med_31_572
PubMedID: 9099360

Title : Matrix solid-phase dispersion extraction procedure for multiresidue pesticide analysis in oranges - Torres_1996_J.Chromatogr.A_719_95
Author(s) : Torres CM , Pico Y , Redondo MJ , Manes J
Ref : Journal of Chromatography A , 719 :95 , 1996
Abstract : Torres_1996_J.Chromatogr.A_719_95
ESTHER : Torres_1996_J.Chromatogr.A_719_95
PubMedSearch : Torres_1996_J.Chromatogr.A_719_95
PubMedID: 8589838

Title : Effect of pesticide mixtures on in vitro nervous cells: comparison with single pesticides - Marinovich_1996_Toxicology_108_201
Author(s) : Marinovich M , Ghilardi F , Galli CL
Ref : Toxicology , 108 :201 , 1996
Abstract : Marinovich_1996_Toxicology_108_201
ESTHER : Marinovich_1996_Toxicology_108_201
PubMedSearch : Marinovich_1996_Toxicology_108_201
PubMedID: 8658539

Title : A Point Mutation of Acetylcholinesterase Associated with Azinphosmethyl Resistance and Reduced Fitness in Colorado Potato Beetle - Zhu_1996_Pestic.Biochem.Physiol_55_100
Author(s) : Zhu KY , Lee SH , Clark JM
Ref : Pestic Biochem Physiol , 55 :100 , 1996
Abstract : Zhu_1996_Pestic.Biochem.Physiol_55_100
ESTHER : Zhu_1996_Pestic.Biochem.Physiol_55_100
PubMedSearch : Zhu_1996_Pestic.Biochem.Physiol_55_100
PubMedID: 8980034
Gene_locus related to this paper: lepde-ACHE

Title : Selective, solid-matrix dispersion extraction of organophosphate pesticide residues from milk - Di Muccio_1996_J.Chromatogr.A_754_497
Author(s) : Di Muccio A , Pelosi P , Camoni I , Attard Barbini D , Dommarco R , Generali T , Ausili A
Ref : Journal of Chromatography A , 754 :497 , 1996
Abstract : Di Muccio_1996_J.Chromatogr.A_754_497
ESTHER : Di Muccio_1996_J.Chromatogr.A_754_497
PubMedSearch : Di Muccio_1996_J.Chromatogr.A_754_497
PubMedID: 8997741

Title : Genotoxicity assay of five pesticides and their mixtures in Saccharomyces cerevisiae D7 - Bianchi_1994_Mutat.Res_321_203
Author(s) : Bianchi L , Zannoli A , Pizzala R , Stivala LA , Chiesara E
Ref : Mutat Res , 321 :203 , 1994
Abstract : Bianchi_1994_Mutat.Res_321_203
ESTHER : Bianchi_1994_Mutat.Res_321_203
PubMedSearch : Bianchi_1994_Mutat.Res_321_203
PubMedID: 7515158

Title : Mixtures of benomyl, pirimiphos-methyl, dimethoate, diazinon and azinphos-methyl affect protein synthesis in HL-60 cells differently - Marinovich_1994_Toxicology_94_173
Author(s) : Marinovich M , Guizzetti M , Galli CL
Ref : Toxicology , 94 :173 , 1994
Abstract : Marinovich_1994_Toxicology_94_173
ESTHER : Marinovich_1994_Toxicology_94_173
PubMedSearch : Marinovich_1994_Toxicology_94_173
PubMedID: 7801320

Title : Monitoring Peach Harvest Workers Exposed to Azinphosmethyl Residues in Sutter County, California, 1991 - Schneider_1994_Environ.Health.Perspect_102_580
Author(s) : Schneider F , Steenland K , Hernandez B , Wilson B , Krieger R , Spencer J , Margetich S
Ref : Environmental Health Perspectives , 102 :580 , 1994
Abstract : Schneider_1994_Environ.Health.Perspect_102_580
ESTHER : Schneider_1994_Environ.Health.Perspect_102_580
PubMedSearch : Schneider_1994_Environ.Health.Perspect_102_580
PubMedID: 9679119

Title : Safety\/risk assessment of pesticides: principles, procedures and examples - Lu_1992_Toxicol.Lett_64_783
Author(s) : Lu FC , Dourson ML
Ref : Toxicol Lett , 64-65 :783 , 1992
Abstract : Lu_1992_Toxicol.Lett_64_783
ESTHER : Lu_1992_Toxicol.Lett_64_783
PubMedSearch : Lu_1992_Toxicol.Lett_64_783
PubMedID: 1471237

Title : Determination of organophosphorous and carbamate insecticides by flow injection analysis - Kumaran_1992_Anal.Biochem_200_187
Author(s) : Kumaran S , Tran-Minh C
Ref : Analytical Biochemistry , 200 :187 , 1992
Abstract : Kumaran_1992_Anal.Biochem_200_187
ESTHER : Kumaran_1992_Anal.Biochem_200_187
PubMedSearch : Kumaran_1992_Anal.Biochem_200_187
PubMedID: 1595894

Title : Dialkylphosphorus metabolites in the urine and activities of esterases in the serum as biochemical indices for human absorption of organophosphorus pesticides - Drevenkar_1991_Arch.Environ.Contam.Toxicol_20_417
Author(s) : Drevenkar V , Radic Z , Vasilic Z , Reiner E
Ref : Archives of Environmental Contamination & Toxicology , 20 :417 , 1991
Abstract : Drevenkar_1991_Arch.Environ.Contam.Toxicol_20_417
ESTHER : Drevenkar_1991_Arch.Environ.Contam.Toxicol_20_417
PubMedSearch : Drevenkar_1991_Arch.Environ.Contam.Toxicol_20_417
PubMedID: 1650168

Title : Monitoring Ontario-grown apples for pest control chemicals used in their production, 1978-86 - Frank_1989_Food.Addit.Contam_6_227
Author(s) : Frank R , Braun HE , Ripley BD
Ref : Food Additives & Contaminants , 6 :227 , 1989
Abstract : Frank_1989_Food.Addit.Contam_6_227
ESTHER : Frank_1989_Food.Addit.Contam_6_227
PubMedSearch : Frank_1989_Food.Addit.Contam_6_227
PubMedID: 2924979

Title : Sister-chromatid exchanges and cell-cycle delay in Chinese hamster V79 cells treated with 9 organophosphorus compounds (8 pesticides and 1 defoliant) - Chen_1982_Mutat.Res_103_307
Author(s) : Chen HH , Sirianni SR , Huang CC
Ref : Mutat Res , 103 :307 , 1982
Abstract : Chen_1982_Mutat.Res_103_307
ESTHER : Chen_1982_Mutat.Res_103_307
PubMedSearch : Chen_1982_Mutat.Res_103_307
PubMedID: 6211614

Title : Acute oral and percutaneous toxicity of phosalone in the rat, in comparison with azinphosmethyl and parathion -
Author(s) : Pasquet J , Mazuret A , Fournel J , Koenig FH
Ref : Toxicol Appl Pharmacol , 37 :85 , 1976
PubMedID: 968909

Title : Die insektiziden Phosphorsaureester - Schrader_1961_Angew.Chem_69_86
Author(s) : Schrader G
Ref : Angewandte Chemie , 69 :86 , 1957
Abstract : Schrader_1961_Angew.Chem_69_86
ESTHER : Schrader_1961_Angew.Chem_69_86
PubMedSearch : Schrader_1961_Angew.Chem_69_86
PubMedID:

Title : Neuer spezifischer Nachweis des lnsektizides Bayer 17147 Gusathion - Wollenberg_1956_Angew.Chem_68_41
Author(s) : Wollenberg O , Schrader G
Ref : Angewandte Chemie , 68 :41 , 1956
Abstract : Wollenberg_1956_Angew.Chem_68_41
ESTHER : Wollenberg_1956_Angew.Chem_68_41
PubMedSearch : Wollenberg_1956_Angew.Chem_68_41
PubMedID: