Fenamiphos

Trade names for products containing fenamiphos include Bay 68138, Nemacur and Phenamiphos. It may be found in formulations with other pesticides such as isofenphos, carbofuran and disulfoton

General

Type : Organophosphate, Sulfur Compound

Chemical_Nomenclature : ethyl 4-methylthio-m-tolyl isopropylphosphoramidate

Canonical SMILES : CCOP(=O)(NC(C)C)OC1=CC(=C(C=C1)SC)C

InChI : InChI=1S\/C13H22NO3PS\/c1-6-16-18(15,14-10(2)3)17-12-7-8-13(19-5)11(4)9-12\/h7-10H,6H2,1-5H3,(H,14,15)

InChIKey : ZCJPOPBZHLUFHF-UHFFFAOYSA-N

Other name(s) : Bay 68138  ||  Bay SRA 3886  ||  Nemacur  ||  Nemacur(R)


MW : 303.40

Formula : C13H22NO3PS

CAS_number : 22224-92-6

PubChem : 31070

UniChem : ZCJPOPBZHLUFHF-UHFFFAOYSA-N

Wikipedia : Fenamiphos

Target

Families : Fenamiphos ligand of proteins in family
ACHE

Structure :
2WU3 2WU4 2JGK 2JGF

Protein :
mouse-ACHE

References (28)

Title : The ACE genes in Aphelenchoides besseyi isolates and their expression correlation to the fenamiphos treatment - Hsu_2022_Sci.Rep_12_1975
Author(s) : Hsu JK , Weng CW , Chen JJW , Chen PJ
Ref : Sci Rep , 12 :1975 , 2022
Abstract :
PubMedSearch : Hsu_2022_Sci.Rep_12_1975
PubMedID: 35132122
Gene_locus related to this paper: 9bila-MT431320 , 9bila-MT431322 , 9bila-MT431324

Title : Biological Testing of Organophosphorus-Inactivated Acetylcholinesterase Oxime Reactivators Identified via Virtual Screening - Berberich_2016_Chem.Res.Toxicol_29_1534
Author(s) : Berberich JA , Stouch TR , Manepalli S , Esposito EX , Madura JD
Ref : Chemical Research in Toxicology , 29 :1534 , 2016
Abstract :
PubMedSearch : Berberich_2016_Chem.Res.Toxicol_29_1534
PubMedID: 27494215

Title : Ortho-7 bound to the active-site gorge of free and OP-conjugated acetylcholinesterase: Cation-pi interactions - Pathak_2016_Biopolymers_105_10
Author(s) : Pathak AK , Bandyopadhyay T
Ref : Biopolymers , 105 :10 , 2016
Abstract :
PubMedSearch : Pathak_2016_Biopolymers_105_10
PubMedID: 26270602

Title : In vitro study of the neuropathic potential of the organophosphorus compounds fenamiphos and profenofos: Comparison with mipafox and paraoxon - Emerick_2015_Toxicol.In.Vitro_29_1079
Author(s) : Emerick GL , Fernandes LS , de Paula ES , Barbosa F, Jr. , Santos NA , Santos AC
Ref : Toxicol In Vitro , 29 :1079 , 2015
Abstract :
PubMedSearch : Emerick_2015_Toxicol.In.Vitro_29_1079
PubMedID: 25910916

Title : Botanical nematicides: a review - Ntalli_2012_J.Agric.Food.Chem_60_9929
Author(s) : Ntalli NG , Caboni P
Ref : Journal of Agricultural and Food Chemistry , 60 :9929 , 2012
Abstract :
PubMedSearch : Ntalli_2012_J.Agric.Food.Chem_60_9929
PubMedID: 22973877

Title : Esterase metabolism of cholinesterase inhibitors using rat liver in vitro - Moser_2011_Toxicology_281_56
Author(s) : Moser VC , Padilla S
Ref : Toxicology , 281 :56 , 2011
Abstract :
PubMedSearch : Moser_2011_Toxicology_281_56
PubMedID: 21237238

Title : Isolation and characterization of fenamiphos degrading bacteria - Cabrera_2010_Biodegradation_21_1017
Author(s) : Cabrera JA , Kurtz A , Sikora RA , Schouten A
Ref : Biodegradation , 21 :1017 , 2010
Abstract :
PubMedSearch : Cabrera_2010_Biodegradation_21_1017
PubMedID: 20464454

Title : Enantioselective interaction with acetylcholinesterase of an organophosphate insecticide fenamiphos - Wang_2010_Chirality_22_612
Author(s) : Wang C , Zhang N , Li L , Zhang Q , Zhao M , Liu W
Ref : Chirality , 22 :612 , 2010
Abstract :
PubMedSearch : Wang_2010_Chirality_22_612
PubMedID: 19899158

Title : Crystal structures of oxime-bound fenamiphos-acetylcholinesterases: reactivation involving flipping of the His447 ring to form a reactive Glu334-His447-oxime triad - Hornberg_2010_Biochem.Pharmacol_79_507
Author(s) : Hornberg A , Artursson E , Warme R , Pang YP , Ekstrom F
Ref : Biochemical Pharmacology , 79 :507 , 2010
Abstract :
PubMedSearch : Hornberg_2010_Biochem.Pharmacol_79_507
PubMedID: 19732756
Gene_locus related to this paper: mouse-ACHE

Title : Distinct patterns of gene and protein expression elicited by organophosphorus pesticides in Caenorhabditis elegans - Lewis_2009_BMC.Genomics_10_202
Author(s) : Lewis JA , Szilagyi M , Gehman E , Dennis WE , Jackson DA
Ref : BMC Genomics , 10 :202 , 2009
Abstract :
PubMedSearch : Lewis_2009_BMC.Genomics_10_202
PubMedID: 19402892

Title : Multivariate analysis of toxicological and environmental properties of soil nematicides - Sanchez-Moreno_2009_Pest.Manag.Sci_65_82
Author(s) : Sanchez-Moreno S , Alonso-Prados E , Alonso-Prados JL , Garcia-Baudan JM
Ref : Pest Manag Sci , 65 :82 , 2009
Abstract :
PubMedSearch : Sanchez-Moreno_2009_Pest.Manag.Sci_65_82
PubMedID: 18823060

Title : Expression of esterase gene in yeast for organophosphates biodegradation - Kambiranda_2009_Pestic.Biochem.Physiol_94_15
Author(s) : Kambiranda DM , Asraful-Islam SMd , Cho KM , Math RK , Lee YH , Kim H , Yun HD
Ref : Pesticide Biochemistry and Physiology , 94 :15 , 2009
Abstract :
PubMedSearch : Kambiranda_2009_Pestic.Biochem.Physiol_94_15
PubMedID:
Gene_locus related to this paper: 9bact-q0gpb3

Title : Nematicidal efficacy of MCW-2, a new nematicide of the fluoroalkenyl group, against the root-knot nematode Meloidogyne javanica - Oka_2009_Pest.Manag.Sci_65_1082
Author(s) : Oka Y , Shuker S , Tkachi N
Ref : Pest Manag Sci , 65 :1082 , 2009
Abstract :
PubMedSearch : Oka_2009_Pest.Manag.Sci_65_1082
PubMedID: 19488996

Title : Acetylcholinesterase in selected plant-parasitic nematodes: Inhibition, kinetic and comparative studies - Al-Rehiayani_2008_Pestic.Biochem.Physiol_90_19
Author(s) : Al-Rehiayani SM
Ref : Pesticide Biochemistry and Physiology , 90 :19 , 2008
Abstract :
PubMedSearch : Al-Rehiayani_2008_Pestic.Biochem.Physiol_90_19
PubMedID:

Title : Kinetic analysis of reactivation and aging of human acetylcholinesterase inhibited by different phosphoramidates - Worek_2007_Biochem.Pharmacol_73_1807
Author(s) : Worek F , Aurbek N , Koller M , Becker C , Eyer P , Thiermann H
Ref : Biochemical Pharmacology , 73 :1807 , 2007
Abstract :
PubMedSearch : Worek_2007_Biochem.Pharmacol_73_1807
PubMedID: 17382909

Title : Crystal structures of acetylcholinesterase in complex with organophosphorus compounds suggest that the acyl pocket modulates the aging reaction by precluding the formation of the trigonal bipyramidal transition state - Hornberg_2007_Biochemistry_46_4815
Author(s) : Hornberg A , Tunemalm AK , Ekstrom F
Ref : Biochemistry , 46 :4815 , 2007
Abstract :
PubMedSearch : Hornberg_2007_Biochemistry_46_4815
PubMedID: 17402711
Gene_locus related to this paper: mouse-ACHE

Title : Differential profiles of cholinesterase inhibition and neurobehavioral effects in rats exposed to fenamiphos or profenofos - McDaniel_2004_Neurotoxicol.Teratol_26_407
Author(s) : McDaniel KL , Moser VC
Ref : Neurotoxicology & Teratology , 26 :407 , 2004
Abstract :
PubMedSearch : McDaniel_2004_Neurotoxicol.Teratol_26_407
PubMedID: 15113602

Title : Separation, bioactivity, and dissipation of enantiomers of the organophosphorus insecticide fenamiphos - Wang_2004_Ecotoxicol.Environ.Saf_57_346
Author(s) : Wang YS , Tai KT , Yen JH
Ref : Ecotoxicology & Environmental Safety , 57 :346 , 2004
Abstract :
PubMedSearch : Wang_2004_Ecotoxicol.Environ.Saf_57_346
PubMedID: 15041257

Title : Cytogenetic monitoring in a population occupationally exposed to pesticides in Ecuador - Paz-y-Mino_2002_Environ.Health.Perspect_110_1077
Author(s) : Paz-y-Mino C , Bustamante G , Sanchez ME , Leone PE
Ref : Environmental Health Perspectives , 110 :1077 , 2002
Abstract :
PubMedSearch : Paz-y-Mino_2002_Environ.Health.Perspect_110_1077
PubMedID: 12417477

Title : Degradation of atrazine and several organophosphorus pesticides in oranges - Bouaid_2001_Ann.Chim_91_93
Author(s) : Bouaid A , Martin-Esteban A , Fernandez P , Camara C
Ref : Ann Chim , 91 :93 , 2001
Abstract :
PubMedSearch : Bouaid_2001_Ann.Chim_91_93
PubMedID: 11329774

Title : Gas chromatography with pulsed flame photometric detection multiresidue method for organophosphate pesticide and metabolite residues at the parts-per-billion level in representatives commodities of fruits and vegetable crop groups - Podhorniak_2001_J.AOAC.Int_84_873
Author(s) : Podhorniak LV , Negron JF , Griffith FD, Jr.
Ref : Journal of AOAC International , 84 :873 , 2001
Abstract :
PubMedSearch : Podhorniak_2001_J.AOAC.Int_84_873
PubMedID: 11417651

Title : High-performance liquid chromatographic separation of the enantiomers of organophosphorus pesticides on polysaccharide chiral stationary phases - Ellington_2001_J.Chromatogr.A_928_145
Author(s) : Ellington JJ , Evans JJ , Prickett KB , Champion WL, Jr.
Ref : Journal of Chromatography A , 928 :145 , 2001
Abstract :
PubMedSearch : Ellington_2001_J.Chromatogr.A_928_145
PubMedID: 11587332

Title : A consideration of age-dependent differences in susceptibility to organophosphorus and pyrethroid insecticides - Sheets_2000_Neurotoxicol_21_57
Author(s) : Sheets LP
Ref : Neurotoxicology , 21 :57 , 2000
Abstract :
PubMedSearch : Sheets_2000_Neurotoxicol_21_57
PubMedID: 10794385

Title : Fosthiazate Controls Meloidogyne arenaria and M. incognita in Flue-Cured Tobacco - Pullen_1999_J.Nematol_31_694
Author(s) : Pullen MP , Fortnum BA
Ref : J Nematol , 31 :694 , 1999
Abstract :
PubMedSearch : Pullen_1999_J.Nematol_31_694
PubMedID: 19270938

Title : Comparative organophosphate-induced effects observed in adult and neonatal Sprague-Dawley rats during the conduct of multigeneration toxicity studies - Astroff_1998_Reprod.Toxicol_12_619
Author(s) : Astroff AB , Freshwater KJ , Eigenberg DA
Ref : Reprod Toxicol , 12 :619 , 1998
Abstract :
PubMedSearch : Astroff_1998_Reprod.Toxicol_12_619
PubMedID: 9875697

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 :
PubMedSearch : Astroff_1998_Toxicol.Ind.Health_14_869
PubMedID: 9891917

Title : Stability of pesticides stored on polymeric solid-phase extraction cartridges - Ferrer_1997_J.Chromatogr.A_778_161
Author(s) : Ferrer I , Barcelo D
Ref : Journal of Chromatography A , 778 :161 , 1997
Abstract :
PubMedSearch : Ferrer_1997_J.Chromatogr.A_778_161
PubMedID: 9299733

Title : Evaluation of Fosthiazate for Management of Meloidogyne javanica in Florida Flue-cured Tobacco - Rich_1994_J.Nematol_26_701
Author(s) : Rich JR , Dunn RA , Thomas WD , Breman JW , Tervola RS
Ref : J Nematol , 26 :701 , 1994
Abstract :
PubMedSearch : Rich_1994_J.Nematol_26_701
PubMedID: 19279951