Anthelmintic, insecticide, acaricide, metabolite of metrifonate ( Trichlorfon~Metrifonate is slowly converted in the body by a nonenzymatic process to the long-acting cholinesterase inhibitor Dichlorvos). Trade names used outside of the U.S. include Doom, Nogos and Nuvan
Type : Insecticide, Organophosphate
Chemical_Nomenclature : 2,2-dichloroethenyl dimethyl phosphate
Canonical SMILES : COP(=O)(OC)OC=C(Cl)Cl
InChI : InChI=1S\/C4H7Cl2O4P\/c1-8-11(7,9-2)10-3-4(5)6\/h3H,1-2H3
InChIKey : OEBRKCOSUFCWJD-UHFFFAOYSA-N
Other name(s) : Phosphoric acid 2,2-dichloroethenyl dimethyl ester || O,O-dimethyl-O-(2,2 dichlorovinyl phosphate || 2,2-dichlorovinyl dimethyl phosphate || dimethyl-dichloro-vinyl phosphate || DDVP || Apavap || Benfos || Cekusan || Cypona || Derriban || Derribante || Devikol || Didivane || Duo-Kill || Duravos || Elastrel || Fly-Die || Fly-Fighter || Herkol || Marvex || No-Pest || Prentox || Vapona || Vaponite || Verdican || Verdipor || Verdisol
MW : 220.98
Formula : C4H7Cl2O4P
CAS_number : 62-73-7
PubChem : 3039
UniChem : OEBRKCOSUFCWJD-UHFFFAOYSA-N
Wikipedia : Dichlorvos
Families : Dichlorvos ligand of proteins in family
ACHE
ACPH_Peptidase_S9
Structure :
9GOU
Protein :
human-APEH
pig-acph
Title : A Rare Presentation of Severe Organophosphate Poisoning: A Case Report and Review of Literature - Ibrahim_2022_Cureus_14_e31497 |
Author(s) : Ibrahim AE , Ghantarchyan H , Le T , Bhagat A , Maknouni B , Arabian S |
Ref : Cureus , 14 :e31497 , 2022 |
Abstract : |
PubMedSearch : Ibrahim_2022_Cureus_14_e31497 |
PubMedID: 36532913 |
Title : Blood acylpeptide hydrolase activity is a sensitive marker for exposure to some organophosphate toxicants - Quistad_2005_Toxicol.Sci_86_291 |
Author(s) : Quistad GB , Klintenberg R , Casida JE |
Ref : Toxicol Sci , 86 :291 , 2005 |
Abstract : |
PubMedSearch : Quistad_2005_Toxicol.Sci_86_291 |
PubMedID: 15888665 |
Gene_locus related to this paper: human-APEH |
Title : The influence of peripheral site ligands on the reaction of symmetric and chiral organophosphates with wildtype and mutant acetylcholinesterases - Radic_1999_Chem.Biol.Interact_119-120_111 |
Author(s) : Radic Z , Taylor P |
Ref : Chemico-Biological Interactions , 119-120 :111 , 1999 |
Abstract : |
PubMedSearch : Radic_1999_Chem.Biol.Interact_119-120_111 |
PubMedID: 10421444 |
Title : Protective effect of pralidoxime on muscle fiber necrosis induced by organophosphate compounds - Cavaliere_1998_J.Toxicol.Clin.Toxicol_36_295 |
Author(s) : Cavaliere MJ , Puga FR , Calore EE , Calore NM , Pelegrino JR , da Rosa AR , Weg R |
Ref : Journal of Toxicology Clinical Toxicology , 36 :295 , 1998 |
Abstract : |
PubMedSearch : Cavaliere_1998_J.Toxicol.Clin.Toxicol_36_295 |
PubMedID: 9711194 |
Title : Inhibition of carboxylesterases in SH-SY5Y human and NB41A3 mouse neuroblastoma cells by organophosphorus esters - Ehrich_1998_J.Toxicol.Environ.Health_53_385 |
Author(s) : Ehrich M , Correll L |
Ref : J Toxicol Environ Health , 53 :385 , 1998 |
Abstract : |
PubMedSearch : Ehrich_1998_J.Toxicol.Environ.Health_53_385 |
PubMedID: 9515941 |
Title : Preclinical pharmacology of metrifonate - Jann_1998_Pharmacotherapy_18_55 |
Author(s) : Jann MW |
Ref : Pharmacotherapy , 18 :55 , 1998 |
Abstract : |
PubMedSearch : Jann_1998_Pharmacotherapy_18_55 |
PubMedID: 9543466 |
Title : Pharmacokinetics, pharmacodynamics, and safety of metrifonate in patients with Alzheimer's disease - Pettigrew_1998_J.Clin.Pharmacol_38_236 |
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Ref : Journal of Clinical Pharmacology , 38 :236 , 1998 |
Abstract : |
PubMedSearch : Pettigrew_1998_J.Clin.Pharmacol_38_236 |
PubMedID: 98210831 |
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Author(s) : Sarin S , Gill KD |
Ref : Pharmacol Biochem Behav , 59 :1081 , 1998 |
Abstract : |
PubMedSearch : Sarin_1998_Pharmacol.Biochem.Behav_59_1081 |
PubMedID: 9586870 |
Title : Human mortality in organophosphate poisonings - Yamashita_1997_Vet.Hum.Toxicol_39_84 |
Author(s) : Yamashita M , Tanaka J , Ando Y |
Ref : Vet Hum Toxicol , 39 :84 , 1997 |
Abstract : |
PubMedSearch : Yamashita_1997_Vet.Hum.Toxicol_39_84 |
PubMedID: 9080632 |
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Author(s) : Wirth MC , Georghiou GP |
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Abstract : |
PubMedSearch : Wirth_1996_J.Am.Mosq.Control.Assoc_12_112 |
PubMedID: 8723267 |
Title : Tissue distribution of DDVP after fatal ingestion - Shimizu_1996_Forensic.Sci.Int_83_61 |
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Abstract : |
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Abstract : |
PubMedSearch : Yamano_1996_Toxicology_108_49 |
PubMedID: 8644117 |
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Abstract : |
PubMedSearch : Schulz_1995_Human.Exp.Toxicol_14_721 |
PubMedID: 8579882 |
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Author(s) : Si FZ , Wang DX , Yang GQ |
Ref : Chinese Journal of Internal Medicine , 33 :583 , 1994 |
Abstract : |
PubMedSearch : Si_1994_Zhonghua.Nei.Ke.Za.Zhi_33_583 |
PubMedID: 7712923 |
Title : Pharmacokinetics and pharmacodynamics of metrifonate in humans - Unni_1994_Meth.Find.Exp.Clin.Pharmacol_16_285 |
Author(s) : Unni LK , Womack C , Hannant ME , Becker RE |
Ref : Methods Find Exp Clin Pharmacol , 16 :285 , 1994 |
Abstract : |
PubMedSearch : Unni_1994_Meth.Find.Exp.Clin.Pharmacol_16_285 |
PubMedID: 8051989 |
Title : Susceptibility of the bedbug, Cimex lectularius, to selected insecticides and various treated surfaces - Fletcher_1993_Med.Vet.Entomol_7_69 |
Author(s) : Fletcher MG , Axtell RC |
Ref : Med Vet Entomol , 7 :69 , 1993 |
Abstract : |
PubMedSearch : Fletcher_1993_Med.Vet.Entomol_7_69 |
PubMedID: 8435492 |
Title : Retina, brain and blood cholinesterase levels in cats treated with oral dichlorvos - Harlin_1993_Vet.Hum.Toxicol_35_201 |
Author(s) : Harlin KS , Dellinger JA |
Ref : Vet Hum Toxicol , 35 :201 , 1993 |
Abstract : |
PubMedSearch : Harlin_1993_Vet.Hum.Toxicol_35_201 |
PubMedID: 8351788 |
Title : Transdermal patch delivery of acetylcholinesterase inhibitors - Moriearty_1993_Meth.Find.Exp.Clin.Pharmacol_15_407 |
Author(s) : Moriearty PL , Thornton SL , Becker RE |
Ref : Methods Find Exp Clin Pharmacol , 15 :407 , 1993 |
Abstract : |
PubMedSearch : Moriearty_1993_Meth.Find.Exp.Clin.Pharmacol_15_407 |
PubMedID: 8231460 |
Title : Determination of organophosphorous and carbamate insecticides by flow injection analysis - Kumaran_1992_Anal.Biochem_200_187 |
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Ref : Analytical Biochemistry , 200 :187 , 1992 |
Abstract : |
PubMedSearch : Kumaran_1992_Anal.Biochem_200_187 |
PubMedID: 1595894 |
Title : Zinc chloride-diphenylamine reagent for thin layer chromatographic detection of some organophosphorus and carbamate insecticides - Sevalkar_1991_J.Assoc.Off.Anal.Chem_74_545 |
Author(s) : Sevalkar MT , Patil VB , Katkar HN |
Ref : J Assoc Off Analytical Chemistry , 74 :545 , 1991 |
Abstract : |
PubMedSearch : Sevalkar_1991_J.Assoc.Off.Anal.Chem_74_545 |
PubMedID: 1874701 |
Title : The therapeutic effects of 2,3-butanedione monoxime and atropine in severe dichlorvos intoxication in buffalo calves - Raina_1991_Vet.Res.Commun_15_319 |
Author(s) : Raina R , Malik JK |
Ref : Vet Res Com , 15 :319 , 1991 |
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PubMedSearch : Raina_1991_Vet.Res.Commun_15_319 |
PubMedID: 1949606 |
Title : [Catalytic properties of cholinesterases immobilized in a gelatin membrane] - Kuznetsova_1990_Ukr.Biokhim.Zh_62_42 |
Author(s) : Kuznetsova LP , Kugusheva LI , Nikol'skaia EB |
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Abstract : |
PubMedSearch : Kuznetsova_1990_Ukr.Biokhim.Zh_62_42 |
PubMedID: 2087792 |
Title : Cytotoxicity of certain organic solvents and organophosphorus insecticides to the ciliated protozoan Paramecium caudatum - Rajini_1989_Microbios_59_157 |
Author(s) : Rajini PS , Krishnakumari MK , Majumder SK |
Ref : Microbios , 59 :157 , 1989 |
Abstract : |
PubMedSearch : Rajini_1989_Microbios_59_157 |
PubMedID: 2593868 |
Title : Insecticide-insensitive acetylcholinesterase from a laboratory selected and a field strain of housefly (Musca domestica) (L.) - Price_1988_Comp.Biochem.Physiol.C_90_221 |
Author(s) : Price NR |
Ref : Comparative Biochemistry & Physiology C , 90 :221 , 1988 |
Abstract : |
PubMedSearch : Price_1988_Comp.Biochem.Physiol.C_90_221 |
PubMedID: 2904862 |
Title : Effect of the cold environment on organophosphate toxicity and inhibition of cholinesterase activity - Ryhanen_1988_Gen.Pharmacol_19_741 |
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Ref : General Pharmacology , 19 :741 , 1988 |
Abstract : |
PubMedSearch : Ryhanen_1988_Gen.Pharmacol_19_741 |
PubMedID: 3215484 |
Title : Insecticidal organophosphates: Nature made them first - Neumann_1987_Experientia_43_1235 |
Author(s) : Neumann R , Peter HH |
Ref : Experientia , 43 :1235-1237 , 1987 |
Abstract : |
PubMedSearch : Neumann_1987_Experientia_43_1235 |
PubMedID: |
Title : Cholinergic system of brain tissue in rats poisoned with the organophosphate, 0,0-dimethyl 0-(2,2-dichlorovinyl) phosphate - Kobayashi_1986_Toxicol.Appl.Pharmacol_82_32 |
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Ref : Toxicol Appl Pharmacol , 82 :32 , 1986 |
Abstract : |
PubMedSearch : Kobayashi_1986_Toxicol.Appl.Pharmacol_82_32 |
PubMedID: 3945941 |
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Ref : Vet Rec , 111 :453 , 1982 |
Abstract : |
PubMedSearch : Reece_1982_Vet.Rec_111_453 |
PubMedID: 7179689 |
Title : Effects of acute and chronic administration of DDVP (dichlorvos) on distribution of brain acetylcholine in rats - Kobayashi_1980_J.Toxicol.Sci_5_311 |
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Ref : Journal of Toxicological Sciences , 5 :311 , 1980 |
Abstract : |
PubMedSearch : Kobayashi_1980_J.Toxicol.Sci_5_311 |
PubMedID: 7218377 |
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Author(s) : Barendsz AW |
Ref : Int J Environ Analytical Chemistry , 6 :89 , 1979 |
Abstract : |
PubMedSearch : Barendsz_1979_Int.J.Environ.Anal.Chem_6_89 |
PubMedID: 573244 |
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PubMedSearch : Carere_1978_Chem.Biol.Interact_22_297 |
PubMedID: 699179 |
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