Trichlorfon~Metrifonate
Anthelmintic is used for treating domestic animals for control of internal parasites and has been tested in patients with Alzheimer's disease. Metrifonate as Naled is slowly converted in the body or environment by a nonenzymatic process to the long-acting cholinesterase inhibitor Dichlorvos
General
Type : Trichloro, Organophosphate, Insecticide, Anthelmintic
Chemical_Nomenclature : (2,2,2-Trichloro-1-hydroxyethyl)-phosphonic acid dimethyl ester
Canonical SMILES : COP(=O)(C(C(Cl)(Cl)Cl)O)OC
InChI : InChI=1S\/C4H8Cl3O4P\/c1-10-12(9,11-2)3(8)4(5,6)7\/h3,8H,1-2H3
InChIKey : NFACJZMKEDPNKN-UHFFFAOYSA-N
Other name(s) : Trichlorphon || Promem || Metriphonate || Metrifonate || Chlorofos || Dylox || Dipterex || Proxol || Neguvon || MFT
MW : 257.44
Formula : C4H8Cl3O4P
CAS_number : 52-68-6
PubChem : 5853
UniChem : NFACJZMKEDPNKN-UHFFFAOYSA-N
Wikipedia : Metrifonate
Target
Families : Trichlorfon~Metrifonate ligand of proteins in family
BCHE
ACHE
ACPH_Peptidase_S9
Protein :
human-APEH
References (67)
| Title : Modulation of dopaminergic neurotransmission induced by sublethal Doses of the organophosphate trichlorfon in cockroaches - Daiane_2014_Ecotoxicol.Environ.Saf_109C_56 |
| Author(s) : Daiane Stu Rmer G , de Freitas TC , de Avila Heberle M , de Assis DR , Vinade L , Batista Pereira A , Luis Franco J , Andre Dal Belo C |
| Ref : Ecotoxicology & Environmental Safety , 109C :56 , 2014 |
| Abstract : |
| PubMedSearch : Daiane_2014_Ecotoxicol.Environ.Saf_109C_56 |
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| PubMedID: 15888665 |
| Gene_locus related to this paper: human-APEH |
| Title : Alzheimer's disease: seeking new ways to preserve brain function. Interview by Alice V. Luddington - Davis_1999_Geriatrics_54_42 |
| Author(s) : Davis KL |
| Ref : Geriatrics , 54 :42 , 1999 |
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| PubMedID: 10024872 |
| Title : Effect of subchronic treatment with metrifonate and tacrine on brain cholinergic function in aged F344 rats - Giovannini_1998_Eur.J.Pharmacol_354_17 |
| Author(s) : Giovannini MG , Scali C , Bartolini L , Schmidt B , Pepeu G |
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| Title : Inhibition of carboxylesterases in SH-SY5Y human and NB41A3 mouse neuroblastoma cells by organophosphorus esters - Ehrich_1998_J.Toxicol.Environ.Health_53_385 |
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| Title : Preclinical pharmacology of metrifonate - Jann_1998_Pharmacotherapy_18_55 |
| Author(s) : Jann MW |
| Ref : Pharmacotherapy , 18 :55 , 1998 |
| Abstract : |
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| PubMedID: 9543466 |
| Title : Pharmacokinetics, pharmacodynamics, and safety of metrifonate in patients with Alzheimer's disease - Pettigrew_1998_J.Clin.Pharmacol_38_236 |
| Author(s) : Pettigrew LC , Bieber F , Lettieri J , Wermeling DP , Schmitt FA , Tikhtman AJ , Ashford JW , Smith CD , Wekstein DR , Markesbery WR , Orazem J , Ruzicka BB , Mas J , Gulanski B |
| Ref : Journal of Clinical Pharmacology , 38 :236 , 1998 |
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| PubMedSearch : Pettigrew_1998_J.Clin.Pharmacol_38_236 |
| PubMedID: 98210831 |
| Title : Pharmacokinetics and neurotoxicity of dipterex in hens. A comparative study of administration methods - Xie_1998_J.Toxicol.Sci_23_25 |
| Author(s) : Xie X , Piao FY , Tian Y , Yamauchi T |
| Ref : Journal of Toxicological Sciences , 23 :25 , 1998 |
| Abstract : |
| PubMedSearch : Xie_1998_J.Toxicol.Sci_23_25 |
| PubMedID: 9513919 |
| Title : Effects of metrifonate on cognitive decline in Alzheimer disease: a double-blind, placebo-controlled, 6-month study - Becker_1998_Alzheimer.Dis.Assoc.Disord_12_54 |
| Author(s) : Becker RE , Colliver JA , Markwell SJ , Moriearty PL , Unni LK , Vicari S |
| Ref : lzheimer Disease & Associated Disorders , 12 :54 , 1998 |
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| Title : Metrifonate: overview of safety and efficacy - Cummings_1998_Pharmacotherapy_18_43 |
| Author(s) : Cummings JL |
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| Title : Metrifonate treatment of the cognitive deficits of Alzheimer's disease. Metrifonate Study Group [see comments] [published erratum appears in Neurology 1998 Jul\;51(1):332] - Cummings_1998_Neurology_50_1214 |
| Author(s) : Cummings JL , Cyrus PA , Bieber F , Mas J , Orazem J , Gulanski B |
| Ref : Neurology , 50 :1214 , 1998 |
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| Title : Schistosomiasis in Saudi Arabia, Egypt, and Iraq - Youssef_1998_Urology_51_170 |
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| Ref : Urology , 51 :170 , 1998 |
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| Title : Teratogenic effects of trichlorfon (Metrifonate) on the guinea-pig brain. Determination of the effective dose and the sensitive period - Hjelde_1998_Neurochem.Int_32_469 |
| Author(s) : Hjelde T , Mehl A , Schanke TM , Fonnum F |
| Ref : Neurochem Int , 32 :469 , 1998 |
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| Title : Safety and tolerability of metrifonate in patients with Alzheimer's disease: results of a maximum tolerated dose study - Cutler_1998_Life.Sci_62_1433 |
| Author(s) : Cutler NR , Jhee SS , Cyrus P , Bieber F , TanPiengco P , Sramek JJ , Gulanski B |
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| Title : Metrifonate for Alzheimer's disease: is the next cholinesterase inhibitor better? [editorial\; comment] - |
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| Title : Metrifonate benefits cognitive, behavioral, and global function in patients with Alzheimer's disease [see comments] - Morris_1998_Neurology_50_1222 |
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| Title : The clinical trial protocol of the Metrifonate in Alzheimer's Trial (MALT) - McKeith_1998_Dement.Geriatr.Cogn.Disord_2_2 |
| Author(s) : McKeith IG |
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| Title : Beyond the cholinergic hypothesis: the effect of metrifonate and other cholinesterase inhibitors on neuropsychiatric symptoms in Alzheimer's disease - Kaufer_1998_Dement.Geriatr.Cogn.Disord_2_8 |
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| Title : The pharmacological basis for metrifonate's favourable tolerability in the treatment of Alzheimer's disease - Schmidt_1998_Dement.Geriatr.Cogn.Disord_2_15 |
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| Title : Evaluating response to metrifonate - Tariot_1998_J.Clin.Psychiatry_9_33 |
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| Title : Human mortality in organophosphate poisonings - Yamashita_1997_Vet.Hum.Toxicol_39_84 |
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| Author(s) : Elaeva NL , Predtechenskii MB , Kul'bitskii GN , Babaina EV , Trefilov VV |
| Ref : Eksperimentalnaia i Klinicheskaia Farmakologiia , 60 :64 , 1997 |
| Abstract : |
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| Title : Effects of cholinesterase inhibitors on the secretion of beta-amyloid precursor protein in cell cultures - Lahiri_1997_Ann.N.Y.Acad.Sci_826_416 |
| Author(s) : Lahiri DK , Farlow MR , Nurnberger JI, Jr. , Greig NH |
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| PubMedID: 9329715 |
| Title : Effects of combined chronic nimodipine and acute metrifonate treatment on spatial and avoidance behavior - Riekkinen_1997_Eur.J.Pharmacol_322_1 |
| Author(s) : Riekkinen M , Schmidt B , Kuitunen J , Riekkinen P |
| Ref : European Journal of Pharmacology , 322 :1 , 1997 |
| Abstract : |
| PubMedSearch : Riekkinen_1997_Eur.J.Pharmacol_322_1 |
| PubMedID: 9088863 |
| Title : Effects of metrifonate on memory impairment and cholinergic dysfunction in rats - Itoh_1997_Eur.J.Pharmacol_322_11 |
| Author(s) : Itoh A , Nitta A , Katono Y , Usui M , Naruhashi K , Iida R , Hasegawa T , Nabeshima T |
| Ref : European Journal of Pharmacology , 322 :11 , 1997 |
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| Title : Behavioral characterization of metrifonate-improved acquisition of spatial information in medial septum-lesioned rats - Riekkinen_1997_Eur.J.Pharmacol_323_11 |
| Author(s) : Riekkinen P, Jr. , Schmidt B , Riekkinen M |
| Ref : European Journal of Pharmacology , 323 :11 , 1997 |
| Abstract : |
| PubMedSearch : Riekkinen_1997_Eur.J.Pharmacol_323_11 |
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| Title : Effect of metrifonate on extracellular brain acetylcholine and object recognition in aged rats - Scali_1997_Eur.J.Pharmacol_325_173 |
| Author(s) : Scali C , Giovannini MG , Bartolini L , Prosperi C , Hinz V , Schmidt B , Pepeu G |
| Ref : European Journal of Pharmacology , 325 :173 , 1997 |
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| Title : Metrifonate treatment enhances acquisition of eyeblink conditioning in aging rabbits - Kronforst-Collins_1997_Pharmacol.Biochem.Behav_56_103 |
| Author(s) : Kronforst-Collins MA , Moriearty PL , Ralph M , Becker RE , Schmidt B , Thompson LT , Disterhoft JF |
| Ref : Pharmacology, Biochemistry & Behavior , 56 :103 , 1997 |
| Abstract : |
| PubMedSearch : Kronforst-Collins_1997_Pharmacol.Biochem.Behav_56_103 |
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| Title : Metrifonate improves associative learning and retention in aging rabbits - Kronforst-Collins_1997_Behav.Neurosci_111_1031 |
| Author(s) : Kronforst-Collins MA , Moriearty PL , Schmidt B , Disterhoft JF |
| Ref : Behavioral Neuroscience , 111 :1031 , 1997 |
| Abstract : |
| PubMedSearch : Kronforst-Collins_1997_Behav.Neurosci_111_1031 |
| PubMedID: 9383522 |
| Title : Chronic nimodipine and acute metrifonate treatment decreases age- related cortical high voltage spindles in rats - Riekkinen_1997_Psychopharmacology_129_91 |
| Author(s) : Riekkinen P, Jr. , Schmidt B , Jakala P , Koivisto E , Bjorklund M |
| Ref : Psychopharmacology , 129 :91 , 1997 |
| Abstract : |
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| Title : Effects of metrifonate on impairment of learning and dysfunction of cholinergic neuronal system in basal forebrain-lesioned rats - Itoh_1997_Behav.Brain.Res_83_165 |
| Author(s) : Itoh A , Nitta A , Hirose M , Hasegawa T , Nabeshima T |
| Ref : Behavioural Brain Research , 83 :165 , 1997 |
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| PubMedID: 9062677 |
| Title : Using the Hungarian Birth Defects Registry for surveillance, research and intervention - Siffel_1997_Cent.Eur.J.Public.Health_5_79 |
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| Ref : Central European Journal of Public Health , 5 :79 , 1997 |
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| Title : [Recent data on the treatment of bovine hypodermyiasis using metrifonate (Neguvon) and ivermectin (Ivomec) in microdoses] - Charbon_1997_Schweiz.Arch.Tierheilkd_139_550 |
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| Title : Treating Alzheimer's disease.Pharmacologic options now and in the near future - Tariot_1997_Postgrad.Med_101_73 |
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| Ref : Postgrad Med , 101 :73 , 1997 |
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| Title : Effects of metrifonate on radial arm maze acquisition in middle-aged rats - Dachir_1997_Brain.Res_777_251 |
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| Title : Subchronic treatment increases the duration of the cognitive enhancement induced by metrifonate - Riekkinen_1997_Eur.J.Pharmacol_338_105 |
| Author(s) : Riekkinen M , Schmidt BH , Riekkinen P, Jr. |
| Ref : European Journal of Pharmacology , 338 :105 , 1997 |
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| Title : Metrifonate - Lamb_1997_Drugs.Aging_11_490 |
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| 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 |
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| Title : A study of the aneugenic activity of trichlorfon detected by centromere- specific probes in human lymphoblastoid cell lines - Doherty_1996_Mutat.Res_372_221 |
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| Title : [Effect of insecticides on larvae of Musca domestica in swine manure], - Schneider_1976_Angew.Parasitol_17_128 |
| Author(s) : Schneider M , Groth U |
| Ref : Angew Parasitol , 17 :128 , 1976 |
| Abstract : |
| PubMedSearch : Schneider_1976_Angew.Parasitol_17_128 |
| PubMedID: 824979 |
| Title : Studies on Parafilaria bovicola (Tubangui 1934). 1. Clinical observations and chemotherapy - Viljoen_1976_J.S.Afr.Vet.Assoc_47_161 |
| Author(s) : Viljoen JH |
| Ref : J S Afr Vet Assoc , 47 :161 , 1976 |
| Abstract : |
| PubMedSearch : Viljoen_1976_J.S.Afr.Vet.Assoc_47_161 |
| PubMedID: 994132 |
| Title : Experimental study of the effect of a series of phosphoroorganic pesticides (Dipterex and Imidan) on embryogenesis - Martson_1976_Environ.Health.Perspect_13_121 |
| Author(s) : Martson LV , Voronina VM |
| Ref : Environmental Health Perspectives , 13 :121 , 1976 |
| Abstract : |
| PubMedSearch : Martson_1976_Environ.Health.Perspect_13_121 |
| PubMedID: 1269499 |
| Title : The activities of some esterases of the rat brain after intoxication by organophosphate insecticides, dichlorvos and trichlorphon - |
| Author(s) : Pachecka J , Sulinski A , Ziolkowska G |
| Ref : Neuropatol Pol , 13 :455 , 1975 |
| PubMedID: 1207914 |
| Title : Problems of housefly (Musca domestica) control due to multiresistance to insesticides - Keiding_1975_J.Hyg.Epidemiol.Microbiol.Immunol_19_340 |
| Author(s) : Keiding J |
| Ref : J Hyg Epidemiol Microbiol Immunol , 19 :340 , 1975 |
| Abstract : |
| PubMedSearch : Keiding_1975_J.Hyg.Epidemiol.Microbiol.Immunol_19_340 |
| PubMedID: 52667 |
| Title : [Use of oxygen under pressure in the treatment of acute chlorophos poisoning]. [Russian] - |
| Author(s) : Savateev NV , Brestkina LM , Tonkopii VD , Pozharissakaia TD , Frolov SF |
| Ref : Farmakologiia i Toksikologiia , 35 :738 , 1972 |
| PubMedID: 4651812 |