NEMP

VX analogue. Less toxic but giving the same adduct

General

Type : Organophosphate,Surrogate OP,Nerve Agent V-series,Derivative of VX,pNP

Chemical_Nomenclature : 1-[ethoxy(methyl)phosphoryl]oxy-4-nitrobenzene

Canonical SMILES : CCOP(=O)(C)OC1=CC=C(C=C1)[N+](=O)[O-]

InChI : InChI=1S\/C9H12NO5P\/c1-3-14-16(2,13)15-9-6-4-8(5-7-9)10(11)12\/h4-7H,3H2,1-2H3

InChIKey : BARJAAQSDSOQEY-UHFFFAOYSA-N

Other name(s) : 4-Nitrophenyl ethyl methylphosphonate,Ethyl 4-nitrophenyl methylphosphonate,SCHEMBL2596732,EPMP,Ethyl para-nitrophenyl methylphosphonate,AC1L45R3


MW : 245.17

Formula : C9H12NO5P

CAS_number : 3735-98-6

PubChem : 151144

UniChem : BARJAAQSDSOQEY-UHFFFAOYSA-N

IUPHAR :

Wikipedia :

Target

Families : NEMP ligand of proteins in family: ACHE || Cholesterol_esterase

Stucture : 6H1A Crystal structure of VX surrogate NEMP inhibited recombinant human bile salt activated lipase

Protein : human-ACHE || human-CEL

References (8)

Title : Synthesis and in vitro evaluation of neutral aryloximes as reactivators of Electrophorus eel acetylcholinesterase inhibited by NEMP, a VX surrogate - Cavalcante_2019_Chem.Biol.Interact_13ChEPon_309_108682
Author(s) : Cavalcante SFA , Kitagawa DAS , Rodrigues RB , Bernardo LB , da Silva TN , Dos Santos WV , Correa ABA , de Almeida JSFD , Franca TCC , Kuca K , Simas ABC
Ref : Chemico-Biological Interactions , 309 :108682 , 2019
Abstract : Cavalcante_2019_Chem.Biol.Interact_13ChEPon_309_108682
ESTHER : Cavalcante_2019_Chem.Biol.Interact_13ChEPon_309_108682
PubMedSearch : Cavalcante_2019_Chem.Biol.Interact_13ChEPon_309_108682
PubMedID: 31163137

Title : X-ray structures of human bile-salt activated lipase conjugated to nerve agents surrogates - Touvrey_2019_Toxicology_411_15
Author(s) : Touvrey C , Courageux C , Guillon V , Terreux R , Nachon F , Brazzolotto X
Ref : Toxicology , 411 :15 , 2019
Abstract : Touvrey_2019_Toxicology_411_15
ESTHER : Touvrey_2019_Toxicology_411_15
PubMedSearch : Touvrey_2019_Toxicology_411_15
PubMedID: 30359675
Gene_locus related to this paper: human-CEL

Title : The inhibition, reactivation and mechanism of VX-, sarin-, fluoro-VX and fluoro-sarin surrogates following their interaction with HuAChE and HuBuChE - Chao_2018_Chem.Biol.Interact_291_220
Author(s) : Chao CK , Balasubramanian N , Gerdes JM , Thompson CM
Ref : Chemico-Biological Interactions , 291 :220 , 2018
Abstract : Chao_2018_Chem.Biol.Interact_291_220
ESTHER : Chao_2018_Chem.Biol.Interact_291_220
PubMedSearch : Chao_2018_Chem.Biol.Interact_291_220
PubMedID: 29920286

Title : Novel brain-penetrating oximes for reactivation of cholinesterase inhibited by sarin and VX surrogates - Chambers_2016_Ann.N.Y.Acad.Sci_1374_52
Author(s) : Chambers JE , Meek EC , Chambers HW
Ref : Annals of the New York Academy of Sciences , 1374 :52 , 2016
Abstract : Chambers_2016_Ann.N.Y.Acad.Sci_1374_52
ESTHER : Chambers_2016_Ann.N.Y.Acad.Sci_1374_52
PubMedSearch : Chambers_2016_Ann.N.Y.Acad.Sci_1374_52
PubMedID: 27153507

Title : Comparison of inhibition kinetics of several organophosphates, including some nerve agent surrogates, using human erythrocyte and rat and mouse brain acetylcholinesterase - Coban_2016_Toxicol.Lett_248_39
Author(s) : Coban A , Carr RL , Chambers HW , Willeford KO , Chambers JE
Ref : Toxicol Lett , 248 :39 , 2016
Abstract : Coban_2016_Toxicol.Lett_248_39
ESTHER : Coban_2016_Toxicol.Lett_248_39
PubMedSearch : Coban_2016_Toxicol.Lett_248_39
PubMedID: 26965078

Title : Novel nucleophiles enhance the human serum paraoxonase 1 (PON1)-mediated detoxication of organophosphates - Chambers_2015_Toxicol.Sci_143_46
Author(s) : Chambers JE , Chambers HW , Meek EC , Funck KE , Bhavaraju MH , Gwaltney SR , Pringle RB
Ref : Toxicol Sci , 143 :46 , 2015
Abstract : Chambers_2015_Toxicol.Sci_143_46
ESTHER : Chambers_2015_Toxicol.Sci_143_46
PubMedSearch : Chambers_2015_Toxicol.Sci_143_46
PubMedID: 25304213

Title : Testing of novel brain-penetrating oxime reactivators of acetylcholinesterase inhibited by nerve agent surrogates - Chambers_2013_Chem.Biol.Interact_203_135
Author(s) : Chambers JE , Chambers HW , Meek EC , Pringle RB
Ref : Chemico-Biological Interactions , 203 :135 , 2013
Abstract : Chambers_2013_Chem.Biol.Interact_203_135
ESTHER : Chambers_2013_Chem.Biol.Interact_203_135
PubMedSearch : Chambers_2013_Chem.Biol.Interact_203_135
PubMedID: 23123249

Title : Synthesis and in vitro and in vivo inhibition potencies of highly relevant nerve agent surrogates - Meek_2012_Toxicol.Sci_126_525
Author(s) : Meek EC , Chambers HW , Coban A , Funck KE , Pringle RB , Ross MK , Chambers JE
Ref : Toxicol Sci , 126 :525 , 2012
Abstract : Meek_2012_Toxicol.Sci_126_525
ESTHER : Meek_2012_Toxicol.Sci_126_525
PubMedSearch : Meek_2012_Toxicol.Sci_126_525
PubMedID: 22247004