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
Target
Families : NEMP ligand of proteins in family
ACHE
Cholesterol_esterase
Structure :
6H1A
Protein :
human-ACHE
human-CEL
References (10)
| Title : Reactivation by novel pyridinium oximes of rat serum and skeletal muscle acetylcholinesterase inhibited by organophosphates - Bennett_2024_J.Biochem.Mol.Toxicol_38_e23750 |
| Author(s) : Bennett JP , Meek EC , Chambers JE |
| Ref : J Biochem Mol Toxicol , 38 :e23750 , 2024 |
| Abstract : |
| PubMedSearch : Bennett_2024_J.Biochem.Mol.Toxicol_38_e23750 |
| PubMedID: 38952032 |
| Title : Design, synthesis, in silico studies and in vitro evaluation of isatin-pyridine oximes hybrids as novel acetylcholinesterase reactivators - Kitagawa_2021_J.Enzyme.Inhib.Med.Chem_36_1370 |
| Author(s) : Kitagawa DAS , Rodrigues RB , Silva TN , Dos Santos WV , da Rocha VCV , de Almeida JSFD , Bernardo LB , Carvalho-Silva T , Ferreira CN , da Silva AAT , Simas ABC , Nepovimova E , Kuca K , Franca TCC , Cavalcante SFA |
| Ref : J Enzyme Inhib Med Chem , 36 :1370 , 2021 |
| Abstract : |
| PubMedSearch : Kitagawa_2021_J.Enzyme.Inhib.Med.Chem_36_1370 |
| PubMedID: 34148470 |
| 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 : |
| 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 : |
| 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 : |
| 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 : |
| 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 : |
| 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 : |
| 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 : |
| 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 : |
| PubMedSearch : Meek_2012_Toxicol.Sci_126_525 |
| PubMedID: 22247004 |