O-hexyl-O-2,5-dichlorophenyl-phosphoramidate

Neuropathy target esterase (NTE) (PNPLA6 not an alpha/beta hydrolase but a patatin fold) is the paraoxon-resistant and mipafox-sensitive phenyl valerate (PV) esterase activity. Some organophosphorus compounds (OPs) induce a organophosphorus-induced delayed neuropathy (OPIDN) related to the covalent inhibition and aging of NTE. HDCP is an OPIDN organophosphate poor substrate of NTE (Warning there is another OP compound called HDCP Hexyl 2,5-dichlorophenylphosphoroamidate CID 131041 Hexyl-dcp)

General

Type : Organophosphate, Not A\/B H target, OPIDN-OP

Chemical_Nomenclature : 2-[Amino(hexoxy)phosphoryl]oxy-1,4-dichlorobenzene

Canonical SMILES : CCCCCCOP(=O)(N)OC1=C(C=CC(=C1)Cl)Cl

InChI : InChI=1S\/C12H18Cl2NO3P\/c1-2-3-4-5-8-17-19(15,16)18-12-9-10(13)6-7-11(12)14\/h6-7,9H,2-5,8H2,1H3,(H2,15,16)

InChIKey : KKCZROMFJXPQNP-UHFFFAOYSA-N

Other name(s) : O-hexyl O-2,5-dichlorophenyl phosphoramidate, HDCP, NTE inhibitor, hexyl 2,5-dichlorophenyl phosphoroamidate, Amidophosphoric acid hexyl(2,5-dichlorophenyl) ester


MW : 326.15

Formula : C12H18Cl2NO3P

CAS_number :

PubChem : 53998941

UniChem : KKCZROMFJXPQNP-UHFFFAOYSA-N

Target

References (9)

Title : Cu(2+)-dependent hydrolysis of O-hexyl 2,5-dichlorophenyl phosphoramidate by reptile sera - Ramirez-Gonzalez_2023_Chem.Biol.Interact_14ChEPon_382_110637
Author(s) : Ramirez-Gonzalez L , Undiano E , Flores-Perez I , Carrillo-D'Lacoste L , Salmeron M , Verastegui A , Lara G , Monroy-Noyola A
Ref : Chemico-Biological Interactions , 382 :110637 , 2023
PubMedID: 37468116

Title : Stereospecific hydrolysis of a phosphoramidate used as an OPIDP model by human sera with PON1 192 alloforms - Monroy-Noyola_2015_Arch.Toxicol_89_1801
Author(s) : Monroy-Noyola A , Trujillo B , Yescas P , Martinez-Salazar F , Garcia-Jimenez S , Rios C , Vilanova E
Ref : Archives of Toxicology , 89 :1801 , 2015
PubMedID: 25112958

Title : Comparative hydrolysis of O-hexyl O-2,5-dichlorophenyl phosphoramidate and paraoxon in different tissues of vertebrates - Monroy-Noyola_2007_Arch.Toxicol_81_689
Author(s) : Monroy-Noyola A , Rojas P , Vilanova E , Sogorb MA
Ref : Archives of Toxicology , 81 :689 , 2007
PubMedID: 17396245

Title : Recovery of neuropathy target esterase activity after inhibition with mipafox and O-hexyl O-2,5-dichlorophenyl phosphoramidate in bovine chromaffin cell cultures - Quesada_2007_Chem.Biol.Interact_165_99
Author(s) : Quesada E , Sabater E , Sogorb MA , Vilanova E , Carrera V
Ref : Chemico-Biological Interactions , 165 :99 , 2007
PubMedID: 17184757

Title : Hydrolysis of carbaryl by human serum albumin - Sogorb_2004_Arch.Toxicol_78_629
Author(s) : Sogorb MA , Carrera V , Vilanova E
Ref : Archives of Toxicology , 78 :629 , 2004
PubMedID: 15235763

Title : The relevance of inhibitor-substrate interactions when measuring neuropathy target esterase inhibition - Moretto_2000_Arch.Toxicol_73_655
Author(s) : Moretto A , Jokanovic M , Lotti M
Ref : Archives of Toxicology , 73 :655 , 2000
PubMedID: 10741477

Title : Non-calcium dependent activity hydrolysing organophosphorus compounds in hen plasma - Diaz-Alejo_1994_Comp.Biochem.Physiol.C.Pharmacol.Toxicol.Endocrinol_107_213
Author(s) : Diaz-Alejo N , Sogorb MA , Vicedo JL , Barril J , Vilanova E
Ref : Comparative Biochemistry & Physiology C Pharmacology Toxicology & Endocrinology , 107 :213 , 1994
PubMedID: 7749589

Title : Effect of some metallic cations and organic compounds on the O-hexyl O-2,5-dichlorophenyl phosphoramidate hydrolysing activity in hen plasma - Sogorb_1993_Arch.Toxicol_67_416
Author(s) : Sogorb MA , Diaz-Alejo N , Vilanova E , Vicedo JL , Carrera V
Ref : Archives of Toxicology , 67 :416 , 1993
PubMedID: 8215911

Title : The kinetics of O-hexyl O-2,5-dichlorophenyl phosphoramidate hydrolysing activity in hen plasma - Sogorb_1993_Chem.Biol.Interact_87_117
Author(s) : Sogorb MA , Vilanova E , Diaz-Alejo N
Ref : Chemico-Biological Interactions , 87 :117 , 1993
PubMedID: 8343971