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 |
| Abstract : |
| PubMedSearch : Ramirez-Gonzalez_2023_Chem.Biol.Interact_14ChEPon_382_110637 |
| 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 |
| Abstract : |
| PubMedSearch : Monroy-Noyola_2015_Arch.Toxicol_89_1801 |
| 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 |
| Abstract : |
| PubMedSearch : Monroy-Noyola_2007_Arch.Toxicol_81_689 |
| 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 |
| Abstract : |
| PubMedSearch : Quesada_2007_Chem.Biol.Interact_165_99 |
| 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 |
| Abstract : |
| PubMedSearch : Sogorb_2004_Arch.Toxicol_78_629 |
| 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 |
| Abstract : |
| PubMedSearch : Moretto_2000_Arch.Toxicol_73_655 |
| 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 |
| Abstract : |
| PubMedSearch : Diaz-Alejo_1994_Comp.Biochem.Physiol.C.Pharmacol.Toxicol.Endocrinol_107_213 |
| 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 |
| Abstract : |
| PubMedSearch : Sogorb_1993_Arch.Toxicol_67_416 |
| 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 |
| Abstract : |
| PubMedSearch : Sogorb_1993_Chem.Biol.Interact_87_117 |
| PubMedID: 8343971 |