Iso-OMPA

Inhibitor specific of BChE and used to differentiate BChE activity from AChE activity (inhibited by BW284C51) (Austin and Berry 1953). Before this publication distinction of AChE and BChE was difficult: Nu-1250, inhibitor of AChE and Ro-2-0683 or Nu-683 ( or diisopropylphosphorofluoridate (DFP) ( Hawkins & Mendel,1947) to which BChE appears to be about 100-200 times as sensitive as AChE, were used.This compound was given the abbreviation iso-OMPA (Aldridge, 1953; Austin & Berry, 1953). This abbreviation incorrectly suggests that the compound is an isomer of OMPA (DuBois, Doull & Coon, 1950);

General

Type : Organophosphate

Chemical_Nomenclature : N-[bis(propan-2-ylamino)phosphoryloxy-(propan-2-ylamino)phosphoryl]propan-2-amine

Canonical SMILES : CC(C)NP(=O)(NC(C)C)OP(=O)(NC(C)C)NC(C)C

InChI : InChI=1S\/C12H32N4O3P2\/c1-9(2)13-20(17,14-10(3)4)19-21(18,15-11(5)6)16-12(7)8\/h9-12H,1-8H3,(H2,13,14,17)(H2,15,16,18)

InChIKey : IOIMDJXKIMCMIG-UHFFFAOYSA-N

Other name(s) : Tetra monoisopropyl pyrophosphor tetramide,N,N'-diisopropyl pyrophosphore diamidic anhydre, T1505,DPDA,CHEMBL494887


MW : 342.4

Formula : C12H32N4O3P2

CAS_number : 513-00-8

PubChem : 5420

UniChem : IOIMDJXKIMCMIG-UHFFFAOYSA-N

IUPHAR :

Wikipedia :

Target

Families : Iso-OMPA ligand of proteins in family: BCHE

Stucture :

Protein :

References (8)

Title : Cholinesterase activity in human pulmonary arteries and veins - Walch_1997_Br.J.Pharmacol_121_986
Author(s) : Walch L , Taisne C , Gascard JP , Nashashibi N , Brink C , Norel X
Ref : British Journal of Pharmacology , 121 :986 , 1997
Abstract : Walch_1997_Br.J.Pharmacol_121_986
ESTHER : Walch_1997_Br.J.Pharmacol_121_986
PubMedSearch : Walch_1997_Br.J.Pharmacol_121_986
PubMedID: 9222557

Title : Purification and properties of monomeric (G1) forms of acetylcholinesterase secreted by Nippostrongylus brasiliensis - Grigg_1997_Mol.Biochem.Parasitol_90_513
Author(s) : Grigg ME , Tang L , Hussein AS , Selkirk ME
Ref : Molecular & Biochemical Parasitology , 90 :513 , 1997
Abstract : Grigg_1997_Mol.Biochem.Parasitol_90_513
ESTHER : Grigg_1997_Mol.Biochem.Parasitol_90_513
PubMedSearch : Grigg_1997_Mol.Biochem.Parasitol_90_513
PubMedID: 98135665

Title : Site-directed mutagenesis of active site residues reveals plasticity of human butyrylcholinesterase in substrate and inhibitor interactions - Gnatt_1994_J.Neurochem_62_749
Author(s) : Gnatt A , Loewenstein Y , Yaron A , Schwarz M , Soreq H
Ref : Journal of Neurochemistry , 62 :749 , 1994
Abstract : Gnatt_1994_J.Neurochem_62_749
ESTHER : Gnatt_1994_J.Neurochem_62_749
PubMedSearch : Gnatt_1994_J.Neurochem_62_749
PubMedID: 8294937

Title : Degradation of acetylcholine in human airways: role of butyrylcholinesterase - Norel_1993_Br.J.Pharmacol_108_914
Author(s) : Norel X , Angrisani M , Labat C , Gorenne I , Dulmet E , Rossi F , Brink C
Ref : British Journal of Pharmacology , 108 :914 , 1993
Abstract : Norel_1993_Br.J.Pharmacol_108_914
ESTHER : Norel_1993_Br.J.Pharmacol_108_914
PubMedSearch : Norel_1993_Br.J.Pharmacol_108_914
PubMedID: 8485630

Title : Cholinesterases in rabbit serum - Simeon_1988_Gen.Pharmacol_19_849
Author(s) : Simeon-Rudolf V , Reiner E , Skrinjaric-Spoljar M , Krauthacker B
Ref : General Pharmacology , 19 :849 , 1988
Abstract : Simeon_1988_Gen.Pharmacol_19_849
ESTHER : Simeon_1988_Gen.Pharmacol_19_849
PubMedSearch : Simeon_1988_Gen.Pharmacol_19_849
PubMedID: 3229626

Title : Mechanisms involved in the development of tolerance to DFP toxicity - Gupta_1985_Fundam.Appl.Toxicol_5_S17
Author(s) : Gupta RC , Patterson GT , Dettbarn WD
Ref : Fundamental & Applied Toxicology , 5 :S17 , 1985
Abstract : Gupta_1985_Fundam.Appl.Toxicol_5_S17
ESTHER : Gupta_1985_Fundam.Appl.Toxicol_5_S17
PubMedSearch : Gupta_1985_Fundam.Appl.Toxicol_5_S17
PubMedID: 4092885

Title : Selective, near-total, irreversible inactivation of peripheral pseudocholinesterase and acetylcholinesterase in cats in vivo -
Author(s) : Koelle GB , Davis R , Diliberto EJJr , Koelle WA
Ref : Biochemical Pharmacology , 23 :175 , 1974
PubMedID: 4360344

Title : Two selective inhibitors of cholinesterase -
Author(s) : Austin L , Berry WK
Ref : Biochemical Journal , 54 :695 , 1953
PubMedID: 13058976