K075

General

Type : Bispyridinium, Bisoxime, Oxime

Chemical_Nomenclature : oxo-[[1-[(E)-4-[4-(oxoazaniumylmethylidene)pyridin-1-yl]but-2-enyl]pyridin-4-ylidene]methyl]azanium

Canonical SMILES : C1=CN(C=CC1=C[NH+]=O)C\/C=C\/CN2C=CC(=C[NH+]=O)C=C2

InChI : InChI=1S\/C16H16N4O2\/c21-17-13-15-3-9-19(10-4-15)7-1-2-8-20-11-5-16(6-12-20)14-18-22\/h1-6,9-14H,7-8H2\/p+2\/b2-1+

InChIKey : OGANKUBQSKACFA-OWOJBTEDSA-P

Other name(s) : 1,4-bis(4-hydroxyiminomethylpiridinium)-but-2ene  ||  K-75  ||  CHEMBL1181947  ||  1,1'-(2-Butene-1,4-diyl)bis[4-(hydroxyiminomethyl)pyridinium]  ||  1,1'-[(E)-2-Butene-1,4-diyl]bis[4-(hydroxyiminomethyl)pyridinium]


MW : 298.33

Formula : C16H18N4O2

CAS_number :

PubChem : 90660023

UniChem : OGANKUBQSKACFA-OWOJBTEDSA-P

Target

Structure : No structure

Families : No family

References (15)

Title : In Vitro Evaluation of Oxidative Stress Induced by Oxime Reactivators of Acetylcholinesterase in HepG2 Cells - Vanova_2023_Chem.Res.Toxicol__
Author(s) : Vanova N , Muckova L , Kaliskova T , Lochman L , Bzonek P , Svec F
Ref : Chemical Research in Toxicology , : , 2023
Abstract :
PubMedSearch : Vanova_2023_Chem.Res.Toxicol__
PubMedID: 37950699

Title : Interspecies and intergender differences in acute toxicity of K-oximes drug candidates - Jacevic_2019_Chem.Biol.Interact_13ChEPon_308_312
Author(s) : Jacevic V , Nepovimova E , Kuca K
Ref : Chemico-Biological Interactions , 308 :312 , 2019
Abstract :
PubMedSearch : Jacevic_2019_Chem.Biol.Interact_13ChEPon_308_312
PubMedID: 31153983

Title : Interaction of cholinesterase modulators with DNA and their cytotoxic activity - Janockova_2013_Int.J.Biol.Macromol_64C_53
Author(s) : Janockova J , Gulasova Z , Plsikova J , Musilek K , Kuca K , Mikes J , Culka L , Fedorocko P , Kozurkova M
Ref : Int J Biol Macromol , 64C :53 , 2013
Abstract :
PubMedSearch : Janockova_2013_Int.J.Biol.Macromol_64C_53
PubMedID: 24296409

Title : In vitro reactivating effects of standard and newly developed oximes on malaoxon-inhibited mouse brain acetylcholinesterase - dos Santos_2010_Basic.Clin.Pharmacol.Toxicol_107_768
Author(s) : Dos Santos AA , dos Santos DB , Dafre AL , de Bem AF , Souza DO , da Rocha JB , Kuca K , Farina M
Ref : Basic Clin Pharmacol Toxicol , 107 :768 , 2010
Abstract :
PubMedSearch : dos Santos_2010_Basic.Clin.Pharmacol.Toxicol_107_768
PubMedID: 20406208

Title : Synthesis of monooxime-monocarbamoyl bispyridinium compounds bearing (E)-but-2-ene linker and evaluation of their reactivation activity against tabun- and paraoxon-inhibited acetylcholinesterase - Musilek_2008_J.Enzyme.Inhib.Med.Chem_23_70
Author(s) : Musilek K , Holas O , Kuca K , Jun D , Dohnal V , Opletalova V , Dolezal M
Ref : J Enzyme Inhib Med Chem , 23 :70 , 2008
Abstract :
PubMedSearch : Musilek_2008_J.Enzyme.Inhib.Med.Chem_23_70
PubMedID: 18341256

Title : A comparison of reactivating efficacy of newly developed oximes (K074, K075) and currently available oximes (obidoxime, HI-6) in soman, cyclosarin and tabun-poisoned rats - Kassa_2008_Chem.Biol.Interact_175_425
Author(s) : Kassa J , Jun D , Karasova J , Bajgar J , Kuca K
Ref : Chemico-Biological Interactions , 175 :425 , 2008
Abstract :
PubMedSearch : Kassa_2008_Chem.Biol.Interact_175_425
PubMedID: 18547554

Title : The development of new oximes and the evaluation of their reactivating, therapeutic and neuroprotective efficacy against tabun - Kassa_2008_Mini.Rev.Med.Chem_8_1134
Author(s) : Kassa J , Kuca K , Karasova J , Musilek K
Ref : Mini Rev Med Chem , 8 :1134 , 2008
Abstract :
PubMedSearch : Kassa_2008_Mini.Rev.Med.Chem_8_1134
PubMedID: 18855728

Title : Interactions of butane, but-2-ene or xylene-like linked bispyridinium para-aldoximes with native and tabun-inhibited human cholinesterases - Calic_2008_Chem.Biol.Interact_175_305
Author(s) : Calic M , Bosak A , Kuca K , Kovarik Z
Ref : Chemico-Biological Interactions , 175 :305 , 2008
Abstract :
PubMedSearch : Calic_2008_Chem.Biol.Interact_175_305
PubMedID: 18501885

Title : Monooxime reactivators of acetylcholinesterase with (E)-but-2-ene linker: preparation and reactivation of tabun- and paraoxon-inhibited acetylcholinesterase - Musilek_2007_Bioorg.Med.Chem_15_6733
Author(s) : Musilek K , Holas O , Jun D , Dohnal V , Gunn-Moore F , Opletalova V , Dolezal M , Kuca K
Ref : Bioorganic & Medicinal Chemistry , 15 :6733 , 2007
Abstract :
PubMedSearch : Musilek_2007_Bioorg.Med.Chem_15_6733
PubMedID: 17764957

Title : A comparison of the potency of newly developed oximes (K074, K075) and currently available oximes (obidoxime, HI-6) to counteract soman-induced neurotoxicity in rats - Kassa_2007_Drug.Chem.Toxicol_30_117
Author(s) : Kassa J , Karasova J
Ref : Drug & Chemical Toxicology , 30 :117 , 2007
Abstract :
PubMedSearch : Kassa_2007_Drug.Chem.Toxicol_30_117
PubMedID: 17454028

Title : A comparison of reactivating efficacy of newly developed oximes (K074, K075) and currently available oximes (obidoxime, HI-6) in cyclosarin-and tabun-poisoned rats - Kassa_2007_J.Enzyme.Inhib.Med.Chem_22_297
Author(s) : Kassa J , Jun D , Kuca K
Ref : J Enzyme Inhib Med Chem , 22 :297 , 2007
Abstract :
PubMedSearch : Kassa_2007_J.Enzyme.Inhib.Med.Chem_22_297
PubMedID: 17674811

Title : In vitro reactivation potency of acetylcholinesterase reactivators--K074 and K075--to reactivate tabun-inhibited human brain cholinesterases - Kuca_2007_Neurotox.Res_11_101
Author(s) : Kuca K , Cabal J , Jun D , Musilek K
Ref : Neurotox Res , 11 :101 , 2007
Abstract :
PubMedSearch : Kuca_2007_Neurotox.Res_11_101
PubMedID: 17449453

Title : Novel series of bispyridinium compounds bearing a (Z)-but-2-ene linker--synthesis and evaluation of their reactivation activity against tabun and paraoxon-inhibited acetylcholinesterase - Musilek_2007_Bioorg.Med.Chem.Lett_17_3172
Author(s) : Musilek K , Holas O , Kuca K , Jun D , Dohnal V , Opletalova V , Dolezal M
Ref : Bioorganic & Medicinal Chemistry Lett , 17 :3172 , 2007
Abstract :
PubMedSearch : Musilek_2007_Bioorg.Med.Chem.Lett_17_3172
PubMedID: 17383875

Title : Potency of new structurally different oximes to reactivate cyclosarin-inhibited human brain acetylcholinesterases - Kuca_2006_J.Enzyme.Inhib.Med.Chem_21_663
Author(s) : Kuca K , Cabal J , Jun D , Bajgar J , Hrabinova M
Ref : J Enzyme Inhib Med Chem , 21 :663 , 2006
Abstract :
PubMedSearch : Kuca_2006_J.Enzyme.Inhib.Med.Chem_21_663
PubMedID: 17252938

Title : Effective bisquaternary reactivators of tabun-inhibited AChE - Kuca_2005_J.Appl.Toxicol_25_491
Author(s) : Kuca K , Cabal J , Musilek K , Jun D , Bajgar J
Ref : J Appl Toxicol , 25 :491 , 2005
Abstract :
PubMedSearch : Kuca_2005_J.Appl.Toxicol_25_491
PubMedID: 16092078