K074
General
Type : Bispyridinium, Bisoxime, Oxime
Chemical_Nomenclature : oxo-[[1-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethyl]pyridin-4-ylidene]methyl]azanium
Canonical SMILES : C1=CN(C=CC1=C[NH+]=O)CCN2C=CC(=C[NH+]=O)C=C2
InChI : InChI=1S\/C14H14N4O2\/c19-15-11-13-1-5-17(6-2-13)9-10-18-7-3-14(4-8-18)12-16-20\/h1-8,11-12H,9-10H2\/p+2
InChIKey : UPGGFZJAGKALOJ-UHFFFAOYSA-P
Other name(s) : K-74 || AC1NYRSV || ZINC17023496 || 1,1'-Ethylenebis[4-[(hydroxyimino)methyl]pyridinium]
MW : 272.30
Formula : C14H16N4O2+2
CAS_number :
PubChem : 5838835
UniChem : UPGGFZJAGKALOJ-UHFFFAOYSA-P
Target
Structure : No structure
Families : No family
References (38)
| 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 : 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 : Novel Group of AChE Reactivators-Synthesis, In Vitro Reactivation and Molecular Docking Study - Malinak_2018_Molecules_23_ |
| Author(s) : Malinak D , Nepovimova E , Jun D , Musilek K , Kuca K |
| Ref : Molecules , 23 : , 2018 |
| Abstract : |
| PubMedSearch : Malinak_2018_Molecules_23_ |
| PubMedID: 30205495 |
| Title : Cytotoxicity of acetylcholinesterase reactivators evaluated in vitro and its relation to their structure - Muckova_2018_Drug.Chem.Toxicol__1 |
| Author(s) : Muckova L , Pejchal J , Jost P , Vanova N , Herman D , Jun D |
| Ref : Drug & Chemical Toxicology , :1 , 2018 |
| Abstract : |
| PubMedSearch : Muckova_2018_Drug.Chem.Toxicol__1 |
| PubMedID: 29421945 |
| Title : Novel Group of AChE Reactivators-Synthesis, In Vitro Reactivation and Molecular Docking Study - Malinak_2018_Molecules_23_ |
| Author(s) : Malinak D , Nepovimova E , Jun D , Musilek K , Kuca K |
| Ref : Molecules , 23 : , 2018 |
| Abstract : |
| PubMedSearch : Malinak_2018_Molecules_23_ |
| PubMedID: 30205495 |
| Title : Cytotoxicity of acetylcholinesterase reactivators evaluated in vitro and its relation to their structure - Muckova_2018_Drug.Chem.Toxicol__1 |
| Author(s) : Muckova L , Pejchal J , Jost P , Vanova N , Herman D , Jun D |
| Ref : Drug & Chemical Toxicology , :1 , 2018 |
| Abstract : |
| PubMedSearch : Muckova_2018_Drug.Chem.Toxicol__1 |
| PubMedID: 29421945 |
| Title : Effects of K074 and pralidoxime on antioxidant and acetylcholinesterase response in malathion-poisoned mice - dos Santos_2011_Neurotoxicol_32_888 |
| Author(s) : Dos Santos AA , dos Santos DB , Ribeiro RP , Colle D , Peres KC , Hermes J , Barbosa AM , Dafre AL , de Bem AF , Kuca K , Farina M |
| Ref : Neurotoxicology , 32 :888 , 2011 |
| Abstract : |
| PubMedSearch : dos Santos_2011_Neurotoxicol_32_888 |
| PubMedID: 21723318 |
| Title : Partition of bispyridinium oximes (trimedoxime and K074) administered in therapeutic doses into different parts of the rat brain - Karasova_2011_J.Pharm.Biomed.Anal_54_1082 |
| Author(s) : Karasova JZ , Zemek F , Bajgar J , Vasatova M , Prochazka P , Novotny L , Kuca K |
| Ref : J Pharm Biomed Anal , 54 :1082 , 2011 |
| Abstract : |
| PubMedSearch : Karasova_2011_J.Pharm.Biomed.Anal_54_1082 |
| PubMedID: 21146949 |
| Title : Effects of K074 and pralidoxime on antioxidant and acetylcholinesterase response in malathion-poisoned mice - dos Santos_2011_Neurotoxicol_32_888 |
| Author(s) : Dos Santos AA , dos Santos DB , Ribeiro RP , Colle D , Peres KC , Hermes J , Barbosa AM , Dafre AL , de Bem AF , Kuca K , Farina M |
| Ref : Neurotoxicology , 32 :888 , 2011 |
| Abstract : |
| PubMedSearch : dos Santos_2011_Neurotoxicol_32_888 |
| PubMedID: 21723318 |
| Title : Partition of bispyridinium oximes (trimedoxime and K074) administered in therapeutic doses into different parts of the rat brain - Karasova_2011_J.Pharm.Biomed.Anal_54_1082 |
| Author(s) : Karasova JZ , Zemek F , Bajgar J , Vasatova M , Prochazka P , Novotny L , Kuca K |
| Ref : J Pharm Biomed Anal , 54 :1082 , 2011 |
| Abstract : |
| PubMedSearch : Karasova_2011_J.Pharm.Biomed.Anal_54_1082 |
| PubMedID: 21146949 |
| Title : In vivo experimental approach to treatment against tabun poisoning - Berend_2010_J.Enzyme.Inhib.Med.Chem_25_531 |
| Author(s) : Zunec S , Katalinic M , Vrdoljak AL , Kovarik Z , Kuca K , Radic B |
| Ref : J Enzyme Inhib Med Chem , 25 :531 , 2010 |
| Abstract : |
| PubMedSearch : Berend_2010_J.Enzyme.Inhib.Med.Chem_25_531 |
| PubMedID: 20235800 |
| 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 : In vivo experimental approach to treatment against tabun poisoning - Berend_2010_J.Enzyme.Inhib.Med.Chem_25_531 |
| Author(s) : Zunec S , Katalinic M , Vrdoljak AL , Kovarik Z , Kuca K , Radic B |
| Ref : J Enzyme Inhib Med Chem , 25 :531 , 2010 |
| Abstract : |
| PubMedSearch : Berend_2010_J.Enzyme.Inhib.Med.Chem_25_531 |
| PubMedID: 20235800 |
| 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 : 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 : New bispyridinium oximes: in vitro and in vivo evaluation of their biological efficiency in soman and tabun poisoning - Berend_2008_Chem.Biol.Interact_175_413 |
| Author(s) : Zunec S , Vrdoljak AL , Radic B , Kuca K |
| Ref : Chemico-Biological Interactions , 175 :413 , 2008 |
| Abstract : |
| PubMedSearch : Berend_2008_Chem.Biol.Interact_175_413 |
| PubMedID: 18547553 |
| 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 : Oximes: Reactivators of phosphorylated acetylcholinesterase and antidotes in therapy against tabun poisoning - Kovarik_2008_Chem.Biol.Interact_175_173 |
| Author(s) : Kovarik Z , Calic M , Sinko G , Bosak A , Zunec S , Vrdoljak AL , Radic B |
| Ref : Chemico-Biological Interactions , 175 :173 , 2008 |
| Abstract : |
| PubMedSearch : Kovarik_2008_Chem.Biol.Interact_175_173 |
| PubMedID: 18501341 |
| 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 : 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 : New bispyridinium oximes: in vitro and in vivo evaluation of their biological efficiency in soman and tabun poisoning - Berend_2008_Chem.Biol.Interact_175_413 |
| Author(s) : Zunec S , Vrdoljak AL , Radic B , Kuca K |
| Ref : Chemico-Biological Interactions , 175 :413 , 2008 |
| Abstract : |
| PubMedSearch : Berend_2008_Chem.Biol.Interact_175_413 |
| PubMedID: 18547553 |
| 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 : Oximes: Reactivators of phosphorylated acetylcholinesterase and antidotes in therapy against tabun poisoning - Kovarik_2008_Chem.Biol.Interact_175_173 |
| Author(s) : Kovarik Z , Calic M , Sinko G , Bosak A , Zunec S , Vrdoljak AL , Radic B |
| Ref : Chemico-Biological Interactions , 175 :173 , 2008 |
| Abstract : |
| PubMedSearch : Kovarik_2008_Chem.Biol.Interact_175_173 |
| PubMedID: 18501341 |
| 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 : 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 : A Comparison of Newly Synthesized Oximes (K074, K075) and Oximes Introduced into the Czech Army (Obidoxime, HI-6) to Reactivate Tabun or Soman-Inhibited Acetylcholinesterase in Rat's Blood and Brain - Kassa_2007_Mil.Med.Sci.Lett_76_27 |
| Author(s) : Kassa J , Jun D |
| Ref : Military Medical Science Letters , 76 :27 , 2007 |
| Abstract : |
| PubMedSearch : Kassa_2007_Mil.Med.Sci.Lett_76_27 |
| PubMedID: |
| 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 : 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 : A Comparison of Newly Synthesized Oximes (K074, K075) and Oximes Introduced into the Czech Army (Obidoxime, HI-6) to Reactivate Tabun or Soman-Inhibited Acetylcholinesterase in Rat's Blood and Brain - Kassa_2007_Mil.Med.Sci.Lett_76_27 |
| Author(s) : Kassa J , Jun D |
| Ref : Military Medical Science Letters , 76 :27 , 2007 |
| Abstract : |
| PubMedSearch : Kassa_2007_Mil.Med.Sci.Lett_76_27 |
| PubMedID: |
| 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 : 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 : Influence of Length and Shape of the Connecting Chain of Bisquaternary Acetylcholinesterase Reactivators on Their Potency to Reactivate Enzyme Inhibited by Sarin - Kuca_2006_Mil.Med.Sci.Lett_75_37 |
| Author(s) : Kuca K , Jun D , Musilek K |
| Ref : Military Medical Science Letters , 75 :37 , 2006 |
| Abstract : |
| PubMedSearch : Kuca_2006_Mil.Med.Sci.Lett_75_37 |
| PubMedID: |
| 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 : Influence of Length and Shape of the Connecting Chain of Bisquaternary Acetylcholinesterase Reactivators on Their Potency to Reactivate Enzyme Inhibited by Sarin - Kuca_2006_Mil.Med.Sci.Lett_75_37 |
| Author(s) : Kuca K , Jun D , Musilek K |
| Ref : Military Medical Science Letters , 75 :37 , 2006 |
| Abstract : |
| PubMedSearch : Kuca_2006_Mil.Med.Sci.Lett_75_37 |
| PubMedID: |
| 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 |
| 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 |