K033

General

Type : Bispyridinium, Bisoxime, Oxime

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

Canonical SMILES : C1=CC(=C[NH+]=O)N(C=C1)CCCCN2C=CC=CC2=C[NH+]=O

InChI : InChI=1S\/C16H18N4O2\/c21-17-13-15-7-1-3-9-19(15)11-5-6-12-20-10-4-2-8-16(20)14-18-22\/h1-4,7-10,13-14H,5-6,11-12H2\/p+2

InChIKey : XBWPUBVQNBIHRE-UHFFFAOYSA-P

Other name(s) : 1,4-bis(2-hydroxyiminomethylpyridinium) butane dibromide  ||  CHEMBL1197954  ||  K-33  ||  AC1O9XJ0  ||  ZINC4480554  ||  K-033  ||  Oxo-[[1-[4-[2-(oxoazaniumylmethylidene)pyridin-1-yl]butyl]pyridin-2-ylidene]methyl]azanium


MW : 300.35

Formula : C16H20N4O2

CAS_number :

PubChem : 6793934

UniChem : XBWPUBVQNBIHRE-UHFFFAOYSA-P

Target

Structure : No structure

Families : No family

References (19)

Title : Mini review on blood-brain barrier penetration of pyridinium aldoximes - Kalasz_2014_J.Appl.Toxicol_2_141
Author(s) : Kalasz H , Nurulain SM , Veress G , Antus S , Darvas F , Adeghate E , Adem A , Hashemi F , Tekes K
Ref : J Appl Toxicol , 2 :141 , 2014
Abstract :
PubMedSearch : Kalasz_2014_J.Appl.Toxicol_2_141
PubMedID: 25291712

Title : In vitro reactivation kinetics of paraoxon- and DFP-inhibited electric eel AChE using mono- and bis-pyridinium oximes - Gupta_2014_Arch.Toxicol_88_381
Author(s) : Gupta B , Sharma R , Singh N , Kuca K , Acharya JR , Ghosh KK
Ref : Archives of Toxicology , 88 :381 , 2014
Abstract :
PubMedSearch : Gupta_2014_Arch.Toxicol_88_381
PubMedID: 24065055

Title : Reactivation of Tabun-inhibited Acetylcholinesterase Investigated by Two Oximes and Mutagenesis - Katalinic_2012_Croatica.Chem.Acta_85_209
Author(s) : Katalinic M , Kovarik Z
Ref : Croatica Chemica Acta , 85 :209\ , 2012
Abstract :
PubMedSearch : Katalinic_2012_Croatica.Chem.Acta_85_209
PubMedID:

Title : In vitro and in vivo evaluation of pyridinium oximes: mode of interaction with acetylcholinesterase, effect on tabun- and soman-poisoned mice and their cytotoxicity - Calic_2006_Toxicology_219_85
Author(s) : Calic M , Vrdoljak AL , Radic B , Jelic D , Jun D , Kuca K , Kovarik Z
Ref : Toxicology , 219 :85 , 2006
Abstract :
PubMedSearch : Calic_2006_Toxicology_219_85
PubMedID: 16332406

Title : Five oximes (K-27, K-33, K-48, BI-6 and methoxime) in comparison with pralidoxime: in vitro reactivation of red blood cell acetylcholinesterase inhibited by paraoxon - Petroianu_2006_J.Appl.Toxicol_26_64
Author(s) : Petroianu GA , Arafat K , Kuca K , Kassa J
Ref : J Appl Toxicol , 26 :64 , 2006
Abstract :
PubMedSearch : Petroianu_2006_J.Appl.Toxicol_26_64
PubMedID: 16193529

Title : Five oximes (K-27, K-33, K-48, BI-6 and methoxime) in comparison with pralidoxime: survival in rats exposed to the organophosphate paraoxon - Petroianu_2006_J.Appl.Toxicol_26_262
Author(s) : Petroianu GA , Nurulain SM , Nagelkerke N , Al-Sultan MA , Kuca K , Kassa J
Ref : J Appl Toxicol , 26 :262 , 2006
Abstract :
PubMedSearch : Petroianu_2006_J.Appl.Toxicol_26_262
PubMedID: 16583462

Title : para- and ortho-Pyridinium aldoximes in reaction with acetylthiocholine - Sinko_2006_FEBS.Lett_580_3167
Author(s) : Sinko G , Calic M , Kovarik Z
Ref : FEBS Letters , 580 :3167 , 2006
Abstract :
PubMedSearch : Sinko_2006_FEBS.Lett_580_3167
PubMedID: 16684539

Title : The acute toxicity of acetylcholinesterase reactivators in mice in relation to their structure - Bartosova_2006_Neurotox.Res_9_291
Author(s) : Bartosova L , Kuca K , Kunesova G , Jun D
Ref : Neurotox Res , 9 :291 , 2006
Abstract :
PubMedSearch : Bartosova_2006_Neurotox.Res_9_291
PubMedID: 16782588

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 : Reactivation of sarin-inhibited pig brain acetylcholinesterase using oxime antidotes - Kuca_2006_J.Med.Toxicol_2_141
Author(s) : Kuca K , Jun D
Ref : J Med Toxicol , 2 :141 , 2006
Abstract :
PubMedSearch : Kuca_2006_J.Med.Toxicol_2_141
PubMedID: 18072133

Title : Pretreatment with pyridinium oximes improves antidotal therapy against tabun poisoning - Lucic_2006_Toxicology_228_41
Author(s) : Lucic Vrdoljak A , Calic M , Radic B , Zunec S , Jun D , Kuca K , Kovarik Z
Ref : Toxicology , 228 :41 , 2006
Abstract :
PubMedSearch : Lucic_2006_Toxicology_228_41
PubMedID: 16982122

Title : A comparison of the potency of newly developed oximes (K005, K027, K033, K048) and currently used oximes (pralidoxime, obidoxime, HI-6) to reactivate sarin-inhibited rat brain acetylcholinesterase by in vitro methods - Kuca_2005_J.Toxicol.Environ.Health.A_68_677
Author(s) : Kuca K , Cabal J , Kassa J
Ref : J Toxicol Environ Health A , 68 :677 , 2005
Abstract :
PubMedSearch : Kuca_2005_J.Toxicol.Environ.Health.A_68_677
PubMedID: 15901095

Title : New quaternary pyridine aldoximes as casual antidotes against nerve agents intoxications - Kuca_2005_Biomed.Pap.Med.Fac.Univ.Palacky.Olomouc.Czech.Repub_149_75
Author(s) : Kuca K , Bartosova L , Jun D , Patocka J , Cabal J , Kassa J , Kunesova G
Ref : Biomed Pap Med Fac Univ Palacky Olomouc Czech Repub , 149 :75 , 2005
Abstract :
PubMedSearch : Kuca_2005_Biomed.Pap.Med.Fac.Univ.Palacky.Olomouc.Czech.Repub_149_75
PubMedID: 16170392

Title : Antidotal treatment of GF-agent intoxication in mice with bispyridinium oximes - Sevelova_2005_Toxicology_207_1
Author(s) : Sevelova L , Kuca K , Krejcova-Kunesova G
Ref : Toxicology , 207 :1 , 2005
Abstract :
PubMedSearch : Sevelova_2005_Toxicology_207_1
PubMedID: 15590116

Title : Comparison of ability of some oximes to reactivate sarin-inhibited brain acetylcholinesterase from different species - Jun_2005_Chem.Biol.Interact_157-158_385
Author(s) : Jun D , Kuca K , Cabal J , Bartosova L , Kunesova G , Kassa J
Ref : Chemico-Biological Interactions , 157-158 :385 , 2005
Abstract :
PubMedSearch : Jun_2005_Chem.Biol.Interact_157-158_385
PubMedID: 16429518

Title : In vitro reactivation of tabun-inhibited acetylcholinesterase using new oximes--K027, K005, K033 and K048 - Kuca_2004_Cent.Eur.J.Public.Health_12 Suppl_S59
Author(s) : Kuca K , Cabal J
Ref : Central European Journal of Public Health , 12 Suppl :S59 , 2004
Abstract :
PubMedSearch : Kuca_2004_Cent.Eur.J.Public.Health_12 Suppl_S59
PubMedID: 15141981

Title : A comparison of the efficacy of a bispyridinium oxime--1,4-bis-(2-hydroxyiminomethylpyridinium) butane dibromide and currently used oximes to reactivate sarin, tabun or cyclosarin-inhibited acetylcholinesterase by in vitro methods - Kuca_2004_Pharmazie_59_795
Author(s) : Kuca K , Cabal J , Kassa J
Ref : Pharmazie , 59 :795 , 2004
Abstract :
PubMedSearch : Kuca_2004_Pharmazie_59_795
PubMedID: 15544060

Title : In vitro reactivation of acetylcholinesterase inhibited by cyclosarin using bisquaternary pyridinium aldoximes K005, K033, K027 AND K048 - Kuca_2004_Acta.Medica.(Hradec.Kralove)_47_107
Author(s) : Kuca K , Sevelova-Bartosova L , Krejcova-Kunesova G
Ref : Acta Medica (Hradec Kralove) , 47 :107 , 2004
Abstract :
PubMedSearch : Kuca_2004_Acta.Medica.(Hradec.Kralove)_47_107
PubMedID: 15446359

Title : A comparison of the ability of a new bispyridinium oxime--1-(4-hydroxyiminomethylpyridinium)-4-(4-carbamoylpyridinium)butane dibromide and currently used oximes to reactivate nerve agent-inhibited rat brain acetylcholinesterase by in vitro methods - Kuca_2003_J.Enzyme.Inhib.Med.Chem_18_529
Author(s) : Kuca K , Kassa J
Ref : J Enzyme Inhib Med Chem , 18 :529 , 2003
Abstract :
PubMedSearch : Kuca_2003_J.Enzyme.Inhib.Med.Chem_18_529
PubMedID: 15008517