K868
General
Type : Oxime, Bispyridinium, Pyridine-aldoxime, Organochlorine
Chemical_Nomenclature : 1-[3-[3,5-dichloro-4-[(E)-hydroxyiminomethyl]pyridin-1-ium-1-yl]propyl]pyridin-1-ium-4-carboxamide dibromide, 1-[3-[3,5-dichloro-4-[(E)-hydroxyiminomethyl]pyridin-1-ium-1-yl]propyl]pyridin-1-ium-4-carboxamide
Canonical SMILES : C1=C[N+](=CC=C1C(=O)N)CCC[N+]2=CC(=C(C(=C2)Cl)\/C=N\/O)Cl.[Br-].[Br-] || C1=C[N+](=CC=C1C(=O)N)CCC[N+]2=CC(=C(C(=C2)Cl)\/C=N\/O)Cl
InChI : InChI=1S\/C15H14Cl2N4O2.2BrH\/c16-13-9-21(10-14(17)12(13)8-19-23)5-1-4-20-6-2-11(3-7-20)15(18)22\;\;\/h2-3,6-10H,1,4-5H2,(H-,18,22)\;2*1H, InChI=1S\/C15H14Cl2N4O2\/c16-13-9-21(10-14(17)12(13)8-19-23)5-1-4-20-6-2-11(3-7-20)15(18)22\/h2-3,6-10H,1,4-5H2,(H-,18,22)\/p+2
InChIKey : ILGCVEUDJCUNCK-UHFFFAOYSA-N, MSEQEZLALUOVQP-UHFFFAOYSA-P
Other name(s) : K-868 || CHEMBL4281350 || CHEMBL4302711 || BDBM50465900
MW : 515 || 355.2
Formula : C15H16Br2Cl2N4O2 || C15H16Cl2N4O2+2
CAS_number :
PubChem : 145981976, 145947829
UniChem : ILGCVEUDJCUNCK-UHFFFAOYSA-N, MSEQEZLALUOVQP-UHFFFAOYSA-P
Target
Structure : No structure
Families : No family
References (18)
| Title : Reactivation screening of A-234-inhibited human recombinant acetylcholinesterase in vitro - Opravil_2025_Chem.Biol.Interact_15ChEPon_423_111810 |
| Author(s) : Opravil J , Pejchal J , Hrabinova M , Muckova L , Prchal L , Korabecny J , Rozsypal T , Gorecki L , Fibigar J , Soukup O , Musilek K , Jun D |
| Ref : Chemico-Biological Interactions , 423 :111810 , 2025 |
| Abstract : |
| PubMedSearch : Opravil_2025_Chem.Biol.Interact_15ChEPon_423_111810 |
| PubMedID: 41197850 |
| Title : Reactivation screening of A-234-inhibited human recombinant acetylcholinesterase in vitro - Opravil_2025_Chem.Biol.Interact_15ChEPon_423_111810 |
| Author(s) : Opravil J , Pejchal J , Hrabinova M , Muckova L , Prchal L , Korabecny J , Rozsypal T , Gorecki L , Fibigar J , Soukup O , Musilek K , Jun D |
| Ref : Chemico-Biological Interactions , 423 :111810 , 2025 |
| Abstract : |
| PubMedSearch : Opravil_2025_Chem.Biol.Interact_15ChEPon_423_111810 |
| PubMedID: 41197850 |
| Title : Reactivation screening of A-234-inhibited human recombinant acetylcholinesterase in vitro - Opravil_2025_Chem.Biol.Interact_15ChEPon_423_111810 |
| Author(s) : Opravil J , Pejchal J , Hrabinova M , Muckova L , Prchal L , Korabecny J , Rozsypal T , Gorecki L , Fibigar J , Soukup O , Musilek K , Jun D |
| Ref : Chemico-Biological Interactions , 423 :111810 , 2025 |
| Abstract : |
| PubMedSearch : Opravil_2025_Chem.Biol.Interact_15ChEPon_423_111810 |
| PubMedID: 41197850 |
| Title : Halogen substituents enhance oxime nucleophilicity for reactivation of cholinesterases inhibited by nerve agents - Zorbaz_2022_Eur.J.Med.Chem_238_114377 |
| Author(s) : Zorbaz T , Malinak D , Hofmanova T , Marakovic N , Zunec S , Macek Hrvat N , Andrys R , Psotka M , Zandona A , Svobodova J , Prchal L , Fingler S , Katalinic M , Kovarik Z , Musilek K |
| Ref : Eur Journal of Medicinal Chemistry , 238 :114377 , 2022 |
| Abstract : |
| PubMedSearch : Zorbaz_2022_Eur.J.Med.Chem_238_114377 |
| PubMedID: 35526478 |
| Title : Halogen substituents enhance oxime nucleophilicity for reactivation of cholinesterases inhibited by nerve agents - Zorbaz_2022_Eur.J.Med.Chem_238_114377 |
| Author(s) : Zorbaz T , Malinak D , Hofmanova T , Marakovic N , Zunec S , Macek Hrvat N , Andrys R , Psotka M , Zandona A , Svobodova J , Prchal L , Fingler S , Katalinic M , Kovarik Z , Musilek K |
| Ref : Eur Journal of Medicinal Chemistry , 238 :114377 , 2022 |
| Abstract : |
| PubMedSearch : Zorbaz_2022_Eur.J.Med.Chem_238_114377 |
| PubMedID: 35526478 |
| Title : Halogen substituents enhance oxime nucleophilicity for reactivation of cholinesterases inhibited by nerve agents - Zorbaz_2022_Eur.J.Med.Chem_238_114377 |
| Author(s) : Zorbaz T , Malinak D , Hofmanova T , Marakovic N , Zunec S , Macek Hrvat N , Andrys R , Psotka M , Zandona A , Svobodova J , Prchal L , Fingler S , Katalinic M , Kovarik Z , Musilek K |
| Ref : Eur Journal of Medicinal Chemistry , 238 :114377 , 2022 |
| Abstract : |
| PubMedSearch : Zorbaz_2022_Eur.J.Med.Chem_238_114377 |
| PubMedID: 35526478 |
| Title : Effects of Charged Oxime Reactivators on the HK-2 Cell Line in Renal Toxicity Screening - Handl_2021_Chem.Res.Toxicol__ |
| Author(s) : Handl J , Malinak D , Capek J , Andrys R , Rousarova E , Hauschke M , Bruckova L , Cesla P , Rousar T , Musilek K |
| Ref : Chemical Research in Toxicology , : , 2021 |
| Abstract : |
| PubMedSearch : Handl_2021_Chem.Res.Toxicol__ |
| PubMedID: 33566584 |
| Title : Investigation of the Experimental Pharmacokinetics of the Bis-Chlorinated Bis-pyridinium Mono-aldoxime Cholinesterase Reactivator K-868 in Rats - Kalasz_2021_Open.Med.Chem.J_15_17 |
| Author(s) : Kalasz H , Tekes K , Bator G , Adeghate J , Adeghate E , Darvas F , Furesz J , Karvaly G |
| Ref : Open Med Chem J , 15 :17 , 2021 |
| Abstract : |
| PubMedSearch : Kalasz_2021_Open.Med.Chem.J_15_17 |
| PubMedID: |
| Title : Effects of Charged Oxime Reactivators on the HK-2 Cell Line in Renal Toxicity Screening - Handl_2021_Chem.Res.Toxicol__ |
| Author(s) : Handl J , Malinak D , Capek J , Andrys R , Rousarova E , Hauschke M , Bruckova L , Cesla P , Rousar T , Musilek K |
| Ref : Chemical Research in Toxicology , : , 2021 |
| Abstract : |
| PubMedSearch : Handl_2021_Chem.Res.Toxicol__ |
| PubMedID: 33566584 |
| Title : Investigation of the Experimental Pharmacokinetics of the Bis-Chlorinated Bis-pyridinium Mono-aldoxime Cholinesterase Reactivator K-868 in Rats - Kalasz_2021_Open.Med.Chem.J_15_17 |
| Author(s) : Kalasz H , Tekes K , Bator G , Adeghate J , Adeghate E , Darvas F , Furesz J , Karvaly G |
| Ref : Open Med Chem J , 15 :17 , 2021 |
| Abstract : |
| PubMedSearch : Kalasz_2021_Open.Med.Chem.J_15_17 |
| PubMedID: |
| Title : Effects of Charged Oxime Reactivators on the HK-2 Cell Line in Renal Toxicity Screening - Handl_2021_Chem.Res.Toxicol__ |
| Author(s) : Handl J , Malinak D , Capek J , Andrys R , Rousarova E , Hauschke M , Bruckova L , Cesla P , Rousar T , Musilek K |
| Ref : Chemical Research in Toxicology , : , 2021 |
| Abstract : |
| PubMedSearch : Handl_2021_Chem.Res.Toxicol__ |
| PubMedID: 33566584 |
| Title : Investigation of the Experimental Pharmacokinetics of the Bis-Chlorinated Bis-pyridinium Mono-aldoxime Cholinesterase Reactivator K-868 in Rats - Kalasz_2021_Open.Med.Chem.J_15_17 |
| Author(s) : Kalasz H , Tekes K , Bator G , Adeghate J , Adeghate E , Darvas F , Furesz J , Karvaly G |
| Ref : Open Med Chem J , 15 :17 , 2021 |
| Abstract : |
| PubMedSearch : Kalasz_2021_Open.Med.Chem.J_15_17 |
| PubMedID: |
| Title : Butyrylcholinesterase inhibited by nerve agents is efficiently reactivated with chlorinated pyridinium oximes - Zorbaz_2019_Chem.Biol.Interact_13ChEPon_307_16 |
| Author(s) : Zorbaz T , Malinak D , Kuca K , Musilek K , Kovarik Z |
| Ref : Chemico-Biological Interactions , 307 :16 , 2019 |
| Abstract : |
| PubMedSearch : Zorbaz_2019_Chem.Biol.Interact_13ChEPon_307_16 |
| PubMedID: 31004594 |
| Title : Butyrylcholinesterase inhibited by nerve agents is efficiently reactivated with chlorinated pyridinium oximes - Zorbaz_2019_Chem.Biol.Interact_13ChEPon_307_16 |
| Author(s) : Zorbaz T , Malinak D , Kuca K , Musilek K , Kovarik Z |
| Ref : Chemico-Biological Interactions , 307 :16 , 2019 |
| Abstract : |
| PubMedSearch : Zorbaz_2019_Chem.Biol.Interact_13ChEPon_307_16 |
| PubMedID: 31004594 |
| Title : Butyrylcholinesterase inhibited by nerve agents is efficiently reactivated with chlorinated pyridinium oximes - Zorbaz_2019_Chem.Biol.Interact_13ChEPon_307_16 |
| Author(s) : Zorbaz T , Malinak D , Kuca K , Musilek K , Kovarik Z |
| Ref : Chemico-Biological Interactions , 307 :16 , 2019 |
| Abstract : |
| PubMedSearch : Zorbaz_2019_Chem.Biol.Interact_13ChEPon_307_16 |
| PubMedID: 31004594 |
| Title : Pyridinium Oximes with Ortho-Positioned Chlorine Moiety Exhibit Improved Physicochemical Properties and Efficient Reactivation of Human Acetylcholinesterase Inhibited by Several Nerve Agents - Zorbaz_2018_J.Med.Chem_61_10753 |
| Author(s) : Zorbaz T , Malinak D , Marakovic N , Macek Hrvat N , Zandona A , Novotny M , Skarka A , Andrys R , Benkova M , Soukup O , Katalinic M , Kuca K , Kovarik Z , Musilek K |
| Ref : Journal of Medicinal Chemistry , 61 :10753 , 2018 |
| Abstract : |
| PubMedSearch : Zorbaz_2018_J.Med.Chem_61_10753 |
| PubMedID: 30383374 |
| Title : Pyridinium Oximes with Ortho-Positioned Chlorine Moiety Exhibit Improved Physicochemical Properties and Efficient Reactivation of Human Acetylcholinesterase Inhibited by Several Nerve Agents - Zorbaz_2018_J.Med.Chem_61_10753 |
| Author(s) : Zorbaz T , Malinak D , Marakovic N , Macek Hrvat N , Zandona A , Novotny M , Skarka A , Andrys R , Benkova M , Soukup O , Katalinic M , Kuca K , Kovarik Z , Musilek K |
| Ref : Journal of Medicinal Chemistry , 61 :10753 , 2018 |
| Abstract : |
| PubMedSearch : Zorbaz_2018_J.Med.Chem_61_10753 |
| PubMedID: 30383374 |
| Title : Pyridinium Oximes with Ortho-Positioned Chlorine Moiety Exhibit Improved Physicochemical Properties and Efficient Reactivation of Human Acetylcholinesterase Inhibited by Several Nerve Agents - Zorbaz_2018_J.Med.Chem_61_10753 |
| Author(s) : Zorbaz T , Malinak D , Marakovic N , Macek Hrvat N , Zandona A , Novotny M , Skarka A , Andrys R , Benkova M , Soukup O , Katalinic M , Kuca K , Kovarik Z , Musilek K |
| Ref : Journal of Medicinal Chemistry , 61 :10753 , 2018 |
| Abstract : |
| PubMedSearch : Zorbaz_2018_J.Med.Chem_61_10753 |
| PubMedID: 30383374 |