MB327
General
Type : Bispyridinium, non-oxime, tert-Butyl
Chemical_Nomenclature : 4-tert-butyl-1-[3-(4-tert-butylpyridin-1-ium-1-yl)propyl]pyridin-1-ium
Canonical SMILES : CC(C)(C)C1=CC=[N+](C=C1)CCC[N+]2=CC=C(C=C2)C(C)(C)C
InChI : InChI=1S\/C21H32N2\/c1-20(2,3)18-8-14-22(15-9-18)12-7-13-23-16-10-19(11-17-23)21(4,5)6\/h8-11,14-17H,7,12-13H2,1-6H3\/q+2
InChIKey : OBKUQIPOSJEQDO-UHFFFAOYSA-N
Other name(s) : C571852 || MB399 || CHEMBL1642972 || CHEMBL1739618 || BDBM50334316 || 1,1'-(Trimethylene)bis(4-tert-butylpyridinium) || 1,3-bis(4-tert.butylpyridinium)-prop-1,3-diyl dibromide
MW : 312.49
Formula : C21H3N2O
CAS_number :
PubChem : 12282872
UniChem : OBKUQIPOSJEQDO-UHFFFAOYSA-N
Target
Structure : No structure
Families : No family
References (14)
| Title : Restoration of nerve agent impaired neuromuscular transmission in rat diaphragm by bispyridinium non-oximes - Structure-activity relationships - Amend_2024_Toxicology__153741 |
| Author(s) : Amend N , Timperley CM , Bird M , Green AC , Worek F , Seeger T |
| Ref : Toxicology , :153741 , 2024 |
| Abstract : |
| PubMedSearch : Amend_2024_Toxicology__153741 |
| PubMedID: 38311098 |
| Title : MS Binding Assays with UNC0642 as reporter ligand for the MB327 binding site of the nicotinic acetylcholine receptor - Nitsche_2024_Toxicol.Lett_392_94 |
| Author(s) : Nitsche V , Hofner G , Kaiser J , Gertzen CGW , Seeger T , Niessen KV , Steinritz D , Worek F , Gohlke H , Paintner FF , Wanner KT |
| Ref : Toxicol Lett , 392 :94 , 2024 |
| Abstract : |
| PubMedSearch : Nitsche_2024_Toxicol.Lett_392_94 |
| PubMedID: 38216073 |
| Title : Screening for new ligands of the MB327-PAM-1 binding site of the nicotinic acetylcholine receptor - Sichler_2024_Toxicol.Lett_394_23 |
| Author(s) : Sichler S , Hofner G , Nitsche V , Niessen KV , Seeger T , Worek F , Paintner FF , Wanner KT |
| Ref : Toxicol Lett , 394 :23 , 2024 |
| Abstract : |
| PubMedSearch : Sichler_2024_Toxicol.Lett_394_23 |
| PubMedID: 38387764 |
| Title : The use of bispyridinium non-oxime analogues for the restoration of nerve agent impaired neuromuscular transmission in rat hemidiaphragms - Structure optimization - Amend_2024_Toxicol.Lett__ |
| Author(s) : Amend N , Timperley CM , Bird M , Green AC , Worek F , Seeger T |
| Ref : Toxicol Lett , : , 2024 |
| Abstract : |
| PubMedSearch : Amend_2024_Toxicol.Lett__ |
| PubMedID: 38723915 |
| Title : Synthesis and Biological Evaluation of Novel MB327 Analogs as Resensitizers for Desensitized Nicotinic Acetylcholine Receptors after Intoxication with Nerve Agents - Bernauer_2024_Toxicol.Lett__ |
| Author(s) : Bernauer T , Nitsche V , Kaiser J , Gertzen CGW , Hofner G , Niessen KV , Seeger T , Steinritz D , Worek F , Gohlke H , Wanner KT , Paintner FF |
| Ref : Toxicol Lett , : , 2024 |
| Abstract : |
| PubMedSearch : Bernauer_2024_Toxicol.Lett__ |
| PubMedID: 38759939 |
| Title : A novel binding site in the nicotinic acetylcholine receptor for MB327 can explain its allosteric modulation relevant for organophosphorus-poisoning treatment - Kaiser_2023_Toxicol.Lett_373_160 |
| Author(s) : Kaiser J , Gertzen CGW , Bernauer T , Hofner G , Niessen KV , Seeger T , Paintner FF , Wanner KT , Worek F , Thiermann H , Gohlke H |
| Ref : Toxicol Lett , 373 :160 , 2023 |
| Abstract : |
| PubMedSearch : Kaiser_2023_Toxicol.Lett_373_160 |
| PubMedID: 36503818 |
| Title : New Resensitizers for the Nicotinic Acetylcholine Receptor by Ligand-Based Pharmacophore Modeling - Wein_2019_Curr.Comput.Aided.Drug.Des_15_104 |
| Author(s) : Wein T , Wanner KT , Rappengluck S , Sichler S , Niessen KV , Seeger T , Worek F , Thiermann H |
| Ref : Curr Comput Aided Drug Des , 15 :104 , 2019 |
| Abstract : |
| PubMedSearch : Wein_2019_Curr.Comput.Aided.Drug.Des_15_104 |
| PubMedID: 29968541 |
| Title : Efficacy of the antinicotinic compound MB327 against soman poisoning - Importance of experimental end point - Price_2018_Toxicol.Lett_293_167 |
| Author(s) : Price ME , Whitmore CL , Tattersall JEH , Green AC , Rice H |
| Ref : Toxicol Lett , 293 :167 , 2018 |
| Abstract : |
| PubMedSearch : Price_2018_Toxicol.Lett_293_167 |
| PubMedID: 29127032 |
| Title : Searching for putative binding sites of the bispyridinium compound MB327 in the nicotinic acetylcholine receptor - Wein_2018_Toxicol.Lett_293_184 |
| Author(s) : Wein T , Hofner G , Rappengluck S , Sichler S , Niessen KV , Seeger T , Worek F , Thiermann H , Wanner KT |
| Ref : Toxicol Lett , 293 :184 , 2018 |
| Abstract : |
| PubMedSearch : Wein_2018_Toxicol.Lett_293_184 |
| PubMedID: 29097222 |
| Title : Pharmacokinetic profile and quantitation of protection against soman poisoning by the antinicotinic compound MB327 in the guinea-pig - Price_2016_Toxicol.Lett_244_154 |
| Author(s) : Price ME , Docx CJ , Rice H , Fairhall SJ , Poole SJ , Bird M , Whiley L , Flint DP , Green AC , Timperley CM , Tattersall JE |
| Ref : Toxicol Lett , 244 :154 , 2016 |
| Abstract : |
| PubMedSearch : Price_2016_Toxicol.Lett_244_154 |
| PubMedID: 26325216 |
| Title : Evaluation of the benefit of the bispyridinium compound MB327 for the antidotal treatment of nerve agent-poisoned mice - Kassa_2016_Toxicol.Mech.Methods_26_334 |
| Author(s) : Kassa J , Pohanka M , Timperley CM , Bird M , Green AC , Tattersall JE |
| Ref : Toxicol Mech Methods , 26 :334 , 2016 |
| Abstract : |
| PubMedSearch : Kassa_2016_Toxicol.Mech.Methods_26_334 |
| PubMedID: 27097774 |
| Title : Restoration of soman-blocked neuromuscular transmission in human and rat muscle by the bispyridinium non-oxime MB327 in vitro - Seeger_2012_Toxicology_294_80 |
| Author(s) : Seeger T , Eichhorn M , Lindner M , Niessen KV , Tattersall JE , Timperley CM , Bird M , Green AC , Thiermann H , Worek F |
| Ref : Toxicology , 294 :80 , 2012 |
| Abstract : |
| PubMedSearch : Seeger_2012_Toxicology_294_80 |
| PubMedID: 22349640 |
| Title : 1,1'-(Propane-1,3-diyl)bis(4-tert-butylpyridinium) di(methanesulfonate) protects guinea pigs from soman poisoning when used as part of a combined therapy - Timperley_2012_Medchemcomm_3_352 |
| Author(s) : Timperley CM , Bird M , Green C , Price ME , Chad JE , Turner SR , Tattersall JEH |
| Ref : Medchemcomm , 3 :352 , 2012 |
| Abstract : |
| PubMedSearch : Timperley_2012_Medchemcomm_3_352 |
| PubMedID: |
| Title : Interaction of bispyridinium compounds with the orthosteric binding site of human alpha7 and Torpedo californica nicotinic acetylcholine receptors (nAChRs) - Niessen_2011_Toxicol.Lett_206_100 |
| Author(s) : Niessen KV , Tattersall JE , Timperley CM , Bird M , Green C , Seeger T , Thiermann H , Worek F |
| Ref : Toxicol Lett , 206 :100 , 2011 |
| Abstract : |
| PubMedSearch : Niessen_2011_Toxicol.Lett_206_100 |
| PubMedID: 21703337 |