SAD-128
General
Type : Bispyridinium, non-oxime, tert-Butyl
Chemical_Nomenclature : 1-tert-butyl-4-[(4-tert-butylpyridin-1-ium-1-yl)methoxymethyl]pyridin-1-ium\;dichloride
Canonical SMILES : CC(C)(C)C1=CC=[N+](C=C1)COCC2=CC=[N+](C=C2)C(C)(C)C.[Cl-].[Cl-]
InChI : InChI=1S\/C20H30N2O.2ClH\/c1-19(2,3)18-9-11-21(12-10-18)16-23-15-17-7-13-22(14-8-17)20(4,5)6\;\;\/h7-14H,15-16H2,1-6H3\;2*1H\/q+2\;\;\/p-2
InChIKey : WZPZUOXQRQHKKA-UHFFFAOYSA-L
Other name(s) : 4-tert-butyl-1-{[(1-tert-butylpyridinium-4-yl)methoxy]methyl}pyridinium dichloride || Pyridinium, 1,1'-oxydimethylenebis(4-tert-butyl-, dichloride || 1,1'-(Oxybis(methylene))bis(4-(1,1-dimethylethyl)pyridinium), dichloride || Bis-(4-t-butylpyridine)-1-methylether dichloride || 1,1'-Oxydimethylene bis(4-tert-butylpyridinium chloride)
MW : 385.371
Formula : C20H30Cl2N2O
CAS_number :
PubChem : 162008
UniChem : WZPZUOXQRQHKKA-UHFFFAOYSA-L
Target
Structure : No structure
Families : No family
References (14)
| Title : Affinities of bispyridinium non-oxime compounds to [(3)H]epibatidine binding sites of Torpedo californica nicotinic acetylcholine receptors depend on linker length - Niessen_2013_Chem.Biol.Interact_206_545 |
| Author(s) : Niessen KV , Seeger T , Tattersall JE , Timperley CM , Bird M , Green C , Thiermann H , Worek F |
| Ref : Chemico-Biological Interactions , 206 :545 , 2013 |
| Abstract : |
| PubMedSearch : Niessen_2013_Chem.Biol.Interact_206_545 |
| PubMedID: 24157926 |
| Title : Competition radioligand binding assays for the investigation of bispyridinium compound affinities to the human muscarinic acetylcholine receptor subtype 5 (hM(5) ) - Niessen_2012_Drug.Test.Anal_4_292 |
| Author(s) : Niessen KV , Tattersall JE , Timperley CM , Bird M , Green C , Thiermann H , Worek F |
| Ref : Drug Test Anal , 4 :292 , 2012 |
| Abstract : |
| PubMedSearch : Niessen_2012_Drug.Test.Anal_4_292 |
| PubMedID: 22362630 |
| 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 |
| Title : Preparation, in vitro screening and molecular modelling of symmetrical 4-tert-butylpyridinium cholinesterase inhibitors--analogues of SAD-128 - Musilek_2011_Bioorg.Med.Chem.Lett_21_150 |
| Author(s) : Musilek K , Roder J , Komloova M , Holas O , Hrabinova M , Pohanka M , Dohnal V , Opletalova V , Kuca K , Jung YS |
| Ref : Bioorganic & Medicinal Chemistry Lett , 21 :150 , 2011 |
| Abstract : |
| PubMedSearch : Musilek_2011_Bioorg.Med.Chem.Lett_21_150 |
| PubMedID: 21144749 |
| Title : In vitro oxime-induced reactivation of various molecular forms of soman-inhibited acetylcholinesterase in striated muscle from rat, monkey and human - Clement_1994_Arch.Toxicol_68_648 |
| Author(s) : Clement JG , Erhardt N |
| Ref : Archives of Toxicology , 68 :648 , 1994 |
| Abstract : |
| PubMedSearch : Clement_1994_Arch.Toxicol_68_648 |
| PubMedID: 7857205 |
| Title : A contribution to the mechanism of action of SAD-128 - Stalc_1990_Biochem.Pharmacol_40_2511 |
| Author(s) : Stalc A , Sentjurc M |
| Ref : Biochemical Pharmacology , 40 :2511 , 1990 |
| Abstract : |
| PubMedSearch : Stalc_1990_Biochem.Pharmacol_40_2511 |
| PubMedID: 2176500 |
| Title : The nonoxime bispyridinium compound SAD-128 alters the kinetic properties of the nicotinic acetylcholine receptor ion channel: a possible mechanism for antidotal effects - Alkondon_1989_J.Pharmacol.Exp.Ther_250_842 |
| Author(s) : Alkondon M , Albuquerque EX |
| Ref : Journal of Pharmacology & Experimental Therapeutics , 250 :842 , 1989 |
| Abstract : |
| PubMedSearch : Alkondon_1989_J.Pharmacol.Exp.Ther_250_842 |
| PubMedID: 2476549 |
| Title : Mechanism of action of HI-6 on soman inhibition of acetylcholinesterase in preparations of rat and human skeletal muscle\; comparison to SAD-128 and PAM-2 - Grubic_1989_Arch.Toxicol_63_68 |
| Author(s) : Grubic Z , Tomazic A |
| Ref : Archives of Toxicology , 63 :68 , 1989 |
| Abstract : |
| PubMedSearch : Grubic_1989_Arch.Toxicol_63_68 |
| PubMedID: 2742504 |
| Title : Binding of soman antidotes to acetylcholine receptors - Broomfield_1987_Biochem.Pharmacol_36_1017 |
| Author(s) : Broomfield CA , Dembure IJ , Cuculis J |
| Ref : Biochemical Pharmacology , 36 :1017 , 1987 |
| Abstract : |
| PubMedSearch : Broomfield_1987_Biochem.Pharmacol_36_1017 |
| PubMedID: 3566797 |
| Title : Reversible and irreversible inhibition of rat brain muscarinic receptors is related to different substitutions on bisquaternary pyridinium oximes - Kloog_1985_Arch.Toxicol_58_37 |
| Author(s) : Kloog Y , Galron R , Balderman D , Sokolovsky M |
| Ref : Archives of Toxicology , 58 :37 , 1985 |
| Abstract : |
| PubMedSearch : Kloog_1985_Arch.Toxicol_58_37 |
| PubMedID: 3907590 |
| Title : Profenofos insecticide bioactivation in relation to antidote action and the stereospecificity of acetylcholinesterase inhibition, reactivation, and aging - Glickman_1984_Toxicol.Appl.Pharmacol_73_16 |
| Author(s) : Glickman AH , Wing KD , Casida JE |
| Ref : Toxicology & Applied Pharmacology , 73 :16 , 1984 |
| Abstract : |
| PubMedSearch : Glickman_1984_Toxicol.Appl.Pharmacol_73_16 |
| PubMedID: 6710513 |
| Title : Ganglion blocking properties of some bispyridinium soman antagonists - Lundy_1979_Eur.J.Pharmacol_60_47 |
| Author(s) : Lundy PM , Tremblay KP |
| Ref : European Journal of Pharmacology , 60 :47 , 1979 |
| Abstract : |
| PubMedSearch : Lundy_1979_Eur.J.Pharmacol_60_47 |
| PubMedID: 42547 |
| Title : Effects of 1,1'-oxydimethylene bis-(4-tert-butylpyridinium chloride) (SAD-128) and decamethonium on reactivation of soman- and sarin-inhibited cholinesterase by oximes - |
| Author(s) : Harris LW , Heyl WC , Stitcher DL , Broomfield CA |
| Ref : Biochemical Pharmacology , 27 :757 , 1978 |
| PubMedID: 656114 |
| Title : [Structure of xanthocillin, a new antibiotic] - |
| Author(s) : Hagedorn I , Tonjes H |
| Ref : Pharmazie , 11 :409 , 1956 |
| PubMedID: 13370319 |