Type : Halo ketone,Transition state analogue,Trifluoro
Chemical_Nomenclature : 2,2,2-Trifluoro-3'-(trimethylsilyl)acetophenone
Canonical SMILES : C[Si](C)(C)C1=CC=CC(=C1)C(=O)C(F)(F)F
InChI : InChI=1S\/C11H13F3OSi\/c1-16(2,3)9-6-4-5-8(7-9)10(15)11(12,13)14\/h4-7H,1-3H3
InChIKey : GAPOASFZXBWUGS-UHFFFAOYSA-N
Other name(s) : MDL-73745,MDL 73,745,MDL 73745,BRN 7373588,2,2,2-Trifluoro-3'-(trimethylsilyl)acetophenone,2,2,2-Trifluoro-1-(3-(trimethylsilyl)phenyl)ethanone,Ethanone, 2,2,2-trifluoro-1-(3-(trimethylsilyl)phenyl)-,2,2,2-trifluoro-1-(3-trimethylsilylphenyl) ethanone
MW : 246.301
Formula : C11H13F3OSi
CAS_number : 132236-18-1
PubChem : 60811
UniChem : GAPOASFZXBWUGS-UHFFFAOYSA-N
Families : Zifrosilone ligand of proteins in family
ACHE
Title : Drug and pro-drug substrates and pseudo-substrates of human butyrylcholinesterase - Masson_2023_Biochem.Pharmacol_218_115910 |
Author(s) : Masson P , Shaihutdinova Z , Lockridge O |
Ref : Biochemical Pharmacology , 218 :115910 , 2023 |
Abstract : Masson_2023_Biochem.Pharmacol_218_115910 |
ESTHER : Masson_2023_Biochem.Pharmacol_218_115910 |
PubMedSearch : Masson_2023_Biochem.Pharmacol_218_115910 |
PubMedID: 37972875 |
Title : 1-(3-Tert-Butylphenyl)-2,2,2-Trifluoroethanone as a Potent Transition-State Analogue Slow-Binding Inhibitor of Human Acetylcholinesterase: Kinetic, MD and QM\/MM Studies - Zueva_2020_Biomolecules_10_1608 |
Author(s) : Zueva IV , Lushchekina SV , Pottie IR , Darvesh S , Masson P |
Ref : Biomolecules , 10 : , 2020 |
Abstract : Zueva_2020_Biomolecules_10_1608 |
ESTHER : Zueva_2020_Biomolecules_10_1608 |
PubMedSearch : Zueva_2020_Biomolecules_10_1608 |
PubMedID: 33260981 |
Title : Effect of MDL 73,745 on acetylcholine and biogenic amine levels in rat cortex - Zhu_1995_Eur.J.Pharmacol_276_93 |
Author(s) : Zhu XD , Giacobini E , Hornsperger JM |
Ref : European Journal of Pharmacology , 276 :93 , 1995 |
Abstract : Zhu_1995_Eur.J.Pharmacol_276_93 |
ESTHER : Zhu_1995_Eur.J.Pharmacol_276_93 |
PubMedSearch : Zhu_1995_Eur.J.Pharmacol_276_93 |
PubMedID: 7781701 |
Title : Pharmacokinetics and pharmacodynamics of the acetylcholinesterase inhibitor 2,2,2-trifluoro-1-(3-trimethylsilylphenyl) ethanone in dog. Potential for transdermal patch delivery - Dow_1995_Arzneimittelforschung_45_1245 |
Author(s) : Dow J , Dulery BD , Hornsperger JM , Di Francesco GF , Keshary P , Haegele KD |
Ref : Arzneimittelforschung , 45 :1245 , 1995 |
Abstract : Dow_1995_Arzneimittelforschung_45_1245 |
ESTHER : Dow_1995_Arzneimittelforschung_45_1245 |
PubMedSearch : Dow_1995_Arzneimittelforschung_45_1245 |
PubMedID: 8595078 |
Title : Acetylcholinesterase inhibition by zifrosilone: pharmacokinetics and pharmacodynamics - Cutler_1995_Clin.Pharmacol.Ther_58_54 |
Author(s) : Cutler NR , Seifert RD , Schleman MM , Sramek JJ , Szylleyko OJ , Howard DR , Barchowsky A , Wardle TS , Brass EP |
Ref : Clinical Pharmacology & Therapeutics , 58 :54 , 1995 |
Abstract : Cutler_1995_Clin.Pharmacol.Ther_58_54 |
ESTHER : Cutler_1995_Clin.Pharmacol.Ther_58_54 |
PubMedSearch : Cutler_1995_Clin.Pharmacol.Ther_58_54 |
PubMedID: 7628183 |
Title : Trimethylsilylated trifluoromethyl ketones, a novel class of acetylcholinesterase inhibitors: biochemical and pharmacological profile of MDL 73,745 - |
Author(s) : Hornsperger JM , Collard JN , Heydt JG , Giacobini E , Funes S , Dow J , Schirlin D |
Ref : Biochemical Society Transactions , 22 :758 , 1994 |
PubMedID: 7821680 |
Title : Determination of an acetylcholinesterase inhibitor, MDL 73745, in dog plasma and urine by combined gas chromatography\/negative ion chemical ionization mass spectrometry - Dulery_1993_Biol.Mass.Spectrom_22_377 |
Author(s) : Dulery BD , Le Henanf N , Dow J , Haegele KD |
Ref : Biol Mass Spectrom , 22 :377 , 1993 |
Abstract : Dulery_1993_Biol.Mass.Spectrom_22_377 |
ESTHER : Dulery_1993_Biol.Mass.Spectrom_22_377 |
PubMedSearch : Dulery_1993_Biol.Mass.Spectrom_22_377 |
PubMedID: 8357853 |
Array ( [id] => 4479 [inhibitor] => Zifrosilone [type] => Array ( [0] => Halo ketone [1] => Transition state analogue [2] => Trifluoro ) [other_name] => Array ( [0] => MDL-73745 [1] => MDL 73,745 [2] => MDL 73745 [3] => BRN 7373588 [4] => 2,2,2-Trifluoro-3'-(trimethylsilyl)acetophenone [5] => 2,2,2-Trifluoro-1-(3-(trimethylsilyl)phenyl)ethanone [6] => Ethanone, 2,2,2-trifluoro-1-(3-(trimethylsilyl)phenyl)- [7] => 2,2,2-trifluoro-1-(3-trimethylsilylphenyl) ethanone ) [chemical_nomenclature] => 2,2,2-Trifluoro-3'-(trimethylsilyl)acetophenone [formula] => C11H13F3OSi [cas_number] => 132236-18-1 [mw] => 246.301 [pick_me_to_call] => display_script [kinetic_parameter] => [paper] => Masson_2023_Biochem.Pharmacol_218_115910 || Zhu_1995_Eur.J.Pharmacol_276_93 || Dow_1995_Arzneimittelforschung_45_1245 || Cutler_1995_Clin.Pharmacol.Ther_58_54 || Hornsperger_1994_Biochem.Soc.Trans_22_758 || Dulery_1993_Biol.Mass.Spectrom_22_377 || Zueva_2020_Biomolecules_10_1608 [comment] => [gene_locus] => [kin_inhibitor] => [cid] => 60811 [family] => ACHE [inchikey] => GAPOASFZXBWUGS-UHFFFAOYSA-N [canonicalsmiles] => C[Si](C)(C)C1=CC=CC(=C1)C(=O)C(F)(F)F [inchi] => InChI=1S\/C11H13F3OSi\/c1-16(2,3)9-6-4-5-8(7-9)10(15)11(12,13)14\/h4-7H,1-3H3 [wikipedia] => [iupharlig] => [structure] => [substrate] => [interact_gene_locus] => [mutation] => [comment2] => [extoxnet] => [news] => [theoretical_model] => )