Zifrosilone

General

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

IUPHAR :

Wikipedia :

Target

Families : Zifrosilone ligand of proteins in family: ACHE

Stucture :

Protein :

References (7)

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