Tilorone

Tilorone is a orally available small molecule interferon inducer that is used as an antiviral agent. Selective alpha7 nicotinic acetylcholine receptor (alpha7 nAChR) agonist. Inhibits eel and human AChE with IC(50)'s of 14.4 nM and 64.4 nM, respectively, but does not inhibit BuChE IC(50) > 50 microM

General

Type : Drug,Fluoren

Chemical_Nomenclature : 2,7-bis[2-(diethylamino)ethoxy]fluoren-9-one

Canonical SMILES : CCN(CC)CCOC1=CC2=C(C=C1)C3=C(C2=O)C=C(C=C3)OCCN(CC)CC

InChI : InChI=1S\/C25H34N2O3\/c1-5-26(6-2)13-15-29-19-9-11-21-22-12-10-20(30-16-14-27(7-3)8-4)18-24(22)25(28)23(21)17-19\/h9-12,17-18H,5-8,13-16H2,1-4H3

InChIKey : MPMFCABZENCRHV-UHFFFAOYSA-N

Other name(s) : Bis-DEAE-fluorenone,Tilorona,Tiloronum,Amiksin,Amixin,Amyxin,Bis DEAE Fluorenone,Hydrochloride, Tilorone,Tilorone,Tilorone Hydrochloride,CHEMBL47298,SCHEMBL35240,CHEBI:109553,CHEBI:147347,ZINC538461


MW : 410.5

Formula : C25H34N2O3

CAS_number : 27591-97-5

PubChem : 5475

UniChem : MPMFCABZENCRHV-UHFFFAOYSA-N

IUPHAR :

Wikipedia :

Target

Families : Tilorone ligand of proteins in family: ACHE

Stucture :

Protein : human-ACHE

References (3)

Title : The Antiviral Drug Tilorone Is a Potent and Selective Inhibitor of Acetylcholinesterase - Vignaux_2021_Chem.Res.Toxicol__
Author(s) : Vignaux PA , Minerali E , Lane TR , Foil DH , Madrid PB , Puhl AC , Ekins S
Ref : Chemical Research in Toxicology , : , 2021
Abstract : Vignaux_2021_Chem.Res.Toxicol__
ESTHER : Vignaux_2021_Chem.Res.Toxicol__
PubMedSearch : Vignaux_2021_Chem.Res.Toxicol__
PubMedID: 33400519

Title : SAR of alpha7 nicotinic receptor agonists derived from tilorone: exploration of a novel nicotinic pharmacophore - Schrimpf_2012_Bioorg.Med.Chem.Lett_22_1633
Author(s) : Schrimpf MR , Sippy KB , Briggs CA , Anderson DJ , Li T , Ji J , Frost JM , Surowy CS , Bunnelle WH , Gopalakrishnan M , Meyer MD
Ref : Bioorganic & Medicinal Chemistry Lett , 22 :1633 , 2012
Abstract : Schrimpf_2012_Bioorg.Med.Chem.Lett_22_1633
ESTHER : Schrimpf_2012_Bioorg.Med.Chem.Lett_22_1633
PubMedSearch : Schrimpf_2012_Bioorg.Med.Chem.Lett_22_1633
PubMedID: 22281189

Title : alpha7 nicotinic acetylcholine receptor agonist properties of tilorone and related tricyclic analogues - Briggs_2008_Br.J.Pharmacol_153_1054
Author(s) : Briggs CA , Schrimpf MR , Anderson DJ , Gubbins EJ , Gronlien JH , Hakerud M , Ween H , Thorin-Hagene K , Malysz J , Li J , Bunnelle WH , Gopalakrishnan M , Meyer MD
Ref : British Journal of Pharmacology , 153 :1054 , 2008
Abstract : Briggs_2008_Br.J.Pharmacol_153_1054
ESTHER : Briggs_2008_Br.J.Pharmacol_153_1054
PubMedSearch : Briggs_2008_Br.J.Pharmacol_153_1054
PubMedID: 18157163