Ganstigmine

CHF3360 is an enantiomer || Physostigmine derivative

General

Type : Derivative of physostigmine-eserine,Carbamate,Indole

Chemical_Nomenclature : 1,2,3,3a,8,8a-Hexahydro-1,3a,8-trimethylpyrrolo[2,3-b]indol-5-ol 2-ethylphenylcarbamate N-oxide hydrochloride 3aS-cis

Canonical SMILES : CCC1=CC=CC=C1NC(=O)OC2=CC3=C(C=C2)NC4C3(CC[N+]4(C)[O-])C.Cl

InChI : InChI=1S\/C21H25N3O3.ClH\/c1-4-14-7-5-6-8-17(14)23-20(25)27-15-9-10-18-16(13-15)21(2)11-12-24(3,26)19(21)22-18\;\/h5-10,13,19,22H,4,11-12H2,1-3H3,(H,23,25)\;1H

InChIKey : CVDHRWXJJRBPFA-UHFFFAOYSA-N

Other name(s) : CHF2819,CHF 2819,CHF-2819,physostigmine derivative


MW : 417.93

Formula : C22H28ClN3O3

CAS_number : 223585-99-7 || 412044-92-9

PubChem : 56842812

UniChem : CVDHRWXJJRBPFA-UHFFFAOYSA-N

IUPHAR :

Wikipedia :

Target

Families : Ganstigmine ligand of proteins in family: ACHE

Stucture : 2BAG 3D Structure of Torpedo californica acetylcholinesterase complexed with Ganstigmine

Protein : torca-ACHE

References (9)

Title : Ganstigmine and donepezil improve neurodegeneration in AD11 antinerve growth factor transgenic mice - Capsoni_2004_Am.J.Alzheimers.Dis.Other.Demen_19_153
Author(s) : Capsoni S , Giannotta S , Stebel M , Garcia AA , De Rosa R , Villetti G , Imbimbo BP , Pietra C , Cattaneo A
Ref : Am J Alzheimers Dis Other Demen , 19 :153 , 2004
Abstract : Capsoni_2004_Am.J.Alzheimers.Dis.Other.Demen_19_153
ESTHER : Capsoni_2004_Am.J.Alzheimers.Dis.Other.Demen_19_153
PubMedSearch : Capsoni_2004_Am.J.Alzheimers.Dis.Other.Demen_19_153
PubMedID: 15214201

Title : First clinical evaluation of ganstigmine in patients with probable Alzheimer's disease - Jhee_2003_Clin.Neuropharmacol_26_164
Author(s) : Jhee SS , Fabbri L , Piccinno A , Monici P , Moran S , Zarotsky V , Tan EY , Frackiewicz EJ , Shiovitz T
Ref : Clinical Neuropharmacology , 26 :164 , 2003
Abstract : Jhee_2003_Clin.Neuropharmacol_26_164
ESTHER : Jhee_2003_Clin.Neuropharmacol_26_164
PubMedSearch : Jhee_2003_Clin.Neuropharmacol_26_164
PubMedID: 12782920

Title : Characterization of the effect of ganstigmine (CHF2819) on amyloid precursor protein metabolism in SH-SY5Y neuroblastoma cells - Mazzucchelli_2003_J.Neural.Transm.(Vienna)_110_935
Author(s) : Mazzucchelli M , Porrello E , Villetti G , Pietra C , Govoni S , Racchi M
Ref : J Neural Transm (Vienna) , 110 :935 , 2003
Abstract : Mazzucchelli_2003_J.Neural.Transm.(Vienna)_110_935
ESTHER : Mazzucchelli_2003_J.Neural.Transm.(Vienna)_110_935
PubMedSearch : Mazzucchelli_2003_J.Neural.Transm.(Vienna)_110_935
PubMedID: 12898348

Title : Characterization of Ganstigmine metabolites in hepatocytes by low- and high-resolution mass spectrometry coupled with liquid chromatography - Pelizzi_2003_Rapid.Commun.Mass.Spectrom_17_1691
Author(s) : Pelizzi N , Puccini P , Riccardi B , Acerbi D , Catinella S
Ref : Rapid Commun Mass Spectrom , 17 :1691 , 2003
Abstract : Pelizzi_2003_Rapid.Commun.Mass.Spectrom_17_1691
ESTHER : Pelizzi_2003_Rapid.Commun.Mass.Spectrom_17_1691
PubMedSearch : Pelizzi_2003_Rapid.Commun.Mass.Spectrom_17_1691
PubMedID: 12872272

Title : The protective effect of ganstigmine against amyloid beta 25-35 neurotoxicity on chicken cortical neurons is independent from the cholinesterase inhibition - Windisch_2003_Neurosci.Lett_341_181
Author(s) : Windisch M , Hutter-Paier B , Jerkovic L , Imbimbo B , Villetti G
Ref : Neuroscience Letters , 341 :181 , 2003
Abstract : Windisch_2003_Neurosci.Lett_341_181
ESTHER : Windisch_2003_Neurosci.Lett_341_181
PubMedSearch : Windisch_2003_Neurosci.Lett_341_181
PubMedID: 12697278

Title : CHF2819: pharmacological profile of a novel acetylcholinesterase inhibitor - Trabace_2002_CNS.Drug.Rev_8_53
Author(s) : Trabace L , Cassano T , Loverre A , Steardo L , Cuomo V
Ref : CNS Drug Rev , 8 :53 , 2002
Abstract : Trabace_2002_CNS.Drug.Rev_8_53
ESTHER : Trabace_2002_CNS.Drug.Rev_8_53
PubMedSearch : Trabace_2002_CNS.Drug.Rev_8_53
PubMedID: 12070526

Title : Phase I metabolism of ganstigmine. Rat, dog, monkey and human liver microsomal extracts investigated by liquid chromatography electrospray tandem mass spectrometry - Catinella_2001_J.Mass.Spectrom_36_1287
Author(s) : Catinella S , Pelizzi N , Puccini P , Marchetti S , Zanol M , Acerbi D , Ventura P
Ref : J Mass Spectrom , 36 :1287 , 2001
Abstract : Catinella_2001_J.Mass.Spectrom_36_1287
ESTHER : Catinella_2001_J.Mass.Spectrom_36_1287
PubMedSearch : Catinella_2001_J.Mass.Spectrom_36_1287
PubMedID: 11754120

Title : Effects of ENA713 and CHF2819, two anti-Alzheimer's disease drugs, on rat amino acid levels - Trabace_2001_Brain.Res_910_182
Author(s) : Trabace L , Cassano T , Cagiano R , Tattoli M , Pietra C , Steardo L , Kendrick KM , Cuomo V
Ref : Brain Research , 910 :182 , 2001
Abstract : Trabace_2001_Brain.Res_910_182
ESTHER : Trabace_2001_Brain.Res_910_182
PubMedSearch : Trabace_2001_Brain.Res_910_182
PubMedID: 11489269

Title : Biochemical and neurobehavioral profile of CHF2819, a novel, orally active acetylcholinesterase inhibitor for Alzheimer's disease - Trabace_2000_J.Pharmacol.Exp.Ther_294_187
Author(s) : Trabace L , Cassano T , Steardo L , Pietra C , Villetti G , Kendrick KM , Cuomo V
Ref : Journal of Pharmacology & Experimental Therapeutics , 294 :187 , 2000
Abstract : Trabace_2000_J.Pharmacol.Exp.Ther_294_187
ESTHER : Trabace_2000_J.Pharmacol.Exp.Ther_294_187
PubMedSearch : Trabace_2000_J.Pharmacol.Exp.Ther_294_187
PubMedID: 10871311