AP2238
recombinant human AChE Ki 0.0217 microM
General
Type : Multitarget, Coumarin, anti-Abeta-aggregation, Chromen
Chemical_Nomenclature : 3-[4-[[benzyl(methyl)amino]methyl]phenyl]-6,7-dimethoxychromen-2-one
Canonical SMILES : CN(CC1=CC=CC=C1)CC2=CC=C(C=C2)C3=CC4=CC(=C(C=C4OC3=O)OC)OC
InChI : InChI=1S\/C26H25NO4\/c1-27(16-18-7-5-4-6-8-18)17-19-9-11-20(12-10-19)22-13-21-14-24(29-2)25(30-3)15-23(21)31-26(22)28\/h4-15H,16-17H2,1-3H3
InChIKey : KXMCSAUVAHKCOR-UHFFFAOYSA-N
Other name(s) : AP-2238 || 2H-1-Benzopyran-2-one, 6,7-dimethoxy-3-(4-((methyl(phenylmethyl)amino)methyl)phenyl)- || UNII-545225E0BC || 545225E0BC || CHEMBL75121 || 3-[4-[[benzyl(methyl)amino]methyl]phenyl]-6,7-dimethoxychromen-2-one
MW : 415.5
Formula : C26H25NO4
CAS_number : 553681-56-4
PubChem : 9844749
UniChem : KXMCSAUVAHKCOR-UHFFFAOYSA-N
Target
References (6)
| Title : Novel AP2238-clorgiline hybrids as multi-target agents for the treatment of Alzheimer's disease: Design, synthesis, and biological evaluation - Zhong_2022_Bioorg.Chem_130_106224 |
| Author(s) : Zhong G , Guo J , Pang C , Su D , Tang C , Jing L , Zhang F , He P , Yan Y , Chen Z , Liu J , Jiang N |
| Ref : Bioorg Chem , 130 :106224 , 2022 |
| Abstract : |
| PubMedSearch : Zhong_2022_Bioorg.Chem_130_106224 |
| PubMedID: 36332315 |
| Title : Multitarget Strategy to Address Alzheimer's Disease: Design, Synthesis, Biological Evaluation, and Computational Studies of Coumarin-Based Derivatives - Montanari_2016_ChemMedChem_11_1296 |
| Author(s) : Montanari S , Bartolini M , Neviani P , Belluti F , Gobbi S , Pruccoli L , Tarozzi A , Falchi F , Andrisano V , Miszta P , Cavalli A , Filipek S , Bisi A , Rampa A |
| Ref : ChemMedChem , 11 :1296 , 2016 |
| Abstract : |
| PubMedSearch : Montanari_2016_ChemMedChem_11_1296 |
| PubMedID: 26507467 |
| Title : From the dual function lead AP2238 to AP2469, a multi-target-directed ligand for the treatment of Alzheimer's disease - Tarozzi_2014_Pharmacol.Res.Perspect_2_e00023 |
| Author(s) : Tarozzi A , Bartolini M , Piazzi L , Valgimigli L , Amorati R , Bolondi C , Djemil A , Mancini F , Andrisano V , Rampa A |
| Ref : Pharmacol Res Perspect , 2 :e00023 , 2014 |
| Abstract : |
| PubMedSearch : Tarozzi_2014_Pharmacol.Res.Perspect_2_e00023 |
| PubMedID: 25505579 |
| Title : Targeting Alzheimer's disease: Novel indanone hybrids bearing a pharmacophoric fragment of AP2238 - Rizzo_2010_Bioorg.Med.Chem_18_1749 |
| Author(s) : Rizzo S , Bartolini M , Ceccarini L , Piazzi L , Gobbi S , Cavalli A , Recanatini M , Andrisano V , Rampa A |
| Ref : Bioorganic & Medicinal Chemistry , 18 :1749 , 2010 |
| Abstract : |
| PubMedSearch : Rizzo_2010_Bioorg.Med.Chem_18_1749 |
| PubMedID: 20171894 |
| Title : Extensive SAR and computational studies of 3-{4-[(benzylmethylamino)methyl]phenyl}-6,7-dimethoxy-2H-2-chromenone (AP2238) derivatives - Piazzi_2007_J.Med.Chem_50_4250 |
| Author(s) : Piazzi L , Cavalli A , Belluti F , Bisi A , Gobbi S , Rizzo S , Bartolini M , Andrisano V , Recanatini M , Rampa A |
| Ref : Journal of Medicinal Chemistry , 50 :4250 , 2007 |
| Abstract : |
| PubMedSearch : Piazzi_2007_J.Med.Chem_50_4250 |
| PubMedID: 17655212 |
| Title : 3-(4-[[Benzyl(methyl)amino]methyl]phenyl)-6,7-dimethoxy-2H-2-chromenone (AP2238) inhibits both acetylcholinesterase and acetylcholinesterase-induced beta-amyloid aggregation: a dual function lead for Alzheimer's disease therapy - Piazzi_2003_J.Med.Chem_46_2279 |
| Author(s) : Piazzi L , Rampa A , Bisi A , Gobbi S , Belluti F , Cavalli A , Bartolini M , Andrisano V , Valenti P , Recanatini M |
| Ref : Journal of Medicinal Chemistry , 46 :2279 , 2003 |
| Abstract : |
| PubMedSearch : Piazzi_2003_J.Med.Chem_46_2279 |
| PubMedID: 12773032 |