7-PhO-THA
7-PhO-THA IC50 hAChE 2.40 +/- 1.8 hBCHE 4.9 +/- 3.3 microM, inhibits the GluN1/GluN2B subtype of NMDARs via an ifenprodil-binding site. hBCHE(60mV) 1.7 +/- 0.1 microM
General
Type : Multitarget,NMDA-Ligand,Derivative of Tacrine
Chemical_Nomenclature : 7-(phenoxy)-1,2,3,4-tetrahydroacridin-9-amine
Canonical SMILES : C1(=CC=C2C(=C1)C(=C3C(=N2)CCCC3)N)OC4=CC=CC=C4
InChI : InChI=1S\/C19H18N2O\/c20-19-15-8-4-5-9-17(15)21-18-11-10-14(12-16(18)19)22-13-6-2-1-3-7-13\/h1-3,6-7,10-12H,4-5,8-9H2,(H2,20,21)
InChIKey : RFKHKOZYFWZDAJ-UHFFFAOYSA-N
Other name(s) : 7-phenoxytacrine
MW : 290.36
Formula : C19H18N2O
CAS_number :
PubChem :
UniChem : RFKHKOZYFWZDAJ-UHFFFAOYSA-N
IUPHAR :
Wikipedia :
Target
Families :
Stucture :
Protein :
References (5)
| Title : Phenoxytacrine derivatives: Low-toxicity neuroprotectants exerting affinity to ifenprodil-binding site and cholinesterase inhibition - Misiachna_2024_Eur.J.Med.Chem_266_116130 |
| Author(s) : Misiachna A , Svobodova B , Netolicky J , Chvojkova M , Kleteckova L , Prchal L , Novak M , Hrabinova M , Kucera T , Muckova L , Moravcova Z , Karasova JZ , Pejchal J , Blazek F , Malinak D , Hakenova K , Krausova BH , Kolcheva M , Ladislav M , Korabecny J , Pahnke J , Vales K , Horak M , Soukup O |
| Ref : Eur Journal of Medicinal Chemistry , 266 :116130 , 2024 |
| Abstract : Misiachna_2024_Eur.J.Med.Chem_266_116130 |
| ESTHER : Misiachna_2024_Eur.J.Med.Chem_266_116130 |
| PubMedSearch : Misiachna_2024_Eur.J.Med.Chem_266_116130 |
| PubMedID: 38218127 |
| Title : Tacrine First-Phase Biotransformation and Associated Hepatotoxicity: A Possible Way to Avoid Quinone Methide Formation - Novak_2023_ACS.Chem.Biol_18_1993 |
| Author(s) : Novak M , Vajrychova M , Koutsilieri S , Sismanoglou DC , Kobrlova T , Prchal L , Svobodova B , Korabecny J , Zarybnicky T , Raisova-Stuchlikova L , Skalova L , Lauschke VM , Kucera R , Soukup O |
| Ref : ACS Chemical Biology , 18 :1993 , 2023 |
| Abstract : Novak_2023_ACS.Chem.Biol_18_1993 |
| ESTHER : Novak_2023_ACS.Chem.Biol_18_1993 |
| PubMedSearch : Novak_2023_ACS.Chem.Biol_18_1993 |
| PubMedID: 37622522 |
| Title : UHPLC-Orbitrap study of the first phase tacrine in vitro metabolites and related Alzheimer's drug candidates using human liver microsomes - Novak_2023_J.Pharm.Biomed.Anal_224_115154 |
| Author(s) : Novak M , Svobodova B , Konecny J , Kuratkova A , Nevosadova L , Prchal L , Korabecny J , Lauschke VM , Soukup O , Kucera R |
| Ref : J Pharm Biomed Anal , 224 :115154 , 2023 |
| Abstract : Novak_2023_J.Pharm.Biomed.Anal_224_115154 |
| ESTHER : Novak_2023_J.Pharm.Biomed.Anal_224_115154 |
| PubMedSearch : Novak_2023_J.Pharm.Biomed.Anal_224_115154 |
| PubMedID: 36442458 |
| Title : 7-phenoxytacrine is a dually acting drug with neuroprotective efficacy in vivo - Kaniakova_2021_Biochem.Pharmacol__114460 |
| Author(s) : Kaniakova M , Korabecny J , Holubova K , Kleteckova L , Chvojkova M , Hakenova K , Prchal L , Novak M , Dolezal R , Hepnarova V , Svobodova B , Kucera T , Lichnerova K , Krausova B , Horak M , Vales K , Soukup O |
| Ref : Biochemical Pharmacology , :114460 , 2021 |
| Abstract : Kaniakova_2021_Biochem.Pharmacol__114460 |
| ESTHER : Kaniakova_2021_Biochem.Pharmacol__114460 |
| PubMedSearch : Kaniakova_2021_Biochem.Pharmacol__114460 |
| PubMedID: 33571502 |
| Title : The Evaluation of Benefit of Newly Prepared Reversible Inhibitors of Acetylcholinesterase and Commonly Used Pyridostigmine as Pharmacological Pretreatment of Soman-Poisoned Mice - Kassa_2017_Acta.Medica.(Hradec.Kralove)_60_37 |
| Author(s) : Kassa J , Korabecny J , Nepovimova E |
| Ref : Acta Medica (Hradec Kralove) , 60 :37 , 2017 |
| Abstract : Kassa_2017_Acta.Medica.(Hradec.Kralove)_60_37 |
| ESTHER : Kassa_2017_Acta.Medica.(Hradec.Kralove)_60_37 |
| PubMedSearch : Kassa_2017_Acta.Medica.(Hradec.Kralove)_60_37 |
| PubMedID: 28418831 |