SM-10888

Citrate salt (2 citrate 3SM-10888) || IC50 AChE 0.02884 microM

General

Type : Acridine,Derivative of Tacrine

Chemical_Nomenclature : 9-amino-8-fluoro-1,2,3,4-tetrahydro-2,4-methanoacridine

Canonical SMILES : C1C2CC1C3=NC4=C(C(=CC=C4)F)C(=C3C2)N.C1C2CC1C3=NC4=C(C(=CC=C4)F)C(=C3C2)N.C1C2CC1C3=NC4=C(C(=CC=C4)F)C(=C3C2)N.C(C(=O)O)C(CC(=O)O)(C(=O)O)O.C(C(=O)O)C(CC(=O)O)(C(=O)O)O

InChI : InChI=1S\/3C14H13FN2.2C6H8O7\/c3*15-10-2-1-3-11-12(10)13(16)9-6-7-4-8(5-7)14(9)17-11\;2*7-3(8)1-6(13,5(11)12)2-4(9)10\/h3*1-3,7-8H,4-6H2,(H2,16,17)\;2*13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)

InChIKey : VHIZLRDZOSUTLU-UHFFFAOYSA-N

Other name(s) : 8-Fluoro-1,2,3,4-tetrahydro-2,4-methanoacridin-9-amine,CHEMBL1161714,SM 10888,SCHEMBL7654421


MW : 228.265 || 228.26

Formula : C14H13FN2

CAS_number : 129297-21-8 || 116208-23-2

PubChem : 196829, 196830

UniChem : VHIZLRDZOSUTLU-UHFFFAOYSA-N

IUPHAR :

Wikipedia :

Target

Families : SM-10888 ligand of proteins in family: ACHE

Stucture :

Protein :

References (6)

Title : Modulation of binding strength in several classes of active site inhibitors of acetylcholinesterase studied by comparative binding energy analysis - Martin-Santamaria_2004_J.Med.Chem_47_4471
Author(s) : Martin-Santamaria S , Munoz-Muriedas J , Luque FJ , Gago F
Ref : Journal of Medicinal Chemistry , 47 :4471 , 2004
Abstract : Martin-Santamaria_2004_J.Med.Chem_47_4471
ESTHER : Martin-Santamaria_2004_J.Med.Chem_47_4471
PubMedSearch : Martin-Santamaria_2004_J.Med.Chem_47_4471
PubMedID: 15317459

Title : Pharmacokinetics of SM-10888 and its metabolites depending on their physicochemical properties - Yabuki_1994_Drug.Metab.Dispos_22_294
Author(s) : Yabuki M , Mine T , Iba K , Nakatsuka I , Yoshitake A
Ref : Drug Metabolism & Disposition: The Biological Fate of Chemicals , 22 :294 , 1994
Abstract : Yabuki_1994_Drug.Metab.Dispos_22_294
ESTHER : Yabuki_1994_Drug.Metab.Dispos_22_294
PubMedSearch : Yabuki_1994_Drug.Metab.Dispos_22_294
PubMedID: 8013284

Title : Metabolism of a tetrahydroaminoacridine derivative (SM-10888) in rat: structural analysis of an N-glucuronide of SM-10888 and an O-glucuronide of hydroxylated SM-10888 by FAB-MS\/MS - Yabuki_1993_Xenobiotica_23_1367
Author(s) : Yabuki M , Mine T , Iba K , Nakatsuka I , Yoshitake A
Ref : Xenobiotica , 23 :1367 , 1993
Abstract : Yabuki_1993_Xenobiotica_23_1367
ESTHER : Yabuki_1993_Xenobiotica_23_1367
PubMedSearch : Yabuki_1993_Xenobiotica_23_1367
PubMedID: 8135040

Title : Determination of basal acetylcholine release in vivo by rat brain dialysis with a U-shaped cannula: effect of SM-10888, a putative therapeutic drug for Alzheimer's disease - Xu_1991_Neurosci.Lett_123_179
Author(s) : Xu M , Nakamura Y , Yamamoto T , Natori K , Irie T , Utsumi H , Kato T
Ref : Neuroscience Letters , 123 :179 , 1991
Abstract : Xu_1991_Neurosci.Lett_123_179
ESTHER : Xu_1991_Neurosci.Lett_123_179
PubMedSearch : Xu_1991_Neurosci.Lett_123_179
PubMedID: 2027531

Title : Pharmacological and biochemical assessment of SM-10888, a novel cholinesterase inhibitor - Natori_1990_Jpn.J.Pharmacol_53_145
Author(s) : Natori K , Okazaki Y , Irie T , Katsube J
Ref : Japanese Journal of Pharmacology , 53 :145 , 1990
Abstract : Natori_1990_Jpn.J.Pharmacol_53_145
ESTHER : Natori_1990_Jpn.J.Pharmacol_53_145
PubMedSearch : Natori_1990_Jpn.J.Pharmacol_53_145
PubMedID: 2385001

Title : Effect of a novel CNS-selective cholinesterase inhibitor, SM-10888, on habituation and passive avoidance responses in mice - Okazaki_1990_Jpn.J.Pharmacol_53_211
Author(s) : Okazaki Y , Natori K , Irie T , Katsube J
Ref : Japanese Journal of Pharmacology , 53 :211 , 1990
Abstract : Okazaki_1990_Jpn.J.Pharmacol_53_211
ESTHER : Okazaki_1990_Jpn.J.Pharmacol_53_211
PubMedSearch : Okazaki_1990_Jpn.J.Pharmacol_53_211
PubMedID: 2385006