Reversibly Inhibits AChE and BChE at one third of inhibition by tacrine. || IPIDACRINE AMIRIDINE Weak agonist of M2 muscarinic receptors which explains longterm potentiation in the hippocampus. This compound is a ring-constricted derivative of tacrine.NIK-247 is Ipidacrine hydrochloride hydrate IC50 hBCHE Amiridine.HCl 0.18 +/- 0.01 microM
Type : Quinoline, Derivative of Tacrine, Derivative of Amiridine
Chemical_Nomenclature : 9-amino-2,3,5,6,7,8-hexahydro-1H-cyclopenta[b]quinoline monohydrochloride monohydrate || 2,3,5,6,7,8-hexahydro-1H-cyclopenta[b]quinolin-9-amine
Canonical SMILES : C1CCC2=C(C1)C(=C3CCCC3=N2)N
InChI : InChI=1S\/C12H16N2\/c13-12-8-4-1-2-6-10(8)14-11-7-3-5-9(11)12\/h1-7H2,(H2,13,14)
InChIKey : YLUSMKAJIQOXPV-UHFFFAOYSA-N
Other name(s) : Ipidacrine || Amiridine || Amiridin || CHEMBL130880 || ZINC6780651 || DB13668 || Neiromidin
MW : 188.27
Formula : C12H16N2
CAS_number : 90043-86-0, 62732-44-9
PubChem : 604519
UniChem : YLUSMKAJIQOXPV-UHFFFAOYSA-N
Wikipedia : Ipidacrine
Title : Morphing cholinesterase inhibitor amiridine into multipotent drugs for the treatment of Alzheimer's disease - Mezeiova_2024_Biomed.Pharmacother_173_116399 |
Author(s) : Mezeiova E , Prchal L , Hrabinova M , Muckova L , Pulkrabkova L , Soukup O , Misiachna A , Janousek J , Fibigar J , Kucera T , Horak M , Makhaeva GF , Korabecny J |
Ref : Biomed Pharmacother , 173 :116399 , 2024 |
Abstract : |
PubMedSearch : Mezeiova_2024_Biomed.Pharmacother_173_116399 |
PubMedID: 38492439 |
Title : Ipidacrine (Axamon), A Reversible Cholinesterase Inhibitor, Improves Erectile Function in Male Rats With Diabetes Mellitus-Induced Erectile Dysfunction - Bykov_2022_Sex.Med_10_100477 |
Author(s) : Bykov V , Gushchina E , Morozov S , Zhuravskaya N , Kryshen K , Makarov V , Matichin A , Zueva A |
Ref : Sex Med , 10 :100477 , 2022 |
Abstract : |
PubMedSearch : Bykov_2022_Sex.Med_10_100477 |
PubMedID: 35007992 |
Title : Central nervous system-mediated hyperglycemic effects of NIK-247, a cholinesterase inhibitor, and MKC-231, a choline uptake enhancer, in rats - Uemura_1999_Jpn.J.Pharmacol_79_113 |
Author(s) : Uemura K , Yoshioka S , Surina-Baumgartner DM , Tamagawa T , Miura H , Ueda M , Tamaya N , Iguchi A , Hotta N |
Ref : Japanese Journal of Pharmacology , 79 :113 , 1999 |
Abstract : |
PubMedSearch : Uemura_1999_Jpn.J.Pharmacol_79_113 |
PubMedID: 10082325 |
Title : Effects of NIK-247 and tacrine on muscarinic receptor subtypes in rats - Kojima_1998_Gen.Pharmacol_30_537 |
Author(s) : Kojima J , Onodera K |
Ref : General Pharmacology , 30 :537 , 1998 |
Abstract : |
PubMedSearch : Kojima_1998_Gen.Pharmacol_30_537 |
PubMedID: 9522172 |
Title : [Correlation between functional activity of lymphocytes in patients with Alzheimer's dementia and their response to therapy] - Androsova_1998_Zh.Nevrol.Psikhiatr.Im.S.S.Korsakova_98_43 |
Author(s) : Androsova LV , Koliaskina GI , Kushner SG , Selezneva ND , Gavrilova SI |
Ref : Zh Nevrol Psikhiatr Im S S Korsakova , 98 :43 , 1998 |
Abstract : |
PubMedSearch : Androsova_1998_Zh.Nevrol.Psikhiatr.Im.S.S.Korsakova_98_43 |
PubMedID: 9634733 |
Title : Ipidacrine (NIK-247), a novel antidementia, rapidly enters the brain and improves scopolamine-induced amnesia in rats during the Morris water maze task - Onodera_1998_Nihon.Shinkei.Seishin.Yakurigaku.Zasshi_18_33 |
Author(s) : Onodera K , Kojima J , Wachi M |
Ref : Nihon Shinkei Seishin Yakurigaku Zasshi , 18 :33 , 1998 |
Abstract : |
PubMedSearch : Onodera_1998_Nihon.Shinkei.Seishin.Yakurigaku.Zasshi_18_33 |
PubMedID: 9656230 |
Title : NIK-247 induces long-term potentiation of synaptic transmission in the CA1 region of rat hippocampal slices through M2 muscarinic receptors - Kojima_1998_Gen.Pharmacol_31_297 |
Author(s) : Kojima J , Onodera K |
Ref : General Pharmacology , 31 :297 , 1998 |
Abstract : |
PubMedSearch : Kojima_1998_Gen.Pharmacol_31_297 |
PubMedID: 9688476 |
Title : Characteristics of memory dysfunction in olfactory bulbectomized rats and the effects of cholinergic drugs - Yamamoto_1997_Behav.Brain.Res_83_57 |
Author(s) : Yamamoto T , Jin J , Watanabe S |
Ref : Behavioural Brain Research , 83 :57 , 1997 |
Abstract : |
PubMedSearch : Yamamoto_1997_Behav.Brain.Res_83_57 |
PubMedID: 9062661 |
Title : Effects of NIK-247 on cholinesterase and scopolamine-induced amnesia [published erratum appears in Methods Find Exp Clin Pharmacol 1997 Jun\;19(5):364] - Kojima_1997_Methods.Find.Exp.Clin.Pharmacol_19_245 |
Author(s) : Kojima J , Nakajima K , Ochiai M , Nakayama K |
Ref : Methods Find Exp Clin Pharmacol , 19 :245 , 1997 |
Abstract : |
PubMedSearch : Kojima_1997_Methods.Find.Exp.Clin.Pharmacol_19_245 |
PubMedID: 9228650 |
Title : [Synthesis of estimated metabolites of 9-amino-2,3,5,6,7,8-hexahydro-1H-cyclopenta[b]quinoline monohydrochloride monohydrate (NIK-247). I. Synthesis of mono-hydroxylated metabolites] - Komatsu_1995_Yakugaku.Zasshi_115_1016 |
Author(s) : Komatsu T , Yano M , Inada H , Iwamoto M , Okada K , Suzuki K |
Ref : Yakugaku Zasshi , 115 :1016 , 1995 |
Abstract : |
PubMedSearch : Komatsu_1995_Yakugaku.Zasshi_115_1016 |
PubMedID: 8587034 |
Title : [Synthesis of estimated metabolites of 9-amino-2,3,5,6,7,8-hexahydro-1H-cyclopenta[b]quinoline monohydrochloride monohydrate (NIK-247). II. Synthesis of dihydroxylated metabolites] - Komatsu_1995_Yakugaku.Zasshi_115_1022 |
Author(s) : Komatsu T , Yano M , Iwamoto M , Kobayashi M , Suzuki K |
Ref : Yakugaku Zasshi , 115 :1022 , 1995 |
Abstract : |
PubMedSearch : Komatsu_1995_Yakugaku.Zasshi_115_1022 |
PubMedID: 8587035 |
Title : Effect of NIK-247 on basal concentrations of extracellular acetylcholine in the cerebral cortex of conscious, freely moving rats - Ishii_1994_Jpn.J.Pharmacol_66_289 |
Author(s) : Ishii Y , Kojima J , Ikeda N , Kawashima K |
Ref : Japanese Journal of Pharmacology , 66 :289 , 1994 |
Abstract : |
PubMedSearch : Ishii_1994_Jpn.J.Pharmacol_66_289 |
PubMedID: 7869615 |
Title : Amiridin and tacrine modulation of the activity and plasticity of the cholinoreceptors of neurons of the common snail: phenomenology and mechanisms - Burov_1994_Neurosci.Behav.Physiol_24_507 |
Author(s) : Burov Yu V , Drozdova EI , Pivovarov AS , Robakidze TN |
Ref : Neurosci Behav Physiol , 24 :507 , 1994 |
Abstract : |
PubMedSearch : Burov_1994_Neurosci.Behav.Physiol_24_507 |
PubMedID: 7536306 |
Title : [Effects of NIK-247 on the spontaneous EEG of normal and nucleus basalis magnocellularis lesioned rats] - Kojima_1994_Nippon.Yakurigaku.Zasshi_104_111 |
Author(s) : Kojima J , Yamana K |
Ref : Nippon Yakurigaku Zasshi , 104 :111 , 1994 |
Abstract : |
PubMedSearch : Kojima_1994_Nippon.Yakurigaku.Zasshi_104_111 |
PubMedID: 7927068 |
Title : Ameliorative effects of the centrally active cholinesterase inhibitor, NIK-247, on impairment of working memory in rats - Yamamoto_1993_Physiol.Behav_53_5 |
Author(s) : Yamamoto T , Ohno M , Kitajima I , Yatsugi S , Ueki S |
Ref : Physiology & Behavior , 53 :5 , 1993 |
Abstract : |
PubMedSearch : Yamamoto_1993_Physiol.Behav_53_5 |
PubMedID: 8434069 |
Title : [An electroencephalographic analysis of the anti-ischemic properties of amiridin] - Buroiv_1993_Eksp.Klin.Farmakol_56_4 |
Author(s) : Buroiv Iu V , Kaplan A |
Ref : Eksperimentalnaia i Klinicheskaia Farmakologiia , 56 :4 , 1993 |
Abstract : |
PubMedSearch : Buroiv_1993_Eksp.Klin.Farmakol_56_4 |
PubMedID: 8111297 |
Title : [The effect of amiridin and tacrine on the potassium currents in a nerve fiber] - Burov_1993_Biull.Eksp.Biol.Med_116_397 |
Author(s) : Burov Iu V , Peganov EM , Shapovalova LM |
Ref : Biulleten Eksperimentalnoi Biologii i Meditsiny , 116 :397 , 1993 |
Abstract : |
PubMedSearch : Burov_1993_Biull.Eksp.Biol.Med_116_397 |
PubMedID: 8117963 |
Title : Antiamnesic and cholinomimetic side-effects of the cholinesterase inhibitors, physostigmine, tacrine and NIK-247 in rats - Yoshida_1993_Eur.J.Pharmacol_250_117 |
Author(s) : Yoshida S , Suzuki N |
Ref : European Journal of Pharmacology , 250 :117 , 1993 |
Abstract : |
PubMedSearch : Yoshida_1993_Eur.J.Pharmacol_250_117 |
PubMedID: 8119309 |
Title : [The amiridin and tacrine modulation of the cholinoreceptor activity and plasticity of snail neurons: the phenomenology and mechanisms] - Burov_1993_Zh.Vyssh.Nerv.Deiat.Im.I.P.Pavlova_43_1202 |
Author(s) : Burov Iu V , Drozdova EI , Pivovarov AS , Robakidze TN |
Ref : Zh Vyssh Nerv Deiat Im I P Pavlova , 43 :1202 , 1993 |
Abstract : |
PubMedSearch : Burov_1993_Zh.Vyssh.Nerv.Deiat.Im.I.P.Pavlova_43_1202 |
PubMedID: 8135063 |
Title : [The effect of amiridin on the spectral characteristics of the human EEG] - Burov_1993_Eksp.Klin.Farmakol_56_5 |
Author(s) : Burov Iu V , Kaplan A |
Ref : Eksperimentalnaia i Klinicheskaia Farmakologiia , 56 :5 , 1993 |
Abstract : |
PubMedSearch : Burov_1993_Eksp.Klin.Farmakol_56_5 |
PubMedID: 8312813 |
Title : The effectiveness of amiridin in senile dementia of the Alzheimer's type - |
Author(s) : Bukatina EE , Grigor'eva IV , Sokol'chik EI |
Ref : Neurosci Behav Physiol , 23 :83 , 1993 |
PubMedID: 8464548 |
Title : Discriminative stimulus properties of NIK-247 and tetrahydroaminoacridine, centrally active cholinesterase inhibitors, in rats - Yamamoto_1993_Pharmacol.Biochem.Behav_44_769 |
Author(s) : Yamamoto T , Ohno M , Sugimachi K , Ueki S |
Ref : Pharmacol Biochem Behav , 44 :769 , 1993 |
Abstract : |
PubMedSearch : Yamamoto_1993_Pharmacol.Biochem.Behav_44_769 |
PubMedID: 8469688 |
Title : [The effect of amiridin on the MPTP-induced Parkinson-like syndrome in monkeys] - Burov_1992_Biull.Eksp.Biol.Med_114_495 |
Author(s) : Burov Iu V , Metkalova SE , Kustov AE , Petrov GV , Shul'govskii VV |
Ref : Biulleten Eksperimentalnoi Biologii i Meditsiny , 114 :495 , 1992 |
Abstract : |
PubMedSearch : Burov_1992_Biull.Eksp.Biol.Med_114_495 |
PubMedID: 1290822 |
Title : [Effects of amiridin and tacrine, drugs effective in Alzheimer's disease, on synaptosomal uptake of neuromediators] - Burov_1992_Biull.Eksp.Biol.Med_113_379 |
Author(s) : Burov Iu V , Baimanov TD , Maisov NI |
Ref : Biulleten Eksperimentalnoi Biologii i Meditsiny , 113 :379 , 1992 |
Abstract : |
PubMedSearch : Burov_1992_Biull.Eksp.Biol.Med_113_379 |
PubMedID: 1356507 |
Title : Role of adrenergic neuronal activity in the yawning induced by tacrine and NIK-247 in rats - Kimura_1992_Pharmacol.Biochem.Behav_43_985 |
Author(s) : Kimura H , Yamada K , Nagashima M , Matsumoto S , Ishii Y , Yoshida S , Fujii K , Furukawa T |
Ref : Pharmacol Biochem Behav , 43 :985 , 1992 |
Abstract : |
PubMedSearch : Kimura_1992_Pharmacol.Biochem.Behav_43_985 |
PubMedID: 1361995 |
Title : [A comparative study on the effects of amiridin on learning and memory of old rats during passive avoidance test] - Burov_1992_Biull.Eksp.Biol.Med_113_43 |
Author(s) : Burov Iu V , Robakidze TN , Voronin AE |
Ref : Biulleten Eksperimentalnoi Biologii i Meditsiny , 113 :43 , 1992 |
Abstract : |
PubMedSearch : Burov_1992_Biull.Eksp.Biol.Med_113_43 |
PubMedID: 1391861 |
Title : Nootropic candidates inhibit head-twitches induced by mescaline in mice - Yamamoto_1992_Jpn.J.Pharmacol_59_419 |
Author(s) : Yamamoto T , Ohno M , Yatsugi S , Fujikawa Y , Ueki S |
Ref : Japanese Journal of Pharmacology , 59 :419 , 1992 |
Abstract : |
PubMedSearch : Yamamoto_1992_Jpn.J.Pharmacol_59_419 |
PubMedID: 1434136 |
Title : Effects of NIK-247 on CO-induced impairment of passive avoidance in mice - Yoshida_1992_Eur.J.Pharmacol_214_247 |
Author(s) : Yoshida S , Nabeshima T , Kinbara K , Kameyama T |
Ref : European Journal of Pharmacology , 214 :247 , 1992 |
Abstract : |
PubMedSearch : Yoshida_1992_Eur.J.Pharmacol_214_247 |
PubMedID: 1516640 |
Title : Evaluation of a cholinomimetic drug, 9-amino-2,3,5,6,7,8-hexahydro-1H-cyclopenta [b] quinoline (NIK-247), as an enhancer of endogenous efflux of acetylcholine from brain slices - Ishii_1992_Neuropharmacol_31_61 |
Author(s) : Ishii Y , Sumi T |
Ref : Neuropharmacology , 31 :61 , 1992 |
Abstract : |
PubMedSearch : Ishii_1992_Neuropharmacol_31_61 |
PubMedID: 1542404 |
Title : [Effects of amiridin and tacrine, drugs effective in Alzheimer's disease, on the activity of monoamine oxidase A and B] - Burov_1992_Biull.Eksp.Biol.Med_113_149 |
Author(s) : Burov Iu V , Baimanov TD , Tat'ianenko LV , Sokolova NM , Tereshchenkova IM |
Ref : Biulleten Eksperimentalnoi Biologii i Meditsiny , 113 :149 , 1992 |
Abstract : |
PubMedSearch : Burov_1992_Biull.Eksp.Biol.Med_113_149 |
PubMedID: 1611059 |
Title : [Effectiveness of amiridin in senile dementia of the Alzheimer type] - Bukatina_1991_Zh.Nevropatol.Psikhiatr.Im.S.S.Korsakova_91_53 |
Author(s) : Bukatina EE , Grigor'eva IV , Sokol'nik EI |
Ref : Zh Nevropatol Psikhiatr Im S S Korsakova , 91 :53 , 1991 |
Abstract : |
PubMedSearch : Bukatina_1991_Zh.Nevropatol.Psikhiatr.Im.S.S.Korsakova_91_53 |
PubMedID: 1664616 |
Title : NIK-247 blocks voltage-dependent ionic currents in crayfish axon - Kojima_1991_Jpn.J.Pharmacol_57_545 |
Author(s) : Kojima J , Sugawara Y , Obara S |
Ref : Japanese Journal of Pharmacology , 57 :545 , 1991 |
Abstract : |
PubMedSearch : Kojima_1991_Jpn.J.Pharmacol_57_545 |
PubMedID: 1724992 |
Title : Reversal of learning impairment in ventral globus pallidus-lesioned rats by combination of continuous intracerebroventricular choline infusion and oral cholinergic drug administration - Ueki_1991_Brain.Res_547_99 |
Author(s) : Ueki A , Miyoshi K |
Ref : Brain Research , 547 :99 , 1991 |
Abstract : |
PubMedSearch : Ueki_1991_Brain.Res_547_99 |
PubMedID: 1860076 |
Title : [Experimental study of the effects of amiridin and tacrine on learning and memory] - Burov_1991_Biull.Eksp.Biol.Med_111_612 |
Author(s) : Burov Iu V , Robakidze TN , Kadysheva LV , Sukhanova SA |
Ref : Biulleten Eksperimentalnoi Biologii i Meditsiny , 111 :612 , 1991 |
Abstract : |
PubMedSearch : Burov_1991_Biull.Eksp.Biol.Med_111_612 |
PubMedID: 1893185 |
Title : [Study of anti-amnesic activity of amiridin in a model of amnesic syndrome] - Burov_1991_Biull.Eksp.Biol.Med_111_614 |
Author(s) : Burov Iu V , Robakidze TN , Kadysheva LV , Voronin AE , Shaposhnikova GI |
Ref : Biulleten Eksperimentalnoi Biologii i Meditsiny , 111 :614 , 1991 |
Abstract : |
PubMedSearch : Burov_1991_Biull.Eksp.Biol.Med_111_614 |
PubMedID: 1893186 |
Title : Effect of 9-amino-2,3,5,6,7,8-hexahydro-1H-cyclopenta-(b)-quinoline monohydrate hydrochloride (NIK-247) on cholinergic enzyme activity in rats - Shibanoki_1991_Pharmacol.Biochem.Behav_39_499 |
Author(s) : Shibanoki S , Ishii Y , Kubo T , Kogure M , Asai S , Ishikawa K |
Ref : Pharmacol Biochem Behav , 39 :499 , 1991 |
Abstract : |
PubMedSearch : Shibanoki_1991_Pharmacol.Biochem.Behav_39_499 |
PubMedID: 1946590 |
Title : [Effects of polymethylene derivatives of 4-aminopyridine on functional properties of hippocampal neurons] - Chepkova_1989_Biull.Eksp.Biol.Med_108_449 |
Author(s) : Chepkova AN , Doreuli NV , Skrebitskii VG |
Ref : Biulleten Eksperimentalnoi Biologii i Meditsiny , 108 :449 , 1989 |
Abstract : |
PubMedSearch : Chepkova_1989_Biull.Eksp.Biol.Med_108_449 |
PubMedID: 2557101 |
Title : Effects of cholinergic drugs on learning impairment in ventral globus pallidus-lesioned rats - Ueki_1989_J.Neurol.Sci_90_1 |
Author(s) : Ueki A , Miyoshi K |
Ref : Journal of Neurology Sci , 90 :1 , 1989 |
Abstract : |
PubMedSearch : Ueki_1989_J.Neurol.Sci_90_1 |
PubMedID: 2723670 |
Title : Effects of the novel compound NIK-247 on impairment of passive avoidance response in mice - Nabeshima_1988_Eur.J.Pharmacol_154_263 |
Author(s) : Nabeshima T , Yoshida S , Kameyama T |
Ref : European Journal of Pharmacology , 154 :263 , 1988 |
Abstract : |
PubMedSearch : Nabeshima_1988_Eur.J.Pharmacol_154_263 |
PubMedID: 3234481 |
Title : [Effects of amiridin on ambulatory activity and the discrete shuttle avoidance response in mice] - Kuribara_1986_Nippon.Yakurigaku.Zasshi_88_299 |
Author(s) : Kuribara H |
Ref : Nippon Yakurigaku Zasshi , 88 :299 , 1986 |
Abstract : |
PubMedSearch : Kuribara_1986_Nippon.Yakurigaku.Zasshi_88_299 |
PubMedID: 3792960 |