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Ipidacrine

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Chemical compound

Pharmaceutical compound

Ipidacrine
Clinical data

Trade names	Neiromidin
Other names	Amiridine; NIK-247
ATC code	N06DA05 (WHO)
Legal status
Legal status	US: Unscheduled Not FDA approved
Identifiers
IUPAC name 2,3,5,6,7,8-Hexahydro-1H-cyclopenta[b]quinolin-9-amine
CAS Number	62732-44-9
PubChemCID	604519
ChemSpider	525510
UNII	CV71VTP0VN
ChEMBL	ChEMBL130880
CompTox Dashboard(EPA)	DTXSID7048299
ECHA InfoCard	100.201.385
Chemical and physical data
Formula	C₁₂H₁₆N₂
Molar mass	188.274 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C1CCc2c(c(c3c(n2)CCC3)N)C1
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) Key:YLUSMKAJIQOXPV-UHFFFAOYSA-N

Ipidacrine (Neiromidin) is a drug first synthesized by the National Research Center for Biologically Active Compounds in theRussian Federation. This compound is a modification of the older drugtacrine (Cognex).^[1]

Ipidacrine is a reversibleacetylcholinesterase inhibitor used in memory disorders of different origins.^[2]^[3]^[4]

Ipidacrine directly stimulates impulse transmission in thecentral nervous system and neuromuscular synapses by blocking membranepotassium channels. Ipidacrine enhances not onlycholine, but alsoadrenaline,serotonin,histamine, andoxytocin effects on smooth muscle.^[5]

References

[edit]

^Kojima J, Onodera K, Ozeki M, Nakayarna K (1998)."Ipidacrine (NIK-247): A Review of Multiple Mechanisms as an Antidementia Agent".CNS Drug Reviews.4 (3):247–259.doi:10.1111/j.1527-3458.1998.tb00067.x.
^Damulin IV, Stepkina DA, Lokshina AB (2011). "[Neuromidin in mixed vascular and Alzheimer's dementia]".Zhurnal Nevrologii I Psikhiatrii Imeni S.S. Korsakova.111 (2):40–3.PMID 21350422.
^Pustokhanova LV, Morozova EM (2011). "[Cognitive disorders in the early rehabilitation period of ischemic stroke and possibilities of their treatment with neuromidin]".Zhurnal Nevrologii I Psikhiatrii Imeni S.S. Korsakova.111 (4 Pt 2):23–7.PMID 23120773.
^Onodera K, Kojima J, Wachi M (April 1998). "Ipidacrine (NIK-247), a novel antidementia, rapidly enters the brain and improves scopolamine-induced amnesia in rats during the Morris water maze task".Nihon Shinkei Seishin Yakurigaku Zasshi = Japanese Journal of Psychopharmacology.18 (2):33–7.PMID 9656230.
^"Neiromidin Product Information". Archived fromthe original on 2013-06-13. Retrieved2013-05-30.

v t e Psychoanaleptics: Anti-dementia agents (ATC codeN06D and others)
AChE inhibitor medications	Benzgalantamine Donepezil (+memantine) Galantamine Ipidacrine Rivastigmine Tacrine
Other medications	Aducanumab Bifemelane Donanemab Ginkgo folium Lecanemab Meclofenoxate (centrophenoxine) Memantine (+donepezil) Nicergoline
ExperimentalBACE inhibitors	Lanabecestat Verubecestat

Acetylcholine metabolism andtransport modulators

Enzyme
(modulators)

ChATTooltip Choline acetyltransferase	Inhibitors:1-(-Benzoylethyl)pyridinium 2-(α-Naphthoyl)ethyltrimethylammonium 3-Chloro-4-stillbazole 4-(1-Naphthylvinyl)pyridine Acetylseco hemicholinium-3 Acryloylcholine AF64A B115 BETA CM-54,903 N,N-Dimethylaminoethylacrylate N,N-Dimethylaminoethylchloroacetate
AChETooltip Acetylcholinesterase	Inhibitors:Reversible: Carbamates:Aldicarb Aminocarb Bendiocarb Bufencarb Carbaryl Carbendazim Carbetamide Carbofuran Carbosulfan Chlorbufam Chloropropham Dimetilan Ethienocarb Ethiofencarb Fenobucarb Formetanate Formparanate Methiocarb Methomyl Metolcarb Miotine Oxamyl Phenmedipham Pinmicarb Pirimicarb Promecarb Propamocarb Propham Propoxur Thiodicarb Thiofanox; Stigmines:Distigmine Eptastigmine Ganstigmine Neostigmine +glycopyrronium bromide Phenserine Physostigmine Pyridostigmine Quilostigmine Rivastigmine Terestigmine; Others:Acotiamide Ambenonium Caffeine Donepezil EA-3990 EA-4056 Edrophonium Galantamine Huperzine A Huperzine B Huprine W Huprine X Huprine Y Huprine Z Ipidacrine Itopride Ladostigil Minaprine Octamethylene-bis(5-dimethylcarbamoxyisoquinolinium bromide) T-1123 T-1152 T-1194 TL-599 TL-1238 Tacrine Velnacrine Zanapezil Irreversible: Organophosphates:2-Ethoxycarbonyl-1-methylvinyl cyclohexyl methylphosphonate Acephate Armine Azinphos-ethyl Azinphos-methyl BAY-29952 Bensulide Cadusafos Carbophenothion Chlorethoxyfos Chlorfenvinphos Chlorpyrifos Chlorpyrifos-methyl Coumaphos Crotylsarin Cyanophos Cyclosarin (GF) Demephion Demeton Demeton-S-methyl Dialifor Diazinon Dichlorvos Dicrotophos Dicyclohexyl phosphorofluoridate Diisopropylphosphate Diisopropyl fluorophosphate Dimefox Dimethoate Dimethyl 4-(methylthio)phenyl phosphate Dioxathion Disulfoton EA-2012 EA-2054 EA-2098 EA-2192 EA-2613 EA-3148 EA-4352 Echothiophate Ethylsarin (GE) Endothion EPN Ethion Ethoprop Fenamiphos Fenitrothion Fenthion Fluorotabun Fonofos Formothion Fosthiazate GD-42 GH GT-45 GV Guanitoxin Hexaethyl tetraphosphate (HETP) Isofluorophate Isoxathion Leptophos Malaoxon Malathion Mazidox Methamidophos Methidathion Methyl phenkapton Methylfluorophosphonylcholine (MFPCh) Metrifonate Mevinphos Mipafox Monocrotophos MSPI Naled Novichok agent Omethoate Oxydemeton-methyl Paraoxon Parathion Parathion-methyl Phorate Phosalone Phosfolan Phosmet Phosphamidon Phoxim Pirimiphos-methyl Profenofos Prothoate R-16661 Ro 3-0340 Ro 3-0346 Ro 3-0347 Ro 3-0351 Ro 3-0352 Ro 3-0397 Ro 3-0411 Ro 3-0412 Ro 3-0417 Ro 3-0419 Ro 3-0422 Ro 3-0433 Ronnel Sarin (GB) Schradan Soman (GD) Sulfotep (TEDP) Tabun (GA) Tebupirimfos Temefos Terbufos Tetrachlorvinphos Tetraethyl pyrophosphate (TEPP) Triazofos Tribufos Trichlorfon Trichloronate Tricresyl phosphate VE VG VM VP VS VR VX; Others:Demecarium Fasciculins (green mamba toxins) (1,2,3,4) Onchidal (Onchidella binneyi) Methanesulfonyl fluoride Unsorted:α-Pinene α-Viniferin Affinine Affinisine Arisugacin A Bulbocapnine Conodurine Coronaridine Corydaline Corynoline Crimidine Cyclanoline Cymserine Harmaline Kobophenol A Lactucopicrin Lycorine Phosacetim Rosmarinic acid Stercuronium iodide Taspine Tetrahydrocannabinol Ungeremine Ungiminorine Dimethylcarbamoyl fluoride BW284C51 TMTFA 3152 CT Reactivators:Asoxime chloride Methoxime Obidoxime Pralidoxime Trimedoxime bromide
BChETooltip Butyrylcholinesterase	Inhibitors:Affinine Affinisine Conodurine Cymserine Ladostigil Profenamine (ethopropazine) Rivastigmine Tacrine ZINC-12613047 Many of the other AChE inhibitors listed above

Transporter
(modulators)

CHTTooltip Choline transporter	Inhibitors:Hemicholinium-3 (hemicholine) Triethylcholine Enhancers:Coluracetam
VAChTTooltip Vesicular acetylcholine transporter	Inhibitors:Vesamicol

Release
(modulators)

Inhibitors	SNAP-25Tooltip Synaptosomal-associated protein 25 inactivators:Botulinum toxin (A,C,E) VAMPTooltip Vesicle-associated membrane protein inactivators:Botulinum toxin (B,D,F,G) Others:Bungarotoxins (β-bungarotoxin,γ-bungarotoxin)
Enhancers	LPHNTooltip Latrophilin agonists:α-Latrotoxin Others: Atracotoxins (e.g.,robustoxin,versutoxin) Crotoxin

See also: Receptor/signaling modulators; Muscarinic acetylcholine receptor modulators; Nicotinic acetylcholine receptor modulators

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