321-64-2 | 1,2,3,4-Tetrahydroacridin-9-amine

Packsize	Purity	Availability	Price	Discounted Price
1g	98%	in stock	$36.00	$25.00
5g	98%	in stock	$110.00	$77.00
25g	98%	in stock	$471.00	$330.00

Description

• Catalog Number: AF60036
• Chemical Name: 1,2,3,4-Tetrahydroacridin-9-amine
• CAS Number: 321-64-2
• Molecular Formula: C13H14N2
• Molecular Weight: 198.2637
• MDL Number: MFCD00046923
• SMILES: Nc1c2CCCCc2nc2c1cccc2

Computed Properties

• Complexity: 229
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 15
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 1
• XLogP3: 2.7

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• Identification and prediction of promiscuous aggregating inhibitors among known drugs.

  Journal of medicinal chemistry 20031009

• Inhibitors tethered near the acetylcholinesterase active site serve as molecular rulers of the peripheral and acylation sites.

  The Journal of biological chemistry 20031003

• Assessment of hepatocytes and liver slices as in vitro test systems to predict in vivo gene expression.

  Toxicological sciences : an official journal of the Society of Toxicology 20030901

• Recent developments in the synthesis of acetylcholinesterase inhibitors.

  Mini reviews in medicinal chemistry 20030901

• Tacrine inhibits topoisomerases and DNA synthesis to cause mitochondrial DNA depletion and apoptosis in mouse liver.

  Hepatology (Baltimore, Md.) 20030901

• Benzodiazepine utilization patterns in Alzheimer's disease patients.

  Pharmacoepidemiology and drug safety 20030901

• Reduction in distractibility with AF102B and THA in the macaque.

  Pharmacology, biochemistry, and behavior 20030901

• Photoreversible inhibition of cholinesterases: catalytic serine-labeled caged butyrylcholinesterase.

  Chembiochem : a European journal of chemical biology 20030804

• Flumazenil and tacrine increase the effectiveness of ondansetron on scopolamine-induced impairment of spatial learning in rats.

  Psychopharmacology 20030801

• Comparative effect of Prunus persica L. BATSCH-water extract and tacrine (9-amino-1,2,3,4-tetrahydroacridine hydrochloride) on concentration of extracellular acetylcholine in the rat hippocampus.

  Journal of ethnopharmacology 20030801

• Synthesis and structure-activity relationships of open D-Ring galanthamine analogues.

  Bioorganic & medicinal chemistry letters 20030721

• Interactions of orthosteric and allosteric ligands with [3H]dimethyl-W84 at the common allosteric site of muscarinic M2 receptors.

  Molecular pharmacology 20030701

• Galantamine is an allosterically potentiating ligand of neuronal nicotinic but not of muscarinic acetylcholine receptors.

  The Journal of pharmacology and experimental therapeutics 20030601

• The clinical use of P300 event related potentials for the evaluation of cholinesterase inhibitors treatment in demented patients.

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  MMW Fortschritte der Medizin 20030526

• Synthesis, anticholinesterase activity and structure-activity relationships of m-Aminobenzoic acid derivatives.

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• Manganese-based complexes of radical scavengers as neuroprotective agents.

  Bioorganic & medicinal chemistry 20030515

• Pharmacology of delta2 glutamate receptors: effects of pentamidine and protons.

  The Journal of pharmacology and experimental therapeutics 20030501

• Hepatoprotective phenolic constituents of Rhodiola sachalinensis on tacrine-induced cytotoxicity in Hep G2 cells.

  Phytotherapy research : PTR 20030501

• Mitochondria as a target for neurotoxins and neuroprotective agents.

  Annals of the New York Academy of Sciences 20030501

• Crystal structure of human carboxylesterase 1 complexed with the Alzheimer's drug tacrine: from binding promiscuity to selective inhibition.

  Chemistry & biology 20030401

• Design, synthesis, and pharmacological profile of novel fused pyrazolo[4,3-d]pyridine and pyrazolo[3,4-b][1,8]naphthyridine isosteres: a new class of potent and selective acetylcholinesterase inhibitors.

  Journal of medicinal chemistry 20030327

• Structure-activity relationships of acetylcholinesterase noncovalent inhibitors based on a polyamine backbone. 2. Role of the substituents on the phenyl ring and nitrogen atoms of caproctamine.

  Journal of medicinal chemistry 20030313

• Tolerability of memantine in combination with cholinesterase inhibitors in dementia therapy.

  International clinical psychopharmacology 20030301

• Acute effects of huperzine A and tacrine on rat liver.

  Acta pharmacologica Sinica 20030301

• The evaluation of cognitive function in the dementias: methodological and regulatory considerations.

  Dialogues in clinical neuroscience 20030301

• Cerebral glucose metabolism, cerebrospinal fluid-beta-amyloid1-42 (CSF-Abeta42), tau and apolipoprotein E genotype in long-term rivastigmine and tacrine treated Alzheimer disease (AD) patients.

  Neuroscience letters 20030227

• Tacrine-scopolamine interactions on state-dependent retrieval.

  Psychopharmacology 20030201

• Hormone replacement therapy in postmenopausal women with Alzheimer's disease: a randomized, prospective study.

  Fertility and sterility 20030201

• Selective 5-HT1A antagonists WAY 100635 and NAD-299 attenuate the impairment of passive avoidance caused by scopolamine in the rat.

  Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20030201

• Alzheimer's disease: emerging noncholinergic treatments.

  Geriatrics 20030201

• Local injections of the 5-hydroxytryptamine antagonist mianserin into substantia nigra pars reticulata block tremulous jaw movements in rats: studies with a putative model of Parkinsonian tremor.

  Psychopharmacology 20030101

• Centbucridine, a newer topical anaesthetic compared with lignocaine: a randomized double masked single drop instillation clinical trial.

  Indian journal of physiology and pharmacology 20030101

• Inhibition of human cholinesterases by drugs used to treat Alzheimer disease.

  Alzheimer disease and associated disorders 20030101

• Potencies and selectivities of inhibitors of acetylcholinesterase and its molecular forms in normal and Alzheimer's disease brain.

  Acta biologica Hungarica 20030101

• Involvement of reduced acetylcholine release in Delta9-tetrahydrocannabinol-induced impairment of spatial memory in the 8-arm radial maze.

  Life sciences 20021220

• Risk from lithium with acetylcholinesterase inhibitor.

  Annals of clinical psychiatry : official journal of the American Academy of Clinical Psychiatrists 20021201

• Sleep-wake mechanisms and drug discovery: sleep EEG as a tool for the development of CNS-acting drugs.

  Dialogues in clinical neuroscience 20021201

• Effects of huperzine A on acetylcholinesterase isoforms in vitro: comparison with tacrine, donepezil, rivastigmine and physostigmine.

  European journal of pharmacology 20021129

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  Nihon yakurigaku zasshi. Folia pharmacologica Japonica 20021101

• Tacrine attenuates hydrogen peroxide-induced apoptosis by regulating expression of apoptosis-related genes in rat PC12 cells.

  Brain research. Molecular brain research 20021030

• In vivo and in vitro effects of aluminum on the activity of mouse brain acetylcholinesterase.

  Brain research bulletin 20021015

• Effect of 3-[1-(phenylmethyl)-4-piperidinyl]-1-(2,3,4,5-tetrahydro-1H-1-benzazepin-8-yl)-1-propanone fumarate, a novel acetylcholinesterase inhibitor, on spatial cognitive impairment induced by chronic cerebral hypoperfusion in rats.

  Neuroscience letters 20021004

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• Binding and release of drugs into and from thermosensitive poly(N-vinyl caprolactam) nanoparticles.

  European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20020701

• Medical treatment of Alzheimer's disease: past, present, and future.

  Medicine and health, Rhode Island 20020701

• Nicotine and sensory memory in Alzheimer's disease: an event-related potential study.

  Brain and cognition 20020701

• Electroencephalographic activation by tacrine, deprenyl, and quipazine: cholinergic vs. non-cholinergic contributions.

  European journal of pharmacology 20020628

• Novel tacrine derivatives that block neuronal calcium channels.

  Bioorganic & medicinal chemistry 20020601

• Acute and chronic acetylcholinesterase inhibition regulates in vivo the localization and abundance of muscarinic receptors m2 and m4 at the cell surface and in the cytoplasm of striatal neurons.

  Molecular and cellular neurosciences 20020601

• Acute nicotine effects on auditory sensory memory in tacrine-treated and nontreated patients with Alzheimer's disease: an event-related potential study.

  Pharmacology, biochemistry, and behavior 20020501

• Furocoumarins from Angelica dahurica with hepatoprotective activity on tacrine-induced cytotoxicity in Hep G2 cells.

  Planta medica 20020501

• Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.

  The Journal of biological chemistry 20020419

• Determination of tacrine metabolites in microsomal incubate by high performance liquid chromatography-nuclear magnetic resonance/mass spectrometry with a column trapping system.

  Journal of pharmaceutical and biomedical analysis 20020401

• Effects of acute and subchronic administration of dexefaroxan, an alpha(2)-adrenoceptor antagonist, on memory performance in young adult and aged rodents.

  The Journal of pharmacology and experimental therapeutics 20020401

• Reversal of scopolamine-induced spatial memory deficits in rats by TAK-147.

  Acta pharmacologica Sinica 20020401

• 3D structure of Torpedo californica acetylcholinesterase complexed with huprine X at 2.1 A resolution: kinetic and molecular dynamic correlates.

  Biochemistry 20020305

• Schisandrin B protects against tacrine- and bis(7)-tacrine-induced hepatotoxicity and enhances cognitive function in mice.

  Planta medica 20020301

• Chronic treatments with tacrine and (-)-nicotine induce different changes of nicotinic and muscarinic acetylcholine receptors in the brain of aged rat.

  Journal of neural transmission (Vienna, Austria : 1996) 20020301

• Development of a new class of nonimidazole histamine H(3) receptor ligands with combined inhibitory histamine N-methyltransferase activity.

  Journal of medicinal chemistry 20020227

• Abnormal expression of neuronal nitric oxide synthase triggers limbic seizures and hippocampal damage in rat.

  Biochemical and biophysical research communications 20020222

• Electroencephalographic activation by fluoxetine in rats: role of 5-HT(1A) receptors and enhancement of concurrent acetylcholinesterase inhibitor treatment.

  Neuropharmacology 20020201

• Effects of amphetamine on the plus-maze discriminative avoidance task in mice.

  Psychopharmacology 20020201

• Effects of T-82, a new quinoline derivative, on cholinesterase activity and extracellular acetylcholine concentration in rat brain.

  Japanese journal of pharmacology 20020201

• [Protective effects of tacrine and donepezil against staurosporine-induced apoptotic death].

  Yao xue xue bao = Acta pharmaceutica Sinica 20020201

• Safety and efficacy of idebenone versus tacrine in patients with Alzheimer's disease: results of a randomized, double-blind, parallel-group multicenter study.

  Pharmacopsychiatry 20020101

• Effects of acute nicotine administration on cognitive event-related potentials in tacrine-treated and non-treated patients with Alzheimer's disease.

  Neuropsychobiology 20020101

• Understanding and managing behavioural symptoms in Alzheimer's disease and related dementias: focus on rivastigmine.

  Current medical research and opinion 20020101

• Clinical pharmacokinetics and pharmacodynamics of cholinesterase inhibitors.

  Clinical pharmacokinetics 20020101

• Neuronal overexpression of 'readthrough' acetylcholinesterase is associated with antisense-suppressible behavioral impairments.

  Molecular psychiatry 20020101

• Steroid hormones mediate sex difference in brain levels of tacrine and its hypothermic effect in the rat.

  Neuropharmacology 20011201

• Galantamine: new preparation. The fourth cholinesterase inhibitor for Alzheimer's disease.

  Prescrire international 20011201

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  Annales de medecine interne 20011201

• Synthesis and screening for antiacetylcholinesterase activity of (1-benzyl-4-oxopiperidin-3-ylidene)methylindoles and -pyrroles related to donepezil.

  Journal of medicinal chemistry 20011108

• Velnacrine thiaanalogues as potential agents for treating Alzheimer's disease.

  Bioorganic & medicinal chemistry 20011101

• Bakuchiol: a hepatoprotective compound of Psoralea corylifolia on tacrine-induced cytotoxicity in Hep G2 cells.

  Planta medica 20011101

• Ameliorative effects of azaindolizinone derivative ZSET845 on scopolamine-induced deficits in passive avoidance and radial-arm maze learning in the rat.

  Japanese journal of pharmacology 20011101

• A structure-based design approach to the development of novel, reversible AChE inhibitors.

  Journal of medicinal chemistry 20010927

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  Mini reviews in medicinal chemistry 20010901

• Therapeutic approaches to age-associated neurocognitive disorders.

  Dialogues in clinical neuroscience 20010901

• Design, synthesis, and structure-activity relationships of a series of 3-[2-(1-benzylpiperidin-4-yl)ethylamino]pyridazine derivatives as acetylcholinesterase inhibitors.

  Journal of medicinal chemistry 20010816

• Meta-analysis of ordinal outcomes using individual patient data.

  Statistics in medicine 20010815

• Medications for the treatment of Alzheimer's disease.

  The Journal of the Oklahoma State Medical Association 20010801

• Maintaining functional and behavioral abilities in Alzheimer disease.

  Alzheimer disease and associated disorders 20010801

• Effects of bis(7)-tacrine on spontaneous synaptic activity and on the nicotinic ACh receptor of Torpedo electric organ.

  Journal of neurophysiology 20010701

• Use of cholinesterase inhibitors for treatment of Alzheimer disease.

  Cleveland Clinic journal of medicine 20010701

• Apoptosis: biphasic dose responses.

  Critical reviews in toxicology 20010701

• Effect of H1-antagonists on spatial memory deficit evaluated by 8-arm radial maze in rats.

  Acta pharmacologica Sinica 20010701

• Tacrine-huperzine A hybrids (huprines): a new class of highly potent and selective acetylcholinesterase inhibitors of interest for the treatment of Alzheimer's disease.

  Mini reviews in medicinal chemistry 20010701

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  Yao xue xue bao = Acta pharmaceutica Sinica 20010701

• Does 'butyrylization' of acetylcholinesterase through substitution of the six divergent aromatic amino acids in the active center gorge generate an enzyme mimic of butyrylcholinesterase?

  Biochemistry 20010626

• Inhibitory effect of ursolic acid purified from Origanum majorana L on the acetylcholinesterase.

  Molecules and cells 20010430

• Action of tacrine on muscarinic receptors in rat intestinal smooth muscle.

  Journal of autonomic pharmacology 20010401

• Central and peripheral activity of cholinesterase inhibitors as revealed by yawning and fasciculation in rats.

  European journal of pharmacology 20010301

• Ion-exchange fibers and drugs: an equilibrium study.

  Journal of controlled release : official journal of the Controlled Release Society 20010129

• Responder characteristics to a single oral dose of cholinesterase inhibitor: a double-blind placebo-controlled study with tacrine in Alzheimer patients.

  Dementia and geriatric cognitive disorders 20010101

• Reversal of Haemorrhagic Shock in Rats by Tetrahydroaminoacridine.

  Pharmacology 20010101

• Synthesis and in-vitro anticancer evaluation of bis-tacrine congeners.

  The Journal of pharmacy and pharmacology 20010101

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  Drugs 20010101

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  Therapie 20010101

• Chronic donepezil treatment is associated with slowed cognitive decline in Alzheimer's disease.

  Dementia and geriatric cognitive disorders 20010101

• Controlled release tacrine delivery system for the treatment of Alzheimer's disease.

  Drug delivery 20010101

• Tacrine and rate of progression in Alzheimer's disease--relation to ApoE allele genotype.

  Journal of neural transmission (Vienna, Austria : 1996) 20010101

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  Vestnik Rossiiskoi akademii meditsinskikh nauk 20010101

• Evaluation of cholinergic treatment in demented patients by P300 evoked related potentials.

  Neurologia i neurochirurgia polska 20010101

• Drugs used for cognitive symptoms of Alzheimer's disease.

  Perspectives in psychiatric care 20010101

• Block of rat brain recombinant SK channels by tricyclic antidepressants and related compounds.

  European journal of pharmacology 20000728

• Tacrine, a reversible acetylcholinesterase inhibitor, induces myopathy.

  Neuroreport 20000427

• Cholinesterase inhibition for Alzheimer disease: a meta-analysis of the tacrine trials. Dementia Trialists' Collaboration.

  JAMA 19981125

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  Medicina clinica 19980912

• Reversal of scopolamine-induced deficits in radial maze performance by (-)-huperzine A: comparison with E2020 and tacrine.

  European journal of pharmacology 19980522

• Central cardiovascular effects of tacrine in the conscious dog: a role for catecholamines and vasopressin release.

  European journal of pharmacology 19980508

• Long-lasting antiamnesic effect of a novel anticholinesterase inhibitor (MF268).

  Pharmacology, biochemistry, and behavior 19980401

• Myoclonus induced by tacrine.

  Journal of neurology, neurosurgery, and psychiatry 19980201

• Systemic administration of N omega-nitro-L-arginine methyl ester and indomethacin reduces the elevation of brain PGE2 content and prevents seizures and hippocampal damage evoked by LiCl and tacrine in rat.

  Experimental neurology 19980201

• Motor dysfunction produced by tacrine administration in rats.

  Pharmacology, biochemistry, and behavior 19971201

• Effects of NIK-247 on cholinesterase and scopolamine-induced amnesia.

  Methods and findings in experimental and clinical pharmacology 19970501

• Tremulous jaw movements produced by acute tacrine administration: possible relation to parkinsonian side effects.

  Pharmacology, biochemistry, and behavior 19970201

• Adverse interaction of tacrine and haloperidol.

  The American journal of psychiatry 19961101

• [Flare-up of arterial hypertension during treatment with tacrine].

  Presse medicale (Paris, France : 1983) 19961012

• Tacrine interacts with an allosteric activator site on alpha 4 beta 2 nAChRs in M10 cells.

  Neuroreport 19960902

• Delirium caused by tacrine and ibuprofen interaction.

  The American journal of psychiatry 19960601

• Convulsive effects of tacrine.

  Lancet (London, England) 19960511

• Systemic administration of lithium chloride and tacrine but not kainic acid augments citrulline content of rat brain.

  European journal of pharmacology 19951227

• Severe parkinsonian symptom development on combination treatment with tacrine and haloperidol.

  Journal of clinical psychopharmacology 19950801

• Lack of involvement of nitric oxide in the mechanisms of seizures and hippocampal damage produced by kainate and ouabain in rats.

  Neurodegeneration : a journal for neurodegenerative disorders, neuroprotection, and neuroregeneration 19950301

• Antiamnesic and cholinomimetic side-effects of the cholinesterase inhibitors, physostigmine, tacrine and NIK-247 in rats.

  European journal of pharmacology 19931130

• Tacrine inhibits ventricular fibrillation induced by ischaemia and reperfusion and widens QT interval in rat.

  Cardiovascular research 19930301

• Synthesis and cholinergic properties of bis[[(dimethylamino)methyl]furanyl] analogues of ranitidine.

  Journal of medicinal chemistry 19920320

• QSAR analyses of the substituted indanone and benzylpiperidine rings of a series of indanone-benzylpiperidine inhibitors of acetylcholinesterase.

  Journal of medicinal chemistry 19920207

• Effects of four non-cholinergic cognitive enhancers in comparison with tacrine and galanthamine on scopolamine-induced amnesia in rats.

  Psychopharmacology 19920101

• A comparison of the effects of cholinergic and dopaminergic agents on scopolamine-induced hyperactivity in mice.

  The Journal of pharmacology and experimental therapeutics 19901101

• Correlation of brain levels of 9-amino-1,2,3,4-tetrahydroacridine (THA) with neurochemical and behavioral changes.

  European journal of pharmacology 19891128

• Amino acridines action on Friend's retrovirus in relation to their molecular ionization.

  Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie 19890101

• Suxamethonium apnoea masked by tetrahydroaminacrine.

  Anaesthesia 19780101

• Influence of tetrahydro-aminacrine on muscle pains after suxamethonium.

  South African medical journal = Suid-Afrikaanse tydskrif vir geneeskunde 19750118

• Ketamine-induced postanesthetic delirium attenuated by tetrahydroaminoacridine.

  Experimental neurology 19740701

• An appraisal of tacrine-extended suxamethonium.

  British journal of anaesthesia 19700201