91-21-4 | 1,2,3,4-Tetrahydroisoquinoline

Packsize	Purity	Availability	Price	Discounted Price
5g	98%	in stock	$6.00	$5.00
10g	98%	in stock	$8.00	$6.00
25g	98%	in stock	$18.00	$12.00
50g	98%	in stock	$30.00	$21.00
100g	98%	in stock	$60.00	$42.00

Description

• Catalog Number: AB56984
• Chemical Name: 1,2,3,4-Tetrahydroisoquinoline
• CAS Number: 91-21-4
• Molecular Formula: C9H11N
• Molecular Weight: 133.1903
• MDL Number: MFCD00006896
• SMILES: N1CCc2c(C1)cccc2
• NSC Number: 15312

Computed Properties

• Complexity: 111
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 10
• Hydrogen Bond Acceptor Count: 1
• Hydrogen Bond Donor Count: 1
• XLogP3: 1.6

Literature

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• Synthesis of chiral 3-methyl- and 3-methyl-N-propargyl-1,2,3,4-tetrahydroisoquinoline and prevention of MPP+ -induced cytotoxicity.

  Medicinal chemistry (Shariqah (United Arab Emirates)) 20081101

• Synthesis and preliminary biological evaluation of new carbon-11 labeled tetrahydroisoquinoline derivatives as SERM radioligands for PET imaging of ER expression in breast cancer.

  European journal of medicinal chemistry 20081001

• HO-1 and JAK-2/STAT-1 signals are involved in preferential inhibition of iNOS over COX-2 gene expression by newly synthesized tetrahydroisoquinoline alkaloid, CKD712, in cells activated with lipopolysacchride.

  Cellular signalling 20081001

• Effects, in an in-vivo model system, of 1,2,3,4-tetrahydroisoquinoline on glioma.

  Anti-cancer drugs 20081001

• Analogs of tetrahydroisoquinoline natural products that inhibit cell migration and target galectin-3 outside of its carbohydrate-binding site.

  The Journal of biological chemistry 20080905

• Copper-catalyzed oxidative sp3 C-H bond arylation with aryl boronic acids.

  Organic letters 20080904

• N-Methyl-isosalsoline from Hammada scoparia.

  Acta crystallographica. Section E, Structure reports online 20080901

• Enantioselective synthesis of (R)-(+)- and (S)-(-)-higenamine and their analogues with effects on platelet aggregation and experimental animal model of disseminated intravascular coagulation.

  Bioorganic & medicinal chemistry letters 20080715

• Concise synthesis of the CDE ring system of tetrahydroisoquinoline alkaloids using carbophilic Lewis acid-catalyzed hydroamidation and oxidative Friedel-Crafts cyclization.

  The Journal of organic chemistry 20080704

• Design and synthesis of tetrahydroisoquinoline derivatives as potential multidrug resistance reversal agents in cancer.

  Bioorganic & medicinal chemistry letters 20080615

• Syntheses of tetrahydroisoquinoline derivatives that inhibit NO production in activated BV-2 microglial cells.

  European journal of medicinal chemistry 20080601

• Simultaneous analysis of 1,2,3,4-tetrahydroisoquinolines by high-performance liquid chromatography using 4-(5,6-dimethoxy-2-phthalimidinyl)-2-methoxyphenylsulfonyl chloride as a fluorescent labeling reagent.

  Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20080501

• SAR studies of capsazepinoid bronchodilators. Part 1: The importance of the catechol moiety and aspects of the B-ring structure.

  Bioorganic & medicinal chemistry 20080301

• New 1,2,3,4-tetrahydroisoquinoline derivatives as modulators of proteolytic cleavage of amyloid precursor proteins.

  Bioorganic & medicinal chemistry 20080215

• Synthesis of carbon-11 labeled 1-(3,4-dimethoxybenzyl)-2,2-dimethyl-1,2,3,4-tetrahydroisoquinolinium derivatives as new potential PET SKCa channel imaging agents.

  Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine 20080201

• Solution-phase parallel synthesis of novel 1,2,3,4-tetrahydroisoquinoline-1-ones as anticonvulsant agents.

  Chemical & pharmaceutical bulletin 20080201

• Trabectedin and its potential in the treatment of soft tissue sarcoma.

  Therapeutics and clinical risk management 20080201

• Metabolism of praziquantel in kingfish Seriola lalandi.

  Diseases of aquatic organisms 20080124

• Discovery of a potent and long-acting bronchorelaxing capsazepinoid, RESPIR 4-95.

  Pulmonary pharmacology & therapeutics 20080101

• Small P-gp modulating molecules: SAR studies on tetrahydroisoquinoline derivatives.

  Bioorganic & medicinal chemistry 20080101

• Synthesis of 4,5,6,7-tetrahydrothieno[3,2-c]pyridines and comparison with their isosteric 1,2,3,4-tetrahydroisoquinolines as inhibitors of phenylethanolamine N-methyltransferase.

  Bioorganic & medicinal chemistry 20080101

• Selective androgen receptor modulators in preclinical and clinical development.

  Nuclear receptor signaling 20080101

• A Phase II study of trabectedin single agent in patients with recurrent ovarian cancer previously treated with platinum-based regimens.

  British journal of cancer 20071217

• Substituted tetrahydroisoquinoline compound B3 inhibited P-glycoprotein-mediated multidrug resistance in-vitro and in-vivo.

  The Journal of pharmacy and pharmacology 20071201

• Synthesis and antifungal activities of novel 2-aminotetralin derivatives.

  Journal of medicinal chemistry 20071101

• Solid-phase synthesis and insights into structure-activity relationships of safinamide analogues as potent and selective inhibitors of type B monoamine oxidase.

  Journal of medicinal chemistry 20071004

• Synthesis of carbon-11 labeled biaryl 1,2,3,4-tetrahydroisoquinoline derivatives and conformationally flexible analogues as new potential PET glioma tumor imaging agents.

  Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine 20071001

• Fatty acyl amides of endogenous tetrahydroisoquinolines are active at the recombinant human TRPV1 receptor.

  Bioorganic & medicinal chemistry 20070915

• Cardioprotective effects of novel tetrahydroisoquinoline analogs of nitrobenzylmercaptopurine riboside in an isolated perfused rat heart model of acute myocardial infarction.

  American journal of physiology. Heart and circulatory physiology 20070601

• Determination of a potent non-competitive AMPA receptor antagonist in rat brain.

  Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20070501

• Synthesis and in vitro evaluation of tetrahydroisoquinolinyl benzamides as ligands for sigma receptors.

  Bioorganic & medicinal chemistry letters 20070501

• Identification of a series of tetrahydroisoquinoline derivatives as potential therapeutic agents for breast cancer.

  Bioorganic & medicinal chemistry letters 20070501

• Dual serotonin transporter/histamine H3 ligands: Optimization of the H3 pharmacophore.

  Bioorganic & medicinal chemistry letters 20070201

• Exploring the active site of phenylethanolamine N-methyltransferase with 1,2,3,4-tetrahydrobenz[h]isoquinoline inhibitors.

  Bioorganic & medicinal chemistry 20070201

• The effect of modulation of gamma-glutamyl transpeptidase and nitric oxide synthase activity on GSH homeostasis in HepG2 cells.

  Fundamental & clinical pharmacology 20070201

• Isothiazoloquinolones with enhanced antistaphylococcal activities against multidrug-resistant strains: effects of structural modifications at the 6-, 7-, and 8-positions.

  Journal of medicinal chemistry 20070125

• Cytotoxicity of 17 tetrahydroisoquinoline derivatives in SH-SY5Y human neuroblastoma cells is related to mitochondrial NADH-ubiquinone oxidoreductase inhibition.

  Neurotoxicology 20070101

• Effects of higenamine and its 1-naphthyl analogs, YS-49 and YS-51, on platelet TXA2 synthesis and aggregation.

  Thrombosis research 20070101

• Quantitative structure-activity relationship modeling of growth hormone secretagogues agonist activity of some tetrahydroisoquinoline 1-carboxamides.

  Chemical biology & drug design 20070101

• Identification of the endogenous key substrates of the human organic cation transporter OCT2 and their implication in function of dopaminergic neurons.

  PloS one 20070101

• IBX-mediated oxidative Ugi-type multicomponent reactions: application to the N and C1 functionalization of tetrahydroisoquinoline.

  Angewandte Chemie (International ed. in English) 20070101

• Engineering the melanocortin-4 receptor to control constitutive and ligand-mediated G(S) signaling in vivo.

  PloS one 20070101

• Tetrahydroisoquinoline derivatives: a new perspective on monoaminergic dysfunction in children with ADHD?

  Behavioral and brain functions : BBF 20070101

• Stereochemical diversity in asymmetric cyclization via memory of chirality.

  Journal of the American Chemical Society 20061206

• Synthesis and radioligand binding studies of methoxylated 1,2,3,4-tetrahydroisoquinolinium derivatives as ligands of the apamin-sensitive Ca2+-activated K+ channels.

  Journal of medicinal chemistry 20061130

• Syntheses of aporphine and homoaporphine alkaloids by intramolecular ortho-arylation of phenols with aryl halides via SRN1 reactions in liquid ammonia.

  The Journal of organic chemistry 20061027

• Solid-phase synthesis of tetrahydro-beta-carbolines and tetrahydroisoquinolines by stereoselective intramolecular N-carbamyliminium Pictet-Spengler reactions.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20061025

• Design, synthesis, and antifungal activities in vitro of novel tetrahydroisoquinoline compounds based on the structure of lanosterol 14alpha-demethylase (CYP51) of fungi.

  Bioorganic & medicinal chemistry letters 20061015

• Identification of CXCR3 receptor agonists in combinatorial small-molecule libraries.

  Biochemical and biophysical research communications 20061013

• De novo biosynthesis of morphine in animal cells: an evidence-based model.

  Medical science monitor : international medical journal of experimental and clinical research 20061001

• Discovery of antiglioma activity of biaryl 1,2,3,4-tetrahydroisoquinoline derivatives and conformationally flexible analogues.

  Journal of medicinal chemistry 20060921

• Comparison of the binding of 3-fluoromethyl-7-sulfonyl-1,2,3,4-tetrahydroisoquinolines with their isosteric sulfonamides to the active site of phenylethanolamine N-methyltransferase.

  Journal of medicinal chemistry 20060907

• Novel potent anticonvulsant agent containing a tetrahydroisoquinoline skeleton.

  Journal of medicinal chemistry 20060907

• Random chemistry as a new tool for the generation of small-compound libraries.

  Archiv der Pharmazie 20060901

• Affinity of 1-aryl-1,2,3,4-tetrahydroisoquinoline derivatives to the ion channel binding site of the NMDA receptor complex.

  European journal of medicinal chemistry 20060801

• [Asymmetric intramolecular conjugate addition of chiral enolates via non-equilibrium].

  Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20060801

• Synthetic studies on Et-743. Asymmetric, stereocontrolled construction of the tetrahydroisoquinoline core via radical cyclization on a glyoxalimine.

  Organic letters 20060720

• Synthesis and SAR of novel histamine H3 receptor antagonists.

  Bioorganic & medicinal chemistry letters 20060701

• 3D pharmacophore models for 1,2,3,4-tetrahydroisoquinoline derivatives acting as anticonvulsant agents.

  Archiv der Pharmazie 20060701

• Antitumor activity of tetrahydroisoquinoline analogues 3-epi-jorumycin and 3-epi-renieramycin G.

  Bioorganic & medicinal chemistry letters 20060615

• Synthesis of new and potent analogues of anti-tuberculosis agent 5-nitro-furan-2-carboxylic acid 4-(4-benzyl-piperazin-1-yl)-benzylamide with improved bioavailability.

  Bioorganic & medicinal chemistry letters 20060515

• The mechanism of 1,2,3,4-tetrahydroisoquinolines neuroprotection: the importance of free radicals scavenging properties and inhibition of glutamate-induced excitotoxicity.

  Journal of neurochemistry 20060501

• Acetylcholinesterase inhibitors from Stephania venosa tuber.

  The Journal of pharmacy and pharmacology 20060501

• Development of the Pictet-Spengler reaction catalyzed by AuCl3/AgOTf.

  The Journal of organic chemistry 20060317

• 1,2,3,4-Tetrahydroisoquinolinyl sulfamic acids as phosphatase PTP1B inhibitors.

  Bioorganic & medicinal chemistry letters 20060315

• 1-Benzyl-1,2,3,4-tetrahydroisoquinoline-6,7-diols as novel affinity and photoaffinity probes for beta-adrenoceptor subtypes.

  Bioorganic & medicinal chemistry 20060315

• The solution to a deep stereochemical conundrum: studies toward the tetrahydroisoquinoline alkaloids.

  Angewandte Chemie (International ed. in English) 20060303

• 1-Benzyl-1,2,3,4-tetrahydroisoquinoline passes through the blood-brain barrier of rat brain: an in vivo microdialysis study.

  Neuroscience letters 20060227

• Synthesis and in vitro cytotoxicity of 1,2,3,4-tetrahydroisoquinoline derivatives.

  European journal of medicinal chemistry 20060201

• Capillary liquid chromatography-tandem mass spectrometry of tetrahydroisoquinoline derived neurotoxins: a study on the blood-brain barrier of rat brain.

  Journal of chromatography. A 20060127

• Trabectedin: Ecteinascidin 743, Ecteinascidin-743, ET 743, ET-743, NSC 684766.

  Drugs in R&D 20060101

• [Syntheses and ring-closures of difunctional tetrahydroisoquinolines].

  Acta pharmaceutica Hungarica 20060101

• [Synthesis of isothioureas derived from tetrahydroisoquinoline and NOS inhibitory activity].

  Yao xue xue bao = Acta pharmaceutica Sinica 20051101

• Synthesis of the tetrahydroisoquinoline alkaloid (+/-)-renieramycin G and A (+/-)-lemonomycinone analogue from a common intermediate.

  Journal of the American Chemical Society 20050914

• P2X(7) receptor: Death or life?

  Purinergic signalling 20050901

• Synthesis and neurotoxicity of tetrahydroisoquinoline derivatives for studying Parkinson's disease.

  Biological & pharmaceutical bulletin 20050801

• Alkaloids from Alangium javanicum and Alangium grisolleoides that mediate Cu2+-dependent DNA strand scission.

  Journal of natural products 20050801

• Synthesis and radioligand binding studies of C-5- and C-8-substituted 1-(3,4-dimethoxybenzyl)-2,2-dimethyl-1,2,3,4-tetrahydroisoquinoliniums as SK channel blockers related to N-methyl-laudanosine and N-methyl-noscapine.

  Journal of medicinal chemistry 20050728

• 1,2,3,4-Tetrahydroisoquinoline protects terminals of dopaminergic neurons in the striatum against the malonate-induced neurotoxicity.

  Brain research 20050727

• Treatment with 1,2,3,4-tetrahydroisoquinolone affects the levels of nitric oxide, S-nitrosothiols, glutathione and the enzymatic activity of gamma-glutamyl transpeptidase in the dopaminergic structures of rat brain.

  Brain research 20050712

• SPE-HPLC determination of new tetrahydroisoquinoline derivatives in rat plasma.

  Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20050705

• Synthesis of a novel class of fatty acids-derived isoquinolines.

  Chemistry and physics of lipids 20050601

• Terpenoid tetrahydroisoquinoline alkaloids emetine, klugine, and isocephaeline inhibit the activation of hypoxia-inducible factor-1 in breast tumor cells.

  Journal of natural products 20050601

• Synthesis and structure-activity relationships of novel selective factor Xa inhibitors with a tetrahydroisoquinoline ring.

  Journal of medicinal chemistry 20050519

• Decrease in cytosolic phospholipase A2alpha mRNA levels by reactive oxygen species via MAP kinase pathways in PC12 cells: effects of dopaminergic neurotoxins.

  Cellular signalling 20050501

• Tetrahydroisoquinoline 1-carboxamides as growth hormone secretagogues.

  Bioorganic & medicinal chemistry letters 20050401

• Synthesis and biological evaluation of N-methyl-laudanosine iodide analogues as potential SK channel blockers.

  Bioorganic & medicinal chemistry 20050215

• QSAR of estrogen receptor modulators: exploring selectivity requirements for ER(alpha) versus ER(beta) binding of tetrahydroisoquinoline derivatives using E-state and physicochemical parameters.

  Bioorganic & medicinal chemistry letters 20050215

• Chiral CE separation of dopamine-derived neurotoxins.

  Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20050201

• Selective estrogen receptor modulators with conformationally restricted side chains. Synthesis and structure-activity relationship of ERalpha-selective tetrahydroisoquinoline ligands.

  Journal of medicinal chemistry 20050127

• Discovery of novel tetrahydroisoquinoline derivatives as potent and selective factor Xa inhibitors.

  Bioorganic & medicinal chemistry letters 20050103

• [Effect of 1,2,3,4-tetrahydroimidazo[4,5-c]pyridine and 1,2,3,4-tetrahydroisoquinoline derivatives on the behavior and the brain receptor system in rats].

  Eksperimental'naia i klinicheskaia farmakologiia 20050101

• Tetrahydroisoquinoline derivatives as melatonin MT2 receptor antagonists.

  Bioorganic & medicinal chemistry letters 20041206

• Alkaloidal constituents of Mucuna pruriens seeds.

  Phytochemistry 20040901

• Biology of Parkinson's disease: pathogenesis and pathophysiology of a multisystem neurodegenerative disorder.

  Dialogues in clinical neuroscience 20040901

• New substituted piperazines as ligands for melanocortin receptors. Correlation to the X-ray structure of 'THIQ'.

  Journal of medicinal chemistry 20040826

• Isolation and X-ray crystal structure of tetrahydroisoquinoline alkaloids from Calycotome villosa Subsp. intermedias.

  Molecules (Basel, Switzerland) 20040731

• Synthesis of some novel 11b-substituted pyrimido[6,1-a]-isoquinoline derivatives.

  Molecules (Basel, Switzerland) 20040731

• Stereoselective synthesis of atropisomeric korupensamines A and B utilizing planar chiral arene chromium complex.

  The Journal of organic chemistry 20040611

• Enantioselective total syntheses of the Ipecacuanha alkaloid emetine, the Alangium alkaloid tubulosine and a novel benzoquinolizidine alkaloid by using a domino process.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20040607

• Pivotal role of an endogenous tetrahydroisoquinoline, salsolinol, in stress- and suckling-induced release of prolactin.

  Annals of the New York Academy of Sciences 20040601

• Effect of 1,2,3,4,-tetrahydroisoquinoline administration under conditions of CYP2D inhibition on dopamine metabolism, level of tyrosine hydroxylase protein and the binding of [3H]GBR 12,935 to dopamine transporter in the rat nigrostriatal, dopaminergic system.

  Brain research 20040529

• Structure of hydrated clusters of tetrahydroisoquinoline [THIQ-(H2O)(n=1,3)] investigated by jet spectroscopy.

  The Journal of chemical physics 20040522

• Potential roles of NF-kappaB and ERK1/2 in cytoprotection against oxidative cell death induced by tetrahydropapaveroline.

  Free radical biology & medicine 20040501

• Carbazates as potent inhibitors of hormone-sensitive lipase.

  Bioorganic & medicinal chemistry letters 20040405

• Development of novel 1,2,3,4-tetrahydroisoquinoline derivatives and closely related compounds as potent and selective dopamine D3 receptor ligands.

  Chembiochem : a European journal of chemical biology 20040402

• Comparison of four modulators of drug metabolism as protectants against the hepatotoxicity of the novel antitumor drug yondelis (ET-743) in the female rat and in hepatocytes in vitro.

  Cancer chemotherapy and pharmacology 20040401

• In vivo bioconversion of tetrahydroisoquinoline by recombinant coclaurine N-methyltransferase.

  Bioscience, biotechnology, and biochemistry 20040401

• Ruthenium-catalyzed anti-Markovnikov hydroamination of vinylarenes.

  Journal of the American Chemical Society 20040310

• New imide 5-HT1A receptor ligands - modification of terminal fragment geometry.

  Molecules (Basel, Switzerland) 20040227

• Disposition of 1,2,3,4,-tetrahydroisoquinoline in the brain of male Wistar and Dark Agouti rats.

  Brain research 20040123

• Tetrahydroisoquinoline based sulfonamide hydroxamates as potent matrix metalloproteinase inhibitors.

  Bioorganic & medicinal chemistry letters 20040105

• Synthesis and anticonvulsant properties of tetrahydroisoquinoline derivatives.

  Farmaco (Societa chimica italiana : 1989) 20040101

• Solid-phase synthesis of 1-substituted tetrahydroisoquinoline derivatives employing BOC-protected tetrahydroisoquinoline carboxylic acids.

  Journal of combinatorial chemistry 20040101

• Solid-phase synthesis of 1,2,3,4-tetrahydroisoquinoline derivatives employing support-bound tyrosine esters in the Pictet-Spengler reaction.

  Journal of combinatorial chemistry 20040101

• A new efficient synthetic methodology for tetrahydroisoquinoline and tetrahydro-beta-carboline derivatives using the Pictet-Spengler reaction.

  Molecular diversity 20040101

• Inhibition of rodent brain monoamine oxidase and tyrosine hydroxylase by endogenous compounds - 1,2,3,4-tetrahydro-isoquinoline alkaloids.

  Polish journal of pharmacology 20040101

• In vitro interaction between ecteinascidin 743 (ET-743) and radiation, in relation to its cell cycle effects.

  British journal of cancer 20031215

• Synthetic studies on ecteinascidin 743: rapid access to the fully functionalized tetrahydroisoquinoline with a bridged 10-membered sulfur containing macrocycle.

  Chemical communications (Cambridge, England) 20031207

• Structural specificity for the inhibitory effect of calmodulin on specific 125I-omega-conotoxin GVIA binding.

  Neurochemical research 20031201

• Possible role of interleukin-6 in PC12 cell death induced by MPP+ and tetrahydroisoquinoline.

  Journal of pharmacological sciences 20031201

• Intermolecular, markovnikov hydroamination of vinylarenes with alkylamines.

  Journal of the American Chemical Society 20031126

• Specific nonpeptide inhibitors of puromycin-sensitive aminopeptidase with a 2,4(1H,3H)-quinazolinedione skeleton.

  Chemical & pharmaceutical bulletin 20031101

• The interaction of tetrahydroisoquinoline derivatives with antinociceptive action of morphine and oxotremorine in mice.

  Journal of neural transmission (Vienna, Austria : 1996) 20031101

• The Pictet-Spengler reaction in solid-phase combinatorial chemistry.

  Current opinion in drug discovery & development 20031101

• Synthesis and pharmacological evaluation of 1-oxo-2-(3-piperidyl)-1,2,3,4- tetrahydroisoquinolines and related analogues as a new class of specific bradycardic agents possessing I(f) channel inhibitory activity.

  Journal of medicinal chemistry 20031023

• Organolathanide-catalyzed regioselective intermolecular hydroamination of alkenes, alkynes, vinylarenes, di- and trivinylarenes, and methylenecyclopropanes. Scope and mechanistic comparison to intramolecular cyclohydroaminations.

  Journal of the American Chemical Society 20031015

• Debenzylation of tertiary amines using phosgene or triphosgene: an efficient and rapid procedure for the preparation of carbamoyl chlorides and unsymmetrical ureas. Application in carbon-11 chemistry.

  The Journal of organic chemistry 20030919

• Presence of reticuline in rat brain: a pathway for morphine biosynthesis.

  Brain research. Molecular brain research 20030910

• Renieramycin J, a highly cytotoxic tetrahydroisoquinoline alkaloid, from a marine sponge Neopetrosia sp.

  Journal of natural products 20030801

• Estrogen receptor modulators: identification and structure-activity relationships of potent ERalpha-selective tetrahydroisoquinoline ligands.

  Journal of medicinal chemistry 20030703

• Discovery of selective phosphonamide-based inhibitors of tumor necrosis factor-alpha converting enzyme (TACE).

  Bioorganic & medicinal chemistry letters 20030616

• New strategy for the synthesis of tetrahydroisoquinoline alkaloids.

  Organic letters 20030612

• New scaffolds in the development of mu opioid-receptor ligands.

  Bioorganic & medicinal chemistry letters 20030505

• Tetrahydroisoquinoline alkaloids and 2-deoxyribonolactones from Aristolochia arcuata.

  Phytochemistry 20030401

• Synthesis and pharmacological evaluation of 2-(3-piperidyl)-1,2,3,4-tetrahydroisoquinoline derivatives as specific bradycardic agents.

  Chemical & pharmaceutical bulletin 20030401

• The potent anticancer compound ecteinascidin-743 (ET-743) as its 2-propanol disolvate.

  Acta crystallographica. Section C, Crystal structure communications 20030401

• Synthesis and pharmacological study of Rho-kinase inhibitors: pharmacomodulations on the lead compound Fasudil.

  Journal of enzyme inhibition and medicinal chemistry 20030401

• A short diastereoselective synthesis of the putative alkaloid jamtine, using a tandem pummerer/mannich cyclization sequence.

  The Journal of organic chemistry 20030207

• Pharmacophore modeling as an efficient tool in the discovery of novel noncompetitive AMPA receptor antagonists.

  Journal of chemical information and computer sciences 20030101

• A possible physiological role for cerebral tetrahydroisoquinolines.

  Neurotoxicity research 20030101

• Tetrahydroisoquinoline and beta-carboline alkaloids from Haloxylon articulatum (Cav.) Bunge (Chenopodiaceae).

  Zeitschrift fur Naturforschung. C, Journal of biosciences 20030101

• Influence of acute and chronic 1,2,3,4-tetrahydroisoquinoline administration on the expression of proenkephalin mRNA in the rat striatum.

  Polish journal of pharmacology 20030101

• A study of the influence of newly synthesized acyclonucleosides and 1,2,3,4-tetrahydroisoquinoline derivatives on deoxythymidine and deoxycytidine kinase activities in human neurofibrosarcoma and ovarian cancer.

  Acta biochimica Polonica 20030101

• Cytotoxicity of dopamine-derived tetrahydroisoquinolines on melanoma cells.

  Biochemical pharmacology 20021115

• Tetrahydroisoquinoline-3-carboxylate based matrix-metalloproteinase inhibitors: design, synthesis and structure-activity relationship.

  Bioorganic & medicinal chemistry 20021101

• [Tetrahydroisoquinoline derivatives as possible Parkinson's disease-inducing substances].

  Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20021101

• Alkaloids, alcohol and Parkinson's disease.

  Parkinsonism & related disorders 20020901

• Two optically active isoquinoline derivatives.

  Acta crystallographica. Section C, Crystal structure communications 20020801

• Comparison of the inhibition of human and Trypanosoma cruzi prolyl endopeptidases.

  Bioorganic & medicinal chemistry 20020601

• Tetrahydroisoquinoline derivatives of enkephalins: synthesis and properties.

  Biochemical pharmacology 20020515

• 3-D-QSAR analysis of N-(3-acyloxy-2-benzylpropyl)-N'-dihydroxytetrahydrobenzazepine and tetrahydroisoquinoline and N-(3-acyloxy-2-benzylpropyl)-N'-(4-hydroxy-3-methoxybenzyl) thioureas analogues as potent vanilloid receptor ligands.

  Bioorganic & medicinal chemistry 20020501

• Further characterization of the stimulus properties of 5,6,7,8-tetrahydro-1,3-dioxolo[4,5-g]isoquinoline.

  Pharmacology, biochemistry, and behavior 20020501

• Chemistry and biology of the tetrahydroisoquinoline antitumor antibiotics.

  Chemical reviews 20020501

• Active conformation of some arylpiperazine postsynaptic 5-HT(1A) receptor antagonists.

  European journal of medicinal chemistry 20020401

• Total synthesis of (+/-)-jamtine using a thionium/N-acyliminium ion cascade.

  Organic letters 20020307

• Relationship between lipophilicity and antitumor activity of molecule library of Mannich ketones determined by high-performance liquid chromatography, clogP calculation and cytotoxicity test.

  Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20020305

• Selective dopaminergic neurotoxicity of isoquinoline derivatives related to Parkinson's disease: studies using heterologous expression systems of the dopamine transporter.

  Biochemical pharmacology 20020301

• Application of a new chiral derivatizing agent to the enantioseparation of secondary amino acids.

  Journal of chromatography. A 20020301

• A convenient synthesis of 1,1-disubstituted 1,2,3,4-tetrahydroisoquinolines via Pictet-Spengler reaction using titanium(IV) isopropoxide and acetic-formic anhydride.

  Chemical & pharmaceutical bulletin 20020201

• Identification of novel Ah receptor agonists using a high-throughput green fluorescent protein-based recombinant cell bioassay.

  Biochemistry 20020122

• The influence of substitution at aromatic part of 1,2,3,4-tetrahydroisoquinoline on in vitro and in vivo 5-HT(1A)/5-HT(2A) receptor activities of its 1-adamantoyloaminoalkyl derivatives.

  Bioorganic & medicinal chemistry 20020101

• Role of noradrenergic system in the mechanism of action of endogenous neurotoxin 1,2,3,4-tetrahydroisoquinoline: biochemical and functional studies.

  Polish journal of pharmacology 20020101

• Synthesis, biological activity and molecular modeling studies of 1,2,3,4-tetrahydroisoquinoline derivatives as conformationally constrained analogues of KN62, a potent antagonist of the P2X7-receptor containing a tyrosine moiety.

  Arzneimittel-Forschung 20020101

• N-methylation underlying Parkinson's disease.

  Neurotoxicology and teratology 20020101

• Endogenous risk factors in Parkinson's disease: dopamine and tetrahydroisoquinolines.

  Polish journal of pharmacology 20020101

• Synthesis and in vivo pharmacology of new derivatives of isothiazolo[5,4-b]pyridine of Mannich base type.

  Farmaco (Societa chimica italiana : 1989) 20011201

• Synthesis of isoquinolines and pyridines by the palladium-catalyzed iminoannulation of internal alkynes.

  The Journal of organic chemistry 20011130

• Total syntheses of conformationally constrained didemnin B analogues. replacements of N,O-dimethyltyrosine with L-1,2,3,4-tetrahydroisoquinoline and L-1,2,3,4-tetrahydro-7-methoxyisoquinoline.

  The Journal of organic chemistry 20011116

• Simple isoquinoline and benzylisoquinoline alkaloids as potential antimicrobial, antimalarial, cytotoxic, and anti-HIV agents.

  Bioorganic & medicinal chemistry 20011101

• Evaluation of neurotoxicity of TIQ and MPTP and of parkinsonism-preventing effect of 1-MeTIQ by in vivo measurement of pre-synaptic dopamine transporters and post-synaptic dopamine D(2) receptors in the mouse striatum.

  Journal of neurochemistry 20011101

• ET-743 (PharmaMar/NCI/Ortho Biotech).

  Current opinion in investigational drugs (London, England : 2000) 20011101

• Advances in the chemistry and pharmacology of ecteinascidins, a promising new class of anti-cancer agents.

  Current medicinal chemistry. Anti-cancer agents 20011101

• Intramolecular electrophilic aromatic substitution reactions of 2-amidoacroleins: a new method for the preparation of tetrahydroisoquinolines, tetrahydro-3-benzazepines, and hexahydro-3-benzazocines.

  Organic letters 20011018

• Parallel synthesis and biological activity of a new class of high affinity and selective delta-opioid ligand.

  Bioorganic & medicinal chemistry 20011001

• Stress-related polyketide metabolism of Dioncophyllaceae and Ancistrocladaceae.

  Journal of experimental botany 20011001

• Stereoselective effect of (R)- and (S)-1-methyl-1,2,3,4-tetrahydroisoquinolines on a mouse model of Parkinson's disease.

  Brain research bulletin 20010901

• Effects of a 3-alkyl-, 4-hydroxy- and/or 8-aromatic-substituent on the phenylethanolamine N-methyltransferase inhibitor potency and alpha2-adrenoceptor affinity of 2,3,4,5-tetrahydro-1H-2-benzazepines.

  Bioorganic & medicinal chemistry 20010801

• An unusual decarboxylative Maillard reaction between L-DOPA and D-glucose under biomimetic conditions: factors governing competition with Pictet-Spengler condensation.

  The Journal of organic chemistry 20010727

• Different action on dopamine catabolic pathways of two endogenous 1,2,3,4-tetrahydroisoquinolines with similar antidopaminergic properties.

  Journal of neurochemistry 20010701

• Phenylethanolamine N-methyltransferase kinetics: bovine versus recombinant human enzyme.

  Bioorganic & medicinal chemistry letters 20010618

• Oxidative DNA damage and cytotoxicity induced by copper-stimulated redox cycling of salsolinol, a neurotoxic tetrahydroisoquinoline alkaloid.

  Free radical biology & medicine 20010615

• Enantioselective synthesis of the AB-ring system of the antitumor antibiotic tetrazomine.

  The Journal of organic chemistry 20010504

• Chromatographic separation and spectrometric identification of the oxidation products from a tetrahydro-isoquinoline alkaloid.

  Journal of pharmaceutical and biomedical analysis 20010501

• Pictet-Spengler condensation of the antiparkinsonian drug L-DOPA with D-glyceraldehyde. Opposite kinetic effects of Fe3+ and Cu2+ ions and possible implications for the origin of therapeutic side effects.

  Bioorganic & medicinal chemistry 20010401

• Salsolinol, a naturally occurring tetrahydroisoquinoline alkaloid, induces DNA damage and chromosomal aberrations in cultured Chinese hamster lung fibroblast cells.

  Mutation research 20010301

• Synthesis and structure-activity relationships of potential anticonvulsants based on 2-piperidinecarboxylic acid and related pharmacophores.

  European journal of medicinal chemistry 20010301

• Screening of beta-2 agonists and confirmation of fenoterol, orciprenaline, reproterol and terbutaline with gas chromatography-mass spectrometry as tetrahydroisoquinoline derivatives.

  Journal of chromatography. B, Biomedical sciences and applications 20010210

• Reduction of rat brain levels of the endogenous dopaminergic proneurotoxins 1,2,3,4-tetrahydroisoquinoline and 1,2,3,4-tetrahydro-beta-carboline by cigarette smoke.

  Neuroscience letters 20010209

• Phase I and pharmacokinetic study of ecteinascidin 743 administered as a 72-hour continuous intravenous infusion in patients with solid malignancies.

  Clinical cancer research : an official journal of the American Association for Cancer Research 20010201

• Ecteinascidin-743 (ET-743), a natural marine compound, with a unique mechanism of action.

  European journal of cancer (Oxford, England : 1990) 20010101

• Benzolactam derivatives and their affinity for alpha 1- and alpha 2-adrenoreceptors.

  Archiv der Pharmazie 20010101

• Opposite effect of simple tetrahydroisoquinolines on amphetamine- and morphine-stimulated locomotor activity in mice.

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

• Effects of single and repeated administration of 1,2,3,4-tetrahydroisoquinoline analogs on the binding of [11C]raclopride to dopamine D2 receptors in the mouse brain.

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

• Effect of acute administration of 1,2,3,4-tetrahydroisoquinoline on the levels of glutathione and reactive oxygen species, and on the enzymatic activity of gamma-glutamyl transpeptidase in dopaminergic structures of rat brain.

  Neuroscience 20010101