Specific optical rotation	17 º (neat)
Boiling point	170-172 ºC
Flash point	55 ºC
Density	0.865
Refractive index	1.472

Symbol(GHS)	Xi;N
Hazard Codes	R10;R50/53
SDS/MSDS	S36/37;S60;S61

Source	SDS/MSDS Samples
Sigma-Aldrich	View & Download
Acros-Organics	View & Download

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Articles

Peer-Reviewed Papers

Optically active diaryl tetrahydroisoquinoline derivatives.Tricia Naicker et al.Acta crystallographica. Section C, Crystal structure communications, 67(Pt 3), o100-o103 (2011-03-04) The importance of the 6- and 7-positions of tetrahydroisoquinolines as selective antagonists for the orexin 1 receptor.David A Perrey et al.Bioorganic & medicinal chemistry, 23(17), 5709-5724 (2015-07-29) Regulation of the Melanocortin-Sensitive Adenylate Cyclase System by N-Acylated Peptide 71-82 of Type 4 Melanocortin Receptor.A O Shpakov et al.Bulletin of experimental biology and medicine, 160(1), 40-44 (2015-11-26) 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.Hirofumi Inoue et al.Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 867(1), 32-36 (2008-04-02) 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.Gary L Grunewald et al.Journal of medicinal chemistry, 49(18), 5424-5433 (2006-09-01) The allosteric dopamine D1 receptor potentiator, DETQ, ameliorates subchronic phencyclidine-induced object recognition memory deficits and enhances cortical acetylcholine efflux in male humanized D1 receptor knock-in mice.Herbert Y Meltzer et al.Behavioural brain research, 361, 139-150 (2018-12-07) Derivatives of tetrahydroisoquinoline: synthesis and initial evaluation of novel non-peptide antagonists of the alpha(IIb)beta(3)-integrin.Andrei A Krysko et al.Bioorganic & medicinal chemistry letters, 20(15), 4444-4446 (2010-07-06) Discovery of a potent and long-acting bronchorelaxing capsazepinoid, RESPIR 4-95.Staffan Skogvall et al.Pulmonary pharmacology & therapeutics, 21(1), 125-133 (2007-03-22) 1,2,3,4-Tetrahydroisoquinoline protects terminals of dopaminergic neurons in the striatum against the malonate-induced neurotoxicity.Elzbieta Lorenc-Koci et al.Brain research, 1051(1-2), 145-154 (2005-07-12) Affinity of 1-aryl-1,2,3,4-tetrahydroisoquinoline derivatives to the ion channel binding site of the NMDA receptor complex.Matthias Ludwig et al.European journal of medicinal chemistry, 41(8), 1003-1010 (2006-05-06) The renin angiotensin system (RAS) mediates bifunctional growth regulation in melanoma and is a novel target for therapeutic intervention.Alexander Renziehausen et al.Oncogene, 38(13), 2320-2336 (2018-11-28) 1,2,3,4-Tetrahydroisoquinolinyl sulfamic acids as phosphatase PTP1B inhibitors.Sean R Klopfenstein et al.Bioorganic & medicinal chemistry letters, 16(6), 1574-1578 (2006-01-03) A synthetic route to highly substituted 1,2,3,4-tetrahydroisoquinolines via Yb(OTf)3 -catalyzed diastereoselective ring opening of bridged oxazolidines: asymmetric synthesis of 2-azapodophyllotoxin.Ajay Kumar Srivastava et al.Chemistry (Weinheim an der Bergstrasse, Germany), 17(17), 4905-4913 (2011-03-16) Acetylcholinesterase and butyrylcholinesterase inhibitory compounds from Eschscholzia californica (Papaveraceae).Lucie Cahlíková et al.Natural product communications, 5(7), 1035-1038 (2010-08-26) Trabectedin monotherapy after standard chemotherapy versus best supportive care in patients with advanced, translocation-related sarcoma: a randomised, open-label, phase 2 study.Akira Kawai et al.The Lancet. Oncology, 16(4), 406-416 (2015-03-22) A class of novel N-(3S-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-L-amino acid derivatives: their synthesis, anti-thrombotic activity evaluation, and 3D QSAR analysis.Shenling Cheng et al.European journal of medicinal chemistry, 44(12), 4904-4919 (2009-09-05) Preventative effects of 1,3-dimethyl- and 1,3-dimethyl-N-propargyl-1,2,3,4-tetrahydroisoquinoline on MPTP-induced Parkinson's disease-like symptoms in mice.Nobuyuki Katagiri et al.Brain research, 1321, 133-142 (2010-02-02) Synthesis and pharmacological evaluation of 1-isopropyl-1,2,3,4-tetrahydroisoquinoline derivatives as novel antihypertensive agents.Susumu Watanuki et al.Chemical & pharmaceutical bulletin, 59(8), 1029-1037 (2011-08-02) Tumor-specific cytotoxic activity of 1,2,3,4-tetrahydroisoquinoline derivatives against human oral squamous cell carcinoma cell lines.Hajime Hatano et al.Anticancer research, 29(8), 3079-3086 (2009-08-08) Estimation of relationship between the structure of 1,2,3,4-tetrahydroisoquinoline derivatives determined by a semiempirical molecular-orbital method and their cytotoxicity.Mariko Ishihara et al.Anticancer research, 29(6), 2265-2271 (2009-06-17) Treatment with 1,2,3,4,-tetrahydroisoquinoline affects glutamate release in the striatum but not the binding of [3H]MK-801 to NMDA receptors in the dopaminergic structures of the rat brain.Elzbieta Lorenc-Koci et al.Pharmacological reports : PR, 61(5), 798-806 (2009-11-12) RX-207, a Small Molecule Inhibitor of Protein Interaction with Glycosaminoglycans (SMIGs), Reduces Experimentally Induced Inflammation and Increases Survival Rate in Cecal Ligation and Puncture (CLP)-Induced Sepsis.Stefan Juhas et al.Inflammation, 41(1), 307-314 (2017-11-08) Alkaloids as Anticancer Agents: A Review of Chinese Patents in Recent 5 Years.Hongyu Tao et al.Recent patents on anti-cancer drug discovery, 15(1), 2-13 (2020-02-01) RHO Family GTPases in the Biology of Lymphoma.Claudia Voena et al.Cells, 8(7) (2019-06-30) Synthesis of carbamide derivatives bearing tetrahydroisoquinoline moieties and biological evaluation as analgesia drugs in mice.Qianqian Qiu et al.Archiv der Pharmazie, 348(5), 347-352 (2015-04-01) 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.Gary L Grunewald et al.Bioorganic & medicinal chemistry, 16(1), 542-559 (2007-11-21) Pharmacological modulation of leukotriene D(4) attenuates the development of opioid dependence in a mouse model of naloxone-induced opioid withdrawal syndrome.Ashish K Rehni et al.European journal of pharmacology, 598(1-3), 51-56 (2008-10-09) Graphite-supported gold nanoparticles as efficient catalyst for aerobic oxidation of benzylic amines to imines and N-substituted 1,2,3,4-tetrahydroisoquinolines to amides: synthetic applications and mechanistic study.Man-Ho So et al.Chemistry, an Asian journal, 4(10), 1551-1561 (2009-09-25) The mechanism of 1,2,3,4-tetrahydroisoquinolines neuroprotection: the importance of free radicals scavenging properties and inhibition of glutamate-induced excitotoxicity.Lucyna Antkiewicz-Michaluk et al.Journal of neurochemistry, 97(3), 846-856 (2006-03-07) Structural exploration of tetrahydroisoquinoline derivatives as HDAC8 inhibitors through multi-QSAR modeling study.Suvankar Banerjee et al.Journal of biomolecular structure & dynamics, 38(5), 1551-1564 (2019-05-11) Facile synthesis and in vitro properties of 1-alkyl- and 1-alkyl-N-propargyl-1,2,3,4-tetrahydroisoquinoline derivatives on PC12 cells.Michikazu Kitabatake et al.European journal of medicinal chemistry, 44(10), 4034-4043 (2009-06-02) The Discovery of Novel Antimalarial Aminoxadiazoles as a Promising Nonendoperoxide Scaffold.Elena Sandoval et al.Journal of medicinal chemistry, 60(16), 6880-6896 (2017-08-15) A suitable preparation of N-sulfonyl-1,2,3,4-tetrahydroisoquinolines and their ring homologs with a reusable Preyssler heteropolyacid as catalyst.Gustavo P Romanelli et al.Molecular diversity, 14(4), 803-807 (2009-07-03) Acceleration of anaerobic cysteine transformations to sulfane sulfur consequent to γ-glutamyl transpeptidase inhibition.Inga Kwiecień et al.TheScientificWorldJournal, 2012, 253724-253724 (2012-05-26) Exploring the active site of phenylethanolamine N-methyltransferase with 1,2,3,4-tetrahydrobenz[h]isoquinoline inhibitors.Gary L Grunewald et al.Bioorganic & medicinal chemistry, 15(3), 1298-1310 (2006-11-28) The synthesis of N-phenoxyethyl-1-substituted-1,2,3,4-tetrahydroisoquinolines and their alpha1-adrenoceptor blocking activity.Chen-Yuan Kuo et al.European journal of medicinal chemistry, 44(3), 1271-1277 (2008-10-15) Atropisomeric small molecule Bcl-2 ligands: determination of bioactive conformation.John Porter et al.Bioorganic & medicinal chemistry letters, 19(6), 1767-1772 (2009-02-17) Design, synthesis, and in vitro evaluation of potential West Nile virus protease inhibitors based on the 1-oxo-1,2,3,4-tetrahydroisoquinoline and 1-oxo-1,2-dihydroisoquinoline scaffolds.Dengfeng Dou et al.Journal of combinatorial chemistry, 12(6), 836-843 (2010-10-05) Synthesis and structure-active relationship of 1-aryl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline anticonvulsants.Rosaria Gitto et al.Chemical & pharmaceutical bulletin, 58(12), 1602-1605 (2010-12-09) Clogging the Ubiquitin-Proteasome Machinery with Marine Natural Products: Last Decade Update.Gerardo Della Sala et al.Marine drugs, 16(12) (2018-11-30) The effect of modulation of gamma-glutamyl transpeptidase and nitric oxide synthase activity on GSH homeostasis in HepG2 cells.Inga Kwiecień et al.Fundamental & clinical pharmacology, 21(1), 95-103 (2007-01-18)

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