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There is provided a compound of Formula (I), or a pharmaceutically acceptable salt thereof. There are also provided processes for the manufacture of a compound of Formula (1), and the use of a compound of Formula (1) as a medicament and in the treatment of cancer

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Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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An auxiliary-enabled Pd-catalyzed highly regio- and stereoselective sp3 C-H activation and the direct arylation of the C3-position of oxygen heterocycles, such as tetrahydrofuran and 1,4-benzodioxane systems, are reported. An efficient stereoselective construction of cis 2,3-disubstituted tetrahydrofuran derivatives (analogues of norlignans) and cis 2,3-disubstituted 1,4-benzodioxane derivatives (analogues of neolignans) is described. The direct C(sp3)-H arylation of the C3-position of (R)- or (S)- tetrahydrofuran-2-carboxamides furnished the corresponding (2R,3R) and (2S,3S) C3-arylated THF scaffolds as major compounds with very high regio- and diastereoselectivities. The stereochemistry of the products obtained in this work were unambiguously assigned on the basis of the X-ray structure analyses of representative compounds 3b, 3e, 4p, and 7.

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Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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An iridium photoredox catalyst in combination with either a stoichiometric amount of Br°nsted acid or a catalytic amount of Lewis acid is capable of catalyzing regioselective alkylation of N-heteroarenes with N-(acyloxy)phthalimides at room temperature under irradiation. A broad range of N-heteroarenes can be alkylated using a variety of secondary, tertiary, and quaternary carboxylates. Mechanistic studies suggest that an IrII/IrIIIredox catalytic cycle is responsible for the observed reactivity.

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Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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Hydrogenolysis of the alpha-C-O bond in abundantly available biomass-based furfural and its derivatives provides a viable route for sustainable synthesis of valuable C5 compounds, particularly with two terminal oxygen-containing functional groups. However, efficient cleavage of this bond under mild conditions still remains a crucial challenge, primarily because of the competing cleavage of the alpha-C-O bond and hydrogenation of furan ring. Here, we report that supported Pt catalysts were extremely active for the selective alpha-C-O cleavage in 2-furancarboxylic acid (FCA) hydrogenolysis to synthesize 5-hydroxyvaleric acid (5-HVA), affording a high yield (?78%) on Pt/SiO2 with a Pt particle size of 4.2 nm at an unprecedentedly low temperature of 313 K. In this reaction, the turnover rate and 5-HVA selectivity sensitively depend on the size of the Pt nanoparticles and the underlying support, as a consequence of their effects on the exposed Pt surfaces. Combined reaction kinetic, infrared spectroscopic, and theoretical assessments reveal that while the exposed high-index Pt surfaces (containing higher fraction of step sites) facilitate the kinetically relevant addition of the first H atom to the unsaturated C atom in furan ring and thus the hydrogenolysis activity, the low-index surfaces (containing higher fraction of terrace sites), together with the electron-withdrawing effect of the carboxylic substituent in FCA, favorably stabilize the dangling C2 atom in the transition states of alpha-C-O cleavage and lower their activation barriers, leading to the observed high 5-HVA selectivity. Such pivotal roles of the intrinsic properties of metal surfaces and substituents in tuning the reaction pathways will provide a viable strategy for highly selective upgrading of furan derivatives and other biomass-based oxygenates.

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Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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Previous studies have shown that compound 1 displayed high affinity towards histamine H3 receptor (H3R), (human (h-H3R), Ki = 8.6 nM, rhesus monkey (rh-H3R), Ki = 1.2 nM, and rat (r-H3R), Ki = 16.5 nM), but exhibited high affinity for hERG channel. Herein, we report the discovery of a novel, potent, and highly selective H3R antagonist/inverse agonist 5a(SS) (SAR110068) with acceptable hERG channel selectivity and desirable pharmacological and pharmacokinetic properties through lead optimization sequence. The significant awakening effects of 5a(SS) on sleep-wake cycles studied by using EEG recording in rats during their light phase support its potential therapeutic utility in human sleep-wake disorders.

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1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

03/9/2021 News The Shocking Revelation of 166591-85-1

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Despite the fact that methanol is toxic to human health and causes serious damage to automobile engines and fuel system components, methanol-containing gasoline is becoming popular in some areas. Methanol demonstrates similar chemical properties to ethanol (which is already established as an additive to gasoline), so that it is difficult to identify methanol-containing gasoline without performing proper chemical analysis. In this study, we report a low-cost, portable, and easy-to-operate sensor that selectively changes color in response to methanol contained in gasoline. The colorimetric sensor will be useful for automobile users to avoid methanol-containing gasoline upon refueling.

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Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

2-Sep-2021 News The important role of 166591-85-1

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Optically active 2-hydroxy-carboxylates are important compounds for their use as intermediates in the synthesis of pharmaceuticals and stereoblock polymers. Enterobacter sp. DS-S-75 and the recombinant Escherichia coli harbouring the 4-chloro-3-hydroxybutyrate (CHB) hydrolase gene from the strain DS-S-75 showed asymmetric hydrolytic activity towards 2-hydroxy-carboxylates, as well as towards CHB. It was discussed that the hydroxyl group in the substrate was particularly important for the asymmetric hydrolytic activity of the CHB hydrolase, and as such, it was re-designated to EnHCH (hydroxy-carboxylic ester hydrolase derived from Enterobacter sp.). Using the recombinant cell, both the reaction rate and the concentration of the substrates were significantly improved upon when compared to that of DS-S-75. Optically active 2-hydroxy-carboxylates could be synthesized on a practical basis for industrial production in this report.

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Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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Chemical Research Letters, May 2021. Safety of 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.166591-85-1, Name is 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid, molecular formula is C15H19NO4. In a Article,once mentioned of 166591-85-1

As part of our effort toward developing an effective therapeutic agent for c-Met-dependent tumors, a pyrazolone-based class II c-Met inhibitor, N-(4-((6,7-dimethoxyquinolin-4-yl)oxy)-3-fluorophenyl)-1,5-dimethyl-3-oxo-2- phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide (1), was identified. Knowledge of the binding mode of this molecule in both c-Met and VEGFR-2 proteins led to a novel strategy for designing more selective analogues of 1. Along with detailed SAR information, we demonstrate that the low kinase selectivity associated with class II c-Met inhibitors can be improved significantly. This work resulted in the discovery of potent c-Met inhibitors with improved selectivity profiles over VEGFR-2 and IGF-1R that could serve as useful tools to probe the relationship between kinase selectivity and in vivo efficacy in tumor xenograft models. Compound 59e (AMG 458) was ultimately advanced into preclinical safety studies.

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Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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Various carboxylic benzyl esters were obtained in high yields by way of oxidation-reduction condensation in which benzyloxydiphenylphosphine (BDPP), having been prepared easily from chlorodiphenylphosphine and benzyl alcohol, was treated with various carboxylic acids in the presence of 2,6-dimethyl-1,4-benzoquinone(DMBQ) under mild conditions.

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Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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Stable aqueous polishing compositions that can selectively polish silicon nitride (SiN) films and nearly stop (or polish at very low rates) on silicon oxide films are provided herein. The compositions comprise an anionic abrasive, a nitride removal rate enhancer containing a carboxyl or carboxylate group, water, and optionally, an anionic polymer. The synergistic combination of anionic (negatively charged) abrasives and the nitride removal rate enhancer provide beneficial charge interactions with the dielectric films during CMP, a high SiN rate and selectivity enhancement (over oxide), and stable colloidal dispersed slurries.

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Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem