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The synthesis and pharmacological activities of the four stereoisomers of methyl tetrahydrofuran-2-ylmethyl 2,6-dimethyl-4-(2′-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate (furnidipine) are reported.The four isomers were synthesized by a modified Hantzsch synthesis by reaction of (-)- or (+)-tetrahydrofuran-2-ylmethyl 3-aminocrotonate and methyl 2-<(2'-nitrophenyl)methylene>acetoacetate or, alternatively, by reaction of (-)- or (+)-tetrahydrofuran-2-ylmethyl 2-<(2'-nitrophenyl)methylene>acetoacetate and methyl 3-aminocrotonate.The 1:1 diasteromeric mixture thus obtained were separated by chromatography, using poly(D-phenylglycine) as the chiral stationary phase.The enantiomeric purity of the stereoisomers was determined by high-performance liquid chromatography-chiral stationary phase technique (HPLC-CSP).Attempts to obtain crystals of a single stereoisomer failed in different solvent, while methanol crystallization of the product obtained from (+/-)-tetrahydrofuran-2-ylmethyl 2-<(2'-nitrophenyl)methylene>acetoacetate and methyl 3-aminocrotonate yielded good-quality crystals of the most insoluble racemate which proved to be a mixture of the (SS)/(RR) enantiomers by X-ray crystaloography.Conformational analysis of the stereoisomers, assuming rotation of the aryl substituent and ester groups, shows small energy differences (about 4 kcal*mol-1) between the most and the least favorable conformations.Binding studies were performed using <3H>isradipine as a reference ligand.The results showed stereospecificity of the furnidipine isomers in brain, ileum, and cardiac tissues, the (SS) and (SR)-isomers clearly being more potent than their (RR)- and (RS)-enantiomers.The (SS)- and (SR)-isomers were also more selective on cerebral tissue when compared with ileal and cardiac preparations.

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

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The invention discloses a method using visible light catalyzed cross-coupling reaction to prepare a coupling product and release hydrogen. The method is as follows: a tertiary amine, a nucleophile, a cobalt complexe 1 or a cobalt complexe 2 and eosin Y are added into a solvent to obtain a mixed solution, and under the protection of an inert gas, visible light is used to irradiate the mixed solution to obtain the cross-coupling product of the tertiary amine and the nucleophile and release the hydrogen. The reaction can be achieved by visible light irradiation in the presence of the inert gas, and is mild in reaction conditions, the whole system is free of externally-applied electron donors or acceptors, and the method is energy-saving and environmentally-friendly.

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

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In this contribution, a chiral N-propargylamide monomer (R and S) was synthesized and used as a comonomer to prepare hydrophilic polyacetylene (HPA) bearing polymerizable vinyl groups in the presence of (nbd)Rh+B-(C6H5)4. The obtained HPA chains could form a single-handed helical structure in water and showed intense optical activity. Taking advantage of the hydrophilic and polymerizable moieties, HPA was further used as a macromer to prepare hydrogels in deionized water via free radical polymerization, using N-isopropylacrylamide (NIPAm) as a co-monomer, N,N-methylenebisacrylamide (BIS) as a crosslinker, and ammonium persulphate (APS) and N,N,N,N-tetramethylethylenediamine (TEMEDA) as redox initiators. The as-prepared hydrogels exhibited optical activity, thermal responsivity and biocompatibility. More interestingly, the hydrogels showed enantio-differentiating release ability towards mandelic acid enantiomers, demonstrating the potential applications of these novel optically active hydrogels in chiral drug delivery fields.

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

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Reaction of Schiff bases with certain functionalized organolithium reagents is useful in the synthesis of 1,2-diarylisoindolines and 2,3-diarylphthalimidines.Schiff bases derived from 2-(2-bromophenyl)ethylamines on halogen-metal exchange with butyllithium undergo a Parham-type cyclization to yield 1-aryl-1,2,3,4-tetrahydroisoquinolines.

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

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Primary hydroxy groups in pyranoses are oxidized in excellent yields to the corresponding carboxylic acids. In furanose 3 the yield of acid is only moderate. Secondary hydroxy groups are inert, aside from lactols. The different reactivity of secondary and primary hydroxy groups allows the chemoselective oxidation of 8 and 10.

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

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Dream team: Heterogeneous inorganic semiconductors and chiral organocatalysts team up for the stereoselective photocatalytic formation of carbon-carbon bonds. However, the connection between the organic and inorganic catalysts should not be too tight: Covalent immobilization inactivates the system. Copyright

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

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Ferritin, a naturally occuring iron-storage protein, plays an important role in nanoengineering and biomedical applications. Upon iron removal, apoferritin was shown to allow the encapsulation of an artificial transfer hydrogenase (ATHase) based on the streptavidin-biotin technology. The third coordination sphere, provided by ferritin, significantly influences the catalytic activity of an ATHase for the reduction of cyclic imines.

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Tetrahydroisoquinoline – Wikipedia,
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New Advances in Chemical Research, May 2021. The appropriate choice of redox mediator can avoid electrode passivation and overpotential, which strongly inhibit the efficient activation of substrates in electrolysis. HPLC of Formula: C15H15N, At least one of the reactants interacts with the solid surface in a physical process called adsorption in such a way. 3340-78-1, name is 2-Phenyl-1,2,3,4-tetrahydroisoquinoline. In an article,Which mentioned a new discovery about 3340-78-1

The encapsulation of luminescent gold(iii) complexes by metal-organic frameworks (MOFs) lays the groundwork for new phosphorescent materials with activities that are not readily achieved by the host MOF materials or gold(iii) complexes alone. In this work, strong phosphorescence with lifetimes of up to ?50 mus in open air at room temperature has been achieved by incorporation of cationic cyclometalated gold(iii) complexes into MOFs with anionic frameworks to form AuIII@MOFs. The AuIII@MOFs display solid state two-photon-induced phosphorescence. Photo-reduction of methyl viologen to the reduced radical was achieved inside AuIII@MOFs and in the presence of Et3N upon excitation at lambda > 370 nm under ambient conditions. These AuIII@MOFs comprise a class of reusable and size-selective heterogeneous photo-catalysts for the aerobic oxidation of secondary amines to imines as well as five other reactions, including oxidative C-H functionalization under aerobic conditions.

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

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2-Furancarboxylic acid (FCA), produced by oxidation of furfural, is rarely used as a platform molecule. Metal-oxide-supported Pt-MoOx catalysts were effective for hydrodeoxygenation of FCA to valeric acid (VA) in water solvent. The highest VA yield is 51% over Pt-MoOx/TiO2 catalyst under 1.5 MPa H2 at 413 K. Other metal combinations (M-MoOx, M = Rh, Pd, Ru, Ir, Au, none; Pt-M’Ox, M’= V, W, Re, none) showed very low VA yield. This catalyst system was applicable to the hydrodeoxygenation of 2,5-furandicarboxylic acid (FDCA), and adipic acid (AA) was obtained with 21% yield at 473 K.

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

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As an extension of the successful dicyanopyrazine photoredox catalysts, a series of X-shaped push-pull molecules with a systematically altered structure were designed and facilely synthesized; their structure-property relationship was elucidated in detail via experimental as well as theoretical calculations. Dicyanopyrazines are proven to be powerful photoredox catalysts with a push-pull arrangement that allows facile property tuning by interchanging a particular part of the D-pi-A system. Changing the mutual position of the cyano acceptors and the methoxy, methylthio and thienyl donors as well as modifying the linker allowed wide tuning of the fundamental properties of the catalysts. Contrary to the currently available organic photoredox catalysts, we provided a series of catalysts based on a pyrazine heterocyclic scaffold with easy synthesis and further modification, diverse photoredox characteristics and wide application potential across modern photoredox transformations. The photoredox catalytic activities of the target catalysts were examined in a benchmark cross-dehydrogenative coupling and novel and challenging annulation reactions.

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