Brief introduction of 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline

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Coumarin derivatives as potential antitumor agents: Growth inhibition, apoptosis induction and multidrug resistance reverting activity

A small library of coumarins, carrying butynyl-amino chains, was synthesized continuing our studies in the field of MDR reverting ageEnts and in order to obtain multipotent agents to combat malignancies. In particular, the reported anticancer and chemopreventive natural product 7-isopentenyloxycoumarin was linked to different terminal amines, selected on the basis of our previously reported results. The anticancer behaviour and the MDR reverting ability of the new compounds were evaluated on human colon cancer cells, particularly prone to develop the MDR phenotype. Some of the new derivatives showed promising effects, directly acting as cytotoxic compounds and/or counteracting MDR phenomenon. Compound 1e emerged as the most interesting of this series, showing a multipotent biological profile and suggesting that conjugation of an appropriate coumarin core with a properly selected butynyl-amino chain allows to obtain novel hybrid molecules endowed with improved in?vitro antitumor activity.

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Properties and Exciting Facts About 2-Phenyl-1,2,3,4-tetrahydroisoquinoline

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Nitrogen-containing remote functionalised organolithium compounds by reductive opening of five- and six-membered heterocycles

The reaction of different five- or six-membered nitrogen- containing heterocycles such as N-isopropyl-2-phenylpyrrolidine (1), N-phenyl-3-pyrroline (6), N-phenylisoindoline (10), N- phenyltetrahydroisoquinoline (13) and N- methyltetrahydroisoquinoline (19) with an excess of lithium powder ad a catalytic amount of DTBB (4.5 mol %), followed by treatment with electrophiles [H2O, D2O, MeI, CH2=CHCH2Br, Pr(i)CHO,Bu(t)CHO, PhCHO, Me2CO, Pr(n)COMe, PhCOMe, (CH2)4CO, (CH2)5CO, CO2] and final hydrolysis gives a wide series of functionalised amines 3, 8, 9, 12 and 19, the key step in the process, being the reductive opening of the starting material giving a dianionic remote functionalised organolithium compound.

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Tetrahydroisoquinoline – Wikipedia,
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C-H allylation of N-aryl-tetrahydroisoquinolines by merging photoredox catalysis with iodide catalysis

A dual catalytic system, combing visible light photoredox catalysis and iodide catalysis, has been developed for the functionalization of inert C-H bonds. By doing so, radical allylation reactions of N-aryl-tetrahydroisoquinolines (THIQs) were realized under extremely mild conditions, affording a wide variety of allyl-substituted THIQs in up to 78% yields.

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The important role of 3340-78-1

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CDC reactions of N-aryl tetrahydroisoquinolines using catalytic amounts of DDQ: C-H activation under aerobic conditions

An oxidative cross-dehydrogenative coupling (CDC) reaction for the formation of C-C and C-P bonds is disclosed using a catalytic amount of DDQ (10 mol %) under aerobic conditions (see scheme). This unprecedented environmentally benign strategy of using AIBN (10 mol %) and molecular oxygen to regenerate DDQ exhibits a larger substrate scope. For the first time, an efficient utility of 4-hydroxycoumarins as pronucleophiles for CDC is presented. Copyright

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Brief introduction of 3340-78-1

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Aerobic alpha-Oxidation of N-Substituted Tetrahydroisoquinolines to Dihydroisoquinolones via Organo-photocatalysis

An efficient visible-light-induced alpha-oxidation of N-substituted tetrahydroisoquinolines to dihydroisoquinolones has been developed using eosin Y as an organo-photocatalyst and oxygen as a green oxidant. The reactions were carried out under mild reaction conditions; the desired dihydroisoquinolones were obtained in up to 96% yield at room temperature under oxygen atmosphere. This transformation provides a convenient route to dihydroisoquinolones with a wide range of substrates. (Figure presented.).

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Discovery of 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid

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Reference of 166591-85-1, Because a catalyst decreases the height of the energy barrier, its presence increases the reaction rates of both the forward and the reverse reactions by the same amount.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

PREPARATION OF ALFUZOSIN

A process for preparing alfuzosin or a salt thereof, which minimizes the concentration of an N1-(4-amino-6,7-dimethoxyquinazolin-2-yl)-N1-methyl-N 2-(4-amino-6,7-dimethoxyquinazolin-2-yl)-propane-1,3-diamine impurity in the product.

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Tetrahydroisoquinoline – Wikipedia,
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Archives for Chemistry Experiments of 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline

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Purification and characterization of coclaurine N-methyltransferase from cultured Coptis japonica cells

S-Adenosyl-L-methionine (SAM): coclaurine N-methyltransferase (CNMT), which catalyzes the transfer of a methyl group from S-adenosyl-L-methionine to the amino group of the tetrahydrobenzylisoquinoline alkaloid coclaurine, was purified 340-fold from Coptis japonica cells in 1% yield to give an almost homogeneous protein. The purified enzyme, which occurred as a homotetramer with a native Mr of 160 kDa (gel-filtration chromatography) and a subunit Mr of 45 kDa (SDS-polyacrylamide gel electrophoresis), had an optimum pH of 7.0 and a pI of 4.2. Whereas (R)-coclaurine was the best substrate for enzyme activity, Coptis CNMT had broad substrate specificity and no stereospecificity; CNMT methylated norlaudanosoline, 6,7-dimethoxyl-1,2,3,4-tetrahydroisoquinoline and 1-methyl-6,7-dihydroxy-1,2,3,4,-tetrahydroisoquinoline. The enzyme did not require any metal ion. p-Chloromercuribenzoate and iodoacetamide did not inhibit CNMT activity, but the addition of Co2+, Cu2+ or Mn2+ at 5 mM severely inhibited such activity by 75, 47 and 57%, respectively. The substrate-saturation kinetics of CNMT for norreticuline and SAM were of the typical Michaelis-Menten-type with respective Km values of 0.38 and 0.65 mM.

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Tetrahydroisoquinoline – Wikipedia,
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Brief introduction of 1745-07-9

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Iridium-catalyzed allylic amination route to alpha-aminoboronates: Illustration of the decisive role of boron substituents

The development of a new route to alpha-aminoboronates using an iridium-catalyzed allylic amination on boronated substrates is described. Unlike the boronate group, the trifluoroborato substituent was found to govern the regioselectivity exclusively in favor of branched products. The transformation of an allylic substitution product into an alpha-aminoboronic ester in an efficient way validated the implementation of this approach. Copyright

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Tetrahydroisoquinoline – Wikipedia,
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Extended knowledge of 1745-07-9

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Synthesis of 3,4-dihydroisoquinolines, 2-alkyl(acyl)-1(2H)-3,4-dihydroisoquinolinones, 2-alkyl-1(2H)-isoquinolinones and 1-alkyl-2(2H)-quinolinones by oxidation with potassium permanganate

Synthesis of 3,4-dihydroisoquinolines 2, 2-alkyl- 6 and 2-acyl-3,4-dihydro-1(2H)-isoquinolinones 9, 2-alkyl-1(2H)-isoquinolinones 14, N-alkyl-3,4-dihydro-2(2H)-quinolinones 16 and N-alkyl-2(2H)-quinolinones 19 by oxidation of 1,2,3,4-tetrahydroisoquinolines 1, N-alkyl (acyl)iminium salts of 3,4-dihydroisoquinolines 5,8 and isoquinoline 13 as well as of N-alkyl ammonium salts of tetrahydroquinoline 15 and quinoline 18 with potassium permanganate is described.

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Awesome Chemistry Experiments For 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride

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Identification of Selective Dual ROCK1 and ROCK2 Inhibitors Using Structure-Based Drug Design

A HTS campaign identified compound 1, an excellent hit-like molecule to initiate medicinal chemistry efforts to optimize a dual ROCK1 and ROCK2 inhibitor. Substitution (2-Cl, 2-NH2, 2-F, 3-F) of the pyridine hinge binding motif or replacement with pyrimidine afforded compounds with a clean CYP inhibition profile. Cocrystal structures of an early lead compound were obtained in PKA, ROCK1, and ROCK2. This provided critical structural information for medicinal chemistry to drive compound design. The structural data indicated the preferred configuration at the central benzylic carbon would be (R), and application of this information to compound design resulted in compound 16. This compound was shown to be a potent and selective dual ROCK inhibitor in both enzyme and cell assays and efficacious in the retinal nerve fiber layer model after oral dosing. This tool compound has been made available through the AbbVie Compound Toolbox. Finally, the cocrystal structures also identified that aspartic acid residues 176 and 218 in ROCK2, which are glutamic acids in PKA, could be targeted as residues to drive both potency and kinome selectivity. Introduction of a piperidin-3-ylmethanamine group to the compound series resulted in compound 58, a potent and selective dual ROCK inhibitor with excellent predicted drug-like properties.

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