Simple exploration of 6-Methyl-1,2,3,4-tetrahydroisoquinoline

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Compounds of the formula: STR1 wherein n=1 or 2; R 1 is lower alkoxy, lower alkyl, halo, ester, carbamate, or substituted amino; and R 2 is thienyl or furyl; or R 2 is STR2 wherein R 3 and R 4 are independently selected from hydrogen, halo, hydroxy, methoxy, thioalkoxy, substituted amino and lower alkyl; and pharmaceutically acceptable salts thereof.These compounds are useful as inhibitors of alpha-2-adrenergic receptors and for the treatment of glaucoma and/or controlling intraocular pressure.

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

A new application about 57196-62-0

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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. Synthetic Route of 57196-62-0, At least one of the reactants interacts with the solid surface in a physical process called adsorption in such a way. 57196-62-0, name is 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride. In an article,Which mentioned a new discovery about 57196-62-0

The prion diseases caused by PrPSc, an alternatively folded form of the cellular prion protein (PrPC), are rapidly progressive, fatal, and untreatable neurodegenerative disorders. We employed HTS ELISA assays to identify compounds that lower the level of PrPSc in prion-infected mouse neuroblastoma (ScN2a-cl3) cells and identified a series of arylamides. Structure-activity relationship (SAR) studies indicated that small amides with one aromatic or heteroaromatic ring on each side of the amide bond are of modest potency. Of note, benzamide (7), with an EC50 of 2200 nM, was one of only a few arylamide hits with a piperazine group on its aniline moiety. The basic piperazine nitrogen can be protonated at physiologic pH, improving solubility, and therefore, we wanted to exploit this feature in our search for a drug candidate. An SAR campaign resulted in several key analogues, including a set with biaryl groups introduced on the carbonyl side for improved potency. Several of these biaryl analogues have submicromolar potency, with the most potent analogue 17 having an EC50 = 22 nM. More importantly, 17 and several biarylamides (20, 24, 26, and 27) were able to traverse the blood-brain barrier (BBB) and displayed excellent drug levels in the brains of mice following oral dosing. These biarylamides may represent good starting points for further lead optimization for the identification of potential drug candidates for the treatment of prion diseases.

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

The important role of 3340-78-1

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Chemical Research Letters, May 2021. Research speed reading in 2021. Synthetic Route of 3340-78-1, The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 3340-78-1, Name is 2-Phenyl-1,2,3,4-tetrahydroisoquinoline, molecular formula is C15H15N. In a Article,once mentioned of 3340-78-1

An efficient C(sp3)?H bond alkylation of tetrahydroisoquinolines and isochroman with alkylzinc reagents was demonstrated. This transformation could be readily performed under mild conditions in the absence of a heavy metal catalyst, affording a wide range of potentially biologically active compounds. In addition, this approach exhibited excellent compatibility with various sensitive functional groups such as a cyano group, an ester group as well as a boronic acid pinacol ester group. (Figure presented.).

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

Awesome Chemistry Experiments For 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline

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Research speed reading in 2021. Chemistry is the experimental and theoretical study of materials on their properties at both the macroscopic and microscopic levels.In a patent,Which mentioned a new discovery about Related Products of 1745-07-9, molcular formula is C11H15NO2, introducing its new discovery. , Related Products of 1745-07-9

Formamidines derived from o-methoxymethylaniline (MMA) allow proton removal of tertiary protons in 1-substituted-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolines.

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

A new application about 2-Phenyl-1,2,3,4-tetrahydroisoquinoline

A reaction mechanism is the microscopic path by which reactants are transformed into products. Each step is an elementary reaction. In my other articles, you can also check out more blogs about 3340-78-1

Research speed reading in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. An article , which mentions Related Products of 3340-78-1, molecular formula is C15H15N. The compound – 2-Phenyl-1,2,3,4-tetrahydroisoquinoline played an important role in people’s production and life., Related Products of 3340-78-1

Selective oxidation of amines using oxygen as terminal oxidant is an important area in green chemistry. In this work, we describe the use of graphite-supported gold nanoparticles (AuNPs/C) to catalyze aerobic oxidation of cyclic and acyclic benzylic amines to the corresponding imines with moderate-to-excellent substrate conversions (43-100%) and product yields (66-99%) (19 examples). Oxidation of N-substituted 1,2,3,4- tetrahydroisoquinolines in the presence of aqueous NaHCO3 solution gave the corresponding amides in good yields (83-93%) with high selectivity (up to amide/enamide=93:4) (6 examples). The same protocol can be applied to the synthesis of benzimidazoles from the reaction of o-phenylenediamines with benzaldehydes under aerobic conditions (8 examples). By simple centrifugation, AuNPs/C can be recovered and reused for ten consecutive runs for the oxidation of dibenzylamine to N-benzylidene(phenyl) methanamine without significant loss of catalytic activity and selectivity. This protocol “AuNPs/C+O 2” can be scaled to the gram scale, and 8.9 g (84% isolated yield) of 3,4-dihydroisoquinoline can be obtained from the oxidation of 10 g 1,2,3,4-tetrahydroisoquinoline in a onepot reaction. Based on the results of kinetic studies, radical traps experiment, and Hammett plot, a mechanism involving the hydrogen-transfer reaction from amine to metal and oxidation of M-H is proposed.

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

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

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New Advances in Chemical Research in 2021. In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 166591-85-1, name is 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid, introducing its new discovery. Reference of 166591-85-1

An irreversible hydrolysis reaction of allyl esters (1) into carboxylic acids (2) and propanal (3) was achieved with a ruthenium/palladium (Ru/Pd) dual catalyst system. The optimized catalysts consists of a 1:1:1 mixture of (cyclopentadienyl)tris(acetonitrile)ruthenium hexafluorophosphate {[RuCp(MeCN)3] PF6}, bis(acetonitrile)palladium dichloride [PdCl2(MeCN)2] and 1,6-bis(diphenylphosphanyl)hexane (DPPHex). The reaction proceeds via isomerization of allyl esters to 1-propenyl esters and hydrolysis of them to give 2 and 3. The first isomerization step was virtually catalyzed by the Ru components and the second hydrolysis step was mainly catalyzed by the Pd components. The optimized bidentate phosphine (DPPHex) which has long alkylene chain effectively generates two vacant sites on the Ru centers by bridging coordination. When a chelating bidentate phosphine such as DPPE was employed, only one vacant site remained on the Ru center and resulted in a low activity. This chelating Ru complex of DPPE formed even in the presence of 2 equivalents of Ru or additional 1 equivalent of Pd. These differences in coordination behaviour between DPPHex and 1,2- bis(diphenylphosphanyl)ethane (DPPE) cause the differences of the catalytic activity in the first step. The phosphine coordination to Pd center slightly decreases the activity of second hydrolysis step but which was compensated by the increasing of the stability of Pd. On the whole, the optimized Ru/Pd dual catalyst system exhibited good performances on the irreversible hydrolysis of allyl esters.

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

The important role of 166591-85-1

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Chemical Research Letters, May 2021. Research speed reading in 2021. Product Details of 166591-85-1, The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 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

The synthesis of alkyl boronic esters by direct decarboxylative radical addition of carboxylic acids to vinyl boronic esters is described. The reaction proceeds under mild photoredox catalysis and involves an unprecedented single-electron reduction of an alpha-boryl radical intermediate to the corresponding anion. The reaction is amenable to a diverse range of substrates, including alpha-amino, alpha-oxy, and alkyl carboxylic acids, thus providing a novel method to rapidly access boron-containing molecules of potential biological importance.

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

Simple exploration of 118864-75-8

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Research speed reading in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. An article , which mentions Synthetic Route of 118864-75-8, molecular formula is C15H15N. The compound – (S)-1-Phenyl-1,2,3,4-tetrahydroisoquinoline played an important role in people’s production and life., Synthetic Route of 118864-75-8

The invention discloses a preparation method, of a solifenacin intermediate. The chiral diphosphine ligand metal complex is prepared from 1 – phenyl -3, 4 -dihydroisoquinoline as a raw material, an organic acid or inorganic acid as an additive, asymmetric hydrogenation reaction is carried out to prepare a solifenacin intermediate, and the chiral diphosphine ligand metal complex is a catalyst solution generated by in-situ complexation of a chiral diphosphine ligand and a metal precursor. The preparation method is simple, efficient, practical, high in efficiency, and suitable for industrial production. (by machine translation)

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

The Absolute Best Science Experiment for 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid

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New Advances in Chemical Research in 2021. In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 170097-67-3, name is 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid, introducing its new discovery. Application of 170097-67-3

The present invention relates to compounds of formula I: and pharmaceutically acceptable salts thereof, wherein R1, R2, R3, R5, R6, R7, R8, R9, B, V, W, X, Y, Z and m are as defined herein. The invention also relates to pharmaceutical compositions comprising these compounds, methods of using these compounds in the treatment of various diseases and disorders, processes for preparing these compounds and intermediates useful in these processes.

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

Top Picks: new discover of 1745-07-9

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Research speed reading in 2021. An article , which mentions category: tetrahydroisoquinoline, molecular formula is C11H15NO2. The compound – 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline played an important role in people’s production and life., category: tetrahydroisoquinoline

Despite their uncertain identification, sigma2 receptors are promising targets for the development of diagnostics and therapeutics for tumor diseases. Among the sigma2 ligands developed, the class of the flexible benzamides furnished an optimal pharmacophore for sigma2 receptor high affinity ligands. A recent investigation suggested that flexible benzamides bind sigma2 receptors in a bicyclic-like conformation due to an intramolecular H-bond, with 3,4-dihydroisoquinolinone derivatives reaching excellent sigma2 affinity and selectivity. Herein, the bicyclic-preferred conformation for sigma2 binding was confirmed through the development of 3,4-dihydroquinolin-(1H)2-one isomeric derivatives, 1,2,3,4-tetrahydroquinolines and the corresponding flexible anilides and anilines, all linked to the 6,7-dimethoxytetrahydroisoquinoline as a basic moiety. 3,4-Dihydroisoquinolin-(1H)2-one (10a) and 1,2,3,4-tetrahydroisoquinoline (11b) emerged for high sigma2 affinity combined to an excellent sigma2versus sigma1 selectivity. In particular, compound 11b with its low nanomolar sigma2 affinity and impressive 2807-fold sigma2versus sigma1 selectivity largely exceeded the biological profile of the best 3,4-dihydroisoquinolin-(2H)1-one reference compounds (1). Because of the absence of a cytotoxic effect, the modest interaction with the P-gp, an appropriate lipophilicity and the presence of easily radiolabeling functions, 11b deserves further investigation for the imaging of sigma2 receptors via PET in tumors.

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