Category: tetrahydroisoquinoline

Application of 1452-77-3. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: Picolinamide, is researched, Molecular C6H6N2O, CAS is 1452-77-3, about Activation of nitriles by silver(I) N-heterocyclic carbenes: An efficient on-water synthesis of primary amides. Author is Thirukovela, Narasimha Swamy; Balaboina, Ramesh; Kankala, Shravankumar; Vadde, Ravindhar; Vasam, Chandra Sekhar.

A first example of silver(I) N-heterocyclic carbene (Ag(I)-NHC) catalyzed on-water synthesis of primary amides by hydration of nitriles under mild reaction conditions was described. This organometallic catalytic system has excellent tolerance for various homo-aromatic, hetero-aromatic and aliphatic nitriles to afford primary amides in good yields in neat water.

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

Computed Properties of C6H6N2O. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: Picolinamide, is researched, Molecular C6H6N2O, CAS is 1452-77-3, about Effect of nicotinamide on the flagellar detachment and regeneration of Euglena. Author is Okuwa-Hayashi, Hirotaka; Inui, Hiroshi; Inagaki, Junko; Nakazawa, Masami; Ebara, Shuhei; Enomoto, Toshiki; Sakamoto, Tatsuji; Nakano, Yoshihisa.

Euglena is capable of growth under various variety of nutritional and environmental conditions. Euglena is possible to grow under diverse culture conditions with and without light illumination, namely under both heterotrophic and photoautotrophic conditions. Euglena can synthesize most of vitamins and biofactors except for the exception, such as vitamin B1 and B12. In the present study, the effects of nicotinamide and its analogs on the flagellar detachment of Euglena were investigated using nicotinamide and the 12 kinds of structural analogs (nicotinic acid, pyrazine, pyrazine-2-carboxylic acid, 2-picolinamide, methylnicotinate, N-methylnicotinamide, 3-methylpyridine, pyridine-3-sulfate, pyridoxine, pyridoxal, pyridoxamine, isonicotinic acid hydrazide), NAD+, and NADP+. Among these compounds, nicotinamide, nicotinic acid, pyrazine-2-carboxylic acid, methylnicotinate, 2-picolinamide, and N-methylnicotinamide caused of the flagellar detachment and then cell division stopped. It was also found that nicotinamide added to Euglena cell was dilute with water and culture medium, cell division occurred and then flagella were regenerated after 24h, resulting in onset euglenoid exercise. The electrophoresis of the detached flagellar proteins reveled that the protein resembled tublin (55 kDa) and paraflagella rod 2 (69 KDa).

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

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Vereshchagin, Anatoly N.; Frolov, Nikita A.; Pakina, Anna S.; Hansford, Karl A.; Egorov, Mikhail P. researched the compound: 1-Bromoundecane( cas:693-67-4 ).Name: 1-Bromoundecane.They published the article 《Synthesis and biological evaluation of novel bispyridinium salts containing naphthalene-2,7-diylbis(oxy) spacer》 about this compound( cas:693-67-4 ) in Mendeleev Communications. Keywords: naphthalene diylbis oxy bisalkylpyridinium dibromide preparation antibacterial antifungal cytotoxicity. We’ll tell you more about this compound (cas:693-67-4).

Novel five bispyridinium salts based on a naphthalene-2,7-diylbis(oxy) spacer were synthesized. The obtained compounds showed stronger biol. activity against five strains of bacteria and two fungi as compared to modern biocides such as cetylpyridinium chloride, chlorhexidine bigluconate, 1-decyl-3-(4-(4-[(1-decylpyridin-1-ium-3-yl)oxy]phenyl)phenoxy)pyridin-1-ium dibromide, etc. used in the pharmaceutical market.

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

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Charge Transportation and Chirality in Liquid Crystalline Helical Network Phases of Achiral BTBT-Derived Polycatenar Molecules, published in 2021-07-09, which mentions a compound: 693-67-4, mainly applied to benzothienobenzothiophene polycatenar helical liquid crystal charge transport chirality, Electric Literature of C11H23Br.

First examples of multichain (polycatenar) compounds, based on the π-conjugated [1]benzothieno[3,2-b]benzothiophene unit (I, R = alkyl homologs) are designed, synthesized, and their soft self-assembly and charge carrier mobility are investigated. These compounds, terminated by the new fan-shaped 2-brominated 3,4,5-trialkoxybenzoate moiety, form bicontinuous cubic liquid crystalline (LC) phases with helical network structure over extremely wide temperature ranges (>200 K), including ambient temperature Compounds with short chains show an achiral cubic phase with the double network, which upon increasing the chain length, is at first replaced by a tetragonal 3D phase and then by a mirror symmetry is broken triple network cubic phase. In the networks, the capability of bypassing defects provides enhanced charge carrier mobility compared to imperfectly aligned columnar phases, and the charge transportation is non-dispersive, as only rarely observed for LC materials. At the transition to a semicrystalline helical network phase, the conductivity is further enhanced by almost one order of magnitude. In addition, a mirror symmetry broken isotropic liquid phase is formed beside the 3D phases, which upon chain elongation is removed and replaced by a hexagonal columnar LC phase.

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

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: Picolinamide( cas:1452-77-3 ) is researched.SDS of cas: 1452-77-3.Hellyer, Shane D.; Albold, Sabine; Sengmany, Kathy; Singh, Junaid; Leach, Katie; Gregory, Karen J. published the article 《Metabotropic glutamate receptor 5 (mGlu5)-positive allosteric modulators differentially induce or potentiate desensitization of mGlu5 signaling in recombinant cells and neurons》 about this compound( cas:1452-77-3 ) in Journal of Neurochemistry. Keywords: metabotropic glutamate receptor 5 modulator desensitization neuron; biased modulation; context dependence; desensitization; metabotropic glutamate receptor 5; positive allosteric modulator. Let’s learn more about this compound (cas:1452-77-3).

Allosteric modulators of metabotropic glutamate receptor 5 (mGlu5) are a promising therapeutic strategy for a number of neurol. disorders. Multiple mGlu5-pos. allosteric modulator (PAM) chemotypes have been discovered that act as either pure PAMs or as PAM-agonists in recombinant and native cells. While these compounds have been tested in paradigms of receptor activation, their effects on receptor regulatory processes are largely unknown. In this study, acute desensitization of mGlu5 mediated intracellular calcium mobilization by structurally diverse mGlu5 orthosteric and allosteric ligands was assessed in human embryonic kidney 293 cells and primary murine neuronal cultures from both striatum and cortex. We aimed to determine the intrinsic efficacy and modulatory capacity of diverse mGlu5 PAMs [(R)-5-((3-fluorophenyl)ethynyl)-N-(3-hydroxy-3-methylbutan-2-yl)picolinamide (VU0424465), N-cyclobutyl-6-((3-fluorophenyl)ethynyl)picolinamide (VU0360172), 1-(4-(2,4-difluorophenyl)piperazin-1-yl)-2-((4-fluorobenzyl)oxy)ethanone (DPFE), ((4-fluorophenyl) (2-(phenoxymethyl)-6,7-dihydrooxazolo[5,4-c]pyridin-5(4H)-yl)methanone) (VU0409551), 3-Cyano-N-(1,3-diphenyl-1H-pyrazol-5-yl)benzamide (CDPPB)] on receptor desensitization and whether cellular context influences receptor regulatory processes. Only VU0424465 and VU0409551 induced desensitization alone in human embryonic kidney 293-mGlu5 cells, while all PAMs enhanced (S)-3,5-dihydroxyphenylglycine (DHPG)-induced desensitization. All mGlu5 PAMs induced receptor desensitization alone and enhanced DHPG-induced desensitization in striatal neurons. VU0424465 and VU0360172 were the only PAMs that induced desensitization alone in cortical neurons. With the exception of (CDPPB), PAMs enhanced DHPG-induced desensitization in cortical neurons. Moreover, differential apparent affinities, efficacies, and cooperativities with DHPG were observed for VU0360172, VU0409551, and VU0424465 when comparing receptor activation and desensitization in a cell type-dependent manner. These data indicate that biased mGlu5 allosteric modulator pharmacol. extends to receptor regulatory processes in a tissue dependent manner, adding yet another layer of complexity to rational mGlu5 drug discovery.

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

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called CO2 Hydrogenation and Formic Acid Dehydrogenation Using Ir Catalysts with Amide-Based Ligands, published in 2020-05-11, which mentions a compound: 1452-77-3, mainly applied to iridium half sandwich cationic picolinamidate imidazolecarboxamidate hydroxy substituted preparation; hydrogenation dehydrogenation catalyst iridium half sandwich hydroxy picolinamidate imidazolecarboxamidate; carbon dioxide hydrogenation formic acid dehydrogenation catalyst iridium complex; crystal structure iridium half sandwich cationic picolinamidate hydride complex; mol structure iridium half sandwich cationic picolinamidate hydride complex, Reference of Picolinamide.

A series of Ir catalysts [Cp*Ir(H2O)(QCXNHR)][SO4] (1-16; Q = 2-pyridyl, 4-hydroxy-2-pyridyl, 6-hydroxy-2-pyridyl, 2-imidazolyl, 1-pyrazolyl; X = O, S, NH; R = H, Me, Ph, 4-hydroxyphenyl) bearing amide-based ligands were isolated or generated in situ by a deprotonated amide moiety with the hypotheses that strong electron-donating ability of the coordinated anionic nitrogen atom and the proton-responsive OH group near the metal center will improve the catalytic activity for CO2 hydrogenation and formic acid (FA) dehydrogenation. The effects of the modifications of the ligand architecture on the catalytic activity were investigated for CO2 hydrogenation at ambient conditions (25° with 0.1 MPa H2/CO2 (volume/volume = 1/1)) and under slightly harsher conditions (50° with 1.0 MPa H2/CO2) in basic aqueous solutions together with deuterium kinetic isotope effects (KIEs) with selected catalysts. Complex [Cp*Ir(L12)(H2O)][HSO4] (12, L12 = 6-hydroxy-N-phenylpicolinamidate) that has an anionic coordinating N atom and an OH group in the second coordination sphere, exhibits a TOF of 198 h-1 based on the initial 1 h of reaction. This TOF which, to the best of our knowledge, is the highest value ever reported under ambient conditions in basic aqueous solutions However, complex [Cp*Ir(L10)(H2O)][HSO4] (L10 = 4-hydroxy-N-methylpicolinamidate) performs better in long-term CO2 hydrogenation (up to a TON of 14700 with [Ir] = 10μM after 348 h and the final formate concentration of 0.643 M with [Ir] = 250μM.) at ambient conditions. Further, the catalytic activity for FA dehydrogenation was examined under three different conditions (pH 1.6, 2.3 and 3.5). The complex 12 in any of these conditions is less active compared to the picolinamidate catalysts without ortho-OH, owing to its instability. Theor. calculations were performed to examine the catalytic mechanism, and a step-by-step mechanism has been proposed for both CO2 hydrogenation and FA dehydrogenation reactions. D. functional theory calculations of [Cp*Ir(L3)(H2O)][HSO4] (L3 = picolinamidate) and the X-ray structure of the [Cp*Ir(L7)(H)]•H2O (L7 = N-methylpicolinamidate) complex imply a pH-dependent conformational change from N,N coordination to N,O coordination upon lowering the pH of the aqueous solution

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

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 1-Bromoundecane, is researched, Molecular C11H23Br, CAS is 693-67-4, about Cobalt-Catalyzed Decarboxylative Methylation and Ethylation of Aliphatic N-(Acyloxy)phthalimides with Organoaluminum Reagents.Related Products of 693-67-4.

A cobalt-catalyzed decarboxylative methylation of aliphatic redox-active esters [N-(acyloxy)phthalimides; RAEs] I (R = heptadecyl, 1-[(4-methylphenyl)sulfonyl]piperidin-4-yl, 1-benzoylpyrrolidin-2-yl, 4-(4-chlorophenoxy)butyl, etc.) with trimethylaluminum under mild conditions was developed, providing a method for transforming a carboxylate group into a Me group without redox fluctuation. Primary and secondary RAEs I were both amenable substrates, whereas a tertiary RAE delivered an elimination product. Triethylaluminum was also used to deliver a decarboxylative ethylation product RC2H5.

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

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Picolinamide, is researched, Molecular C6H6N2O, CAS is 1452-77-3, about Evaluating the direct CO2 to diethyl carbonate (DEC) process: Rigorous simulation, techno-economical and environmental evaluation, the main research direction is cyanopyridine picolinamide annealing diethyl carbonate simulation.Computed Properties of C6H6N2O.

In this work, the plant-wide process to produce di-Et carbonate (DEC) from the direct reaction of CO2 with ethanol, which uses 2-cyanopyridine (2-CP) as an in situ dehydrating agent, is proposed for the first time. Rigorous design, optimization, ability in carbon reduction, techno-economic and feasibility analyses are all performed in this work. The process consists of two sections. The first one is the main section, in which DEC is generated, along with the removal of water using 2-CP to form 2-picolinamide (2-PA). The second one is the regeneration section, where 2-CP is converted back from 2-PA and recycled. Using simulated annealing method, the optimized CO2 reduction rate in the main section is 0.237 (Ton CO2/Ton DEC generated) on an annual basis. We identify that when the regeneration section is operated with a molar ratio of mesitylene to 2-PA being less than 2.05, the overall process can be in net CO2 reduction Under the constraint of 90 % regeneration of 2-CP as reported in available literature, the produced DEC can match the current market price range under 15 % internal rate of return (IRR), if 2-CP can be obtained with a price lower than 2.56 USD/kg (corresponding to DEC price of 1.10 USD/kg and ethanol price of 0.37 USD/kg) to 6.09 USD/kg (corresponding to DEC price of 1.90 USD/kg and ethanol price of 0.56 USD/kg).

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

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Gajda, Bernadeta; Plackowski, Radoslaw; Skrzypczak, Andrzej; Bogacki, Mariusz B. researched the compound: 1-Bromoundecane( cas:693-67-4 ).Formula: C11H23Br.They published the article 《Facilitated transport of copper(II) across polymer inclusion membrane with triazole derivatives as carrier》 about this compound( cas:693-67-4 ) in Membranes (Basel, Switzerland). Keywords: polymer inclusion membrane copper ion transport triazole derivative carrier; 1-alkyl-1,2,4-triazole; copper transport; polymer inclusion membrane; selective transport. We’ll tell you more about this compound (cas:693-67-4).

This study investigates copper(II) ion transport through a polymer inclusion membrane (PIM) containing 1-alkyl-1,2,4-triazole (n = 8, 9, 10, 11, 12, 14), o-nitrophenyl octyl ether as the plasticizer and cellulose triacetate as the polymer matrix. The feeding phase was a solution of 0.1 mol/dm3CuCl2 and an equimolar (0.1 mol/dm3) mixture of copper, nickel, and cobalt chlorides with varying concentrations of chloride anions (from 0.5 to 5.0 mol/dm3) established with NaCl. The receiving phase was demineralized water. The flow rate of the source and receiving phases through the membrane module was within the range from 0.5 cm3/min to 4.5 cm3/min. The tests were carried out at temperatures of 20, 30, 40 and 50°C. Transport of NaCl through the membrane was excluded for the duration of the test. It was noted that the flow rate through the membrane changes depending on the length of the carbon chain in the alkyl substituent from 16.1μmol/(m2s) to 1.59μmol/(m2s) in the following order: C8 > C9 > C10 > C11 > C12 > C14. The activation energy was 71.3 ± 3.0 kJ/mol, indicating ion transport through the PIM controlled with a chem. reaction. Results for transport in case of the concurrent separation of copper(II), nickel(II), and cobalt(II) indicate a possibility to sep. them in a selective manner.

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

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Picolinamide, is researched, Molecular C6H6N2O, CAS is 1452-77-3, about Synthesis, characterization and crystal structure of 2-pyridinecarboxamide, the main research direction is pyridinecarboxamide preparation crystal mol structure.Electric Literature of C6H6N2O.

The 2-pyridinecarboxamide was synthesized from 2-picoline through two-steps reaction. Initially, 2-picoline was converted into 2-cyanopyridine by ammoxidation in a stainless-steel fixed-bed reactor at 370°C with V2O5 loaded on TiO2 as catalyst. The 2-cyanopyridine was transformed into 2-pyridinecarboxamide through oxidation hydrolysis in basic solution using MnO2 as oxidant at 70°C. The crystal structure of 2-pyridinecarboxamide was investigated using X-ray diffraction and SHELX 2018/3 (sh) software and the result indicated that 2-pyridinecarboxamide crystallized in the monoclinic system, space group P21/n with a = 5.207(2), b = 7.097(3), c = 16.243(6) Å, V = 595.7 (4) Å3; Z = 4.

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