Category: 6850-57-3

Kanhed, Ashish M. published the artcileIndoloquinoxaline derivatives as promising multi-functional anti-Alzheimer agents, Application In Synthesis of 6850-57-3, the publication is Journal of Biomolecular Structure and Dynamics (2022), 40(6), 2498-2515, database is CAplus and MEDLINE.

To confront a disease like Alzheimer’s disease having complex pathogenesis, development of multitarget-directed ligands has emerged as a promising drug discovery approach. In our endeavor towards the development of multitarget-directed ligands for Alzheimer’s disease, a series of indoloquinoxaline derivatives were designed and synthesized. In vitro cholinesterase inhibition studies revealed that all the synthesized compounds exhibited moderate to good cholinesterase inhibitory activity. 6-(6-(Piperidin-1-yl)hexyl)-6H-indolo[2,3-b]quinoxaline was identified as the most potent and selective BuChE inhibitor (IC₅₀ = 0.96μM, selectivity index = 0.17) that possessed 2 fold higher BuChE inhibitory activity compared to the com. approved reference drug donepezil (IC₅₀ = 1.87μM). Moreover, compound is also endowed with self-induced Aβ1-42 aggregation inhibitory activity (51.24% inhibition at 50μM concentration). Some of the compounds of the series also displayed moderate anti-oxidant activity. To perceive a putative binding mode of the compound, mol. docking studies were carried out, and the results pointed out significant interactions of compound with the enzymes in the binding sites of cholinesterases as well as Aβ1-42. Addnl., compound exhibited favorable in silico ADMET properties. Put together these findings project compound as a potential multitarget-directed ligand in the direction of developing novel anti-AD drugs.Communicated by Ramaswamy H.

Journal of Biomolecular Structure and Dynamics published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C8H11NO, Application In Synthesis of 6850-57-3.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Andrews, Jonathan A. published the artcileSulfinates from Amines: A Radical Approach to Alkyl Sulfonyl Derivatives via Donor-Acceptor Activation of Pyridinium Salts, Quality Control of 6850-57-3, the publication is Organic Letters (2021), 23(21), 8488-8493, database is CAplus and MEDLINE.

Synthetically versatile alkyl sulfinates RSO₂R¹ (R = cyclobutyl, Bn, pyridin-2-ylmethyl, etc.; R¹ = F, 2-(tert-butoxy)-2-oxoethyl, Ph, Bn, etc.) can be prepared from readily available amines RNH₂, using Katritzky pyridinium salt intermediates I. In a catalyst-free procedure, primary, secondary, and benzylic alkyl radicals are generated by photoinduced or thermally induced single-electron transfer (SET) from an electron donor-acceptor (EDA) complex, and trapped by SO₂ to generate sulfonyl radicals. Hydrogen atom transfer (HAT) from Hantzsch ester gives alkyl sulfinate products, which are used to prepare a selection of medicinal chem. relevant sulfonyl-containing motifs.

Organic Letters published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C8H11NO, Quality Control of 6850-57-3.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Pasieka, Anna published the artcileDiscovery of multifunctional anti-Alzheimer’s agents with a unique mechanism of action including inhibition of the enzyme butyrylcholinesterase and γ-aminobutyric acid transporters, Recommanded Product: (2-Methoxyphenyl)methanamine, the publication is European Journal of Medicinal Chemistry (2021), 113397, database is CAplus and MEDLINE.

Looking for an effective anti-Alzheimer’s agent is very challenging; however, a multifunctional ligand strategy may be a promising solution for the treatment of this complex disease. We herein present the design, synthesis and biol. evaluation of novel hydroxyethylamine derivatives displaying unique, multiple properties that have not been previously reported. The original mechanism of action combines inhibitory activity against disease-modifying targets: β-secretase enzyme (BACE1) and amyloid β (Aβ) aggregation, along with an effect on targets associated with symptom relief – inhibition of butyrylcholinesterase (BuChE) and γ-aminobutyric acid transporters (GATs). Among the obtained mols., compound 36 (I) exhibited the most balanced and broad activity profile (eeAChE IC₅₀ = 2.86μM; eqBuChE IC₅₀ = 60 nM; hBuChE IC₅₀ = 20 nM; hBACE1 IC₅₀ = 5.9μM; inhibition of Aβ aggregation = 57.9% at 10μM; mGAT1 IC₅₀ = 10.96μM; and mGAT2 IC₅₀ = 19.05μM). Moreover, we also identified 31 (II) as the most potent mGAT4 and hGAT3 inhibitor (IC₅₀ = 5.01μM and IC₅₀ = 2.95μM, resp.), with high selectivity over other subtypes. Compounds 36 and 31 represent new anti-Alzheimer agents that can ameliorate cognitive decline and modify the progress of disease.

European Journal of Medicinal Chemistry published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C8H11NO, Recommanded Product: (2-Methoxyphenyl)methanamine.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Bortolami, Martina published the artcileDesign, synthesis and biological evaluation of a series of iron and copper chelating deferiprone derivatives as new agents active against Candida albicans, SDS of cas: 6850-57-3, the publication is Bioorganic & Medicinal Chemistry Letters (2021), 128087, database is CAplus and MEDLINE.

Candida albicans, in specific conditions, is responsible of severe invasive systemic candidiasis that are related to its ability to produce biofilm on biol. and artificial surfaces. Many studies reported the role of iron in fungal growth and virulence and the ability of metal chelating agents to interfere with C. albicans metabolism, virulence and biofilm formation. Here we report the activity of 3-hydroxy-1,2-dimethyl-4(1H)-pyridinone (deferiprone) derivatives against C. albicans planktonic cells and biofilm. Some of the studied compounds (2b and 3b) were able to chelate Fe(III) and Cu(II), and showed an interesting activity on planktonic cells (MIC50 of 32μg/mL and 16μg/mL resp.) and on biofilm formation (BMIC50 of 32μg/mL and 16μg/mL resp.) in cultured ATCC 10,231C. albicans; this activity was reduced, in a concentration dependent way, by the addition of Fe(III) and Cu(II) to the culture media. Furthermore, the most active compound 3b showed a low toxicity on Galleria mellonella larvae.

Bioorganic & Medicinal Chemistry Letters published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C8H11NO, SDS of cas: 6850-57-3.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Yamamoto, Yuki published the artcileExcellent Catalytic Performances of a Au/C-CuO Binary System in the Selective Oxidation of Benzylamines to Imines under Atmospheric Oxygen, SDS of cas: 6850-57-3, the publication is ACS Omega (2021), 6(50), 34339-34346, database is CAplus and MEDLINE.

A green method of the oxidation of benzylamines to imines was developed using a novel binary system of Au/C-CuO. This system was evaluated under atm. oxygen, and the corresponding imines were obtained in up to 100% yields by loading 0.006 mol % of Au/C and 1.25 mol % of CuO under mild conditions. This system was also successfully applied to the syntheses of N-containing functional mols., as well as that of imines on the scale of several grams. Furthermore, the turnover number of the system (more than 8000 times on a gold basis) as well as its ability to be reused more than 10 times for benzylamine oxidation demonstrates the excellent durability and recyclability of the developed system.

ACS Omega published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C25H34N4O2S, SDS of cas: 6850-57-3.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Goh, Jeffrey published the artcileCatalyst-free C-N bond formation under biocompatible reaction conditions, Formula: C8H11NO, the publication is Green Chemistry (2022), 24(8), 3321-3325, database is CAplus.

A C-N bond formation reaction under biocompatible conditions for the amination of allenic ketone compounds to access a diversity of β-keto enamines R¹C(O)HC=CMeNHR² [R¹ = Ph, cyclopentyl, 4-MeOC₆H₄, etc.; R² = Ph, cyclohexyl, Bn, etc.] was developed. This reaction was atom economical, green and highly regioselective and works well with many structurally important amines such as amino sugar and amino acid esters or peptides. A wide array of β-keto enamines R¹C(O)HC=CMeNHR² was obtained in modest to excellent yields with wide functional group tolerance using this protocol. A gram-scale synthesis of an anti-microbial agent was also realized using this strategy under green reaction conditions.

Green Chemistry published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C8H11NO, Formula: C8H11NO.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

de Oliveria, Lucilene L. published the artcileBis(pyrazolyl)thioether/amine-chromium(III) catalysts bearing pendant O- and N-donor group for oligomerization and polymerization of ethylene, Recommanded Product: (2-Methoxyphenyl)methanamine, the publication is Applied Organometallic Chemistry (2022), 36(4), e6609, database is CAplus.

In this work, a new family of chromium complexes supported by bis(pyrazolyl)thioether/amine ligands containing pendant O- and N-donor groups CrCl₃{S-bis[(3,5-DMPz)methyl]sulfide} (2a), CrCl₃{N-bis[(3,5-DMPz)benzylamine]} (2b), CrCl₃{N-bis[(3,5-DMPz)butylamine]} (2c), [CrCl₂{N-bis[(3,5-DMPz)methyl][(2-pyridinyl)methyl]amine}]Cl (2d), [CrCl₂{N-bis[(3,5-DMPz)methyl][quinoline]amine}]Cl (2e), [CrCl₂{N-bis[3,5-DMPz-methyl][EtNMe₂]amine}]Cl (2f), CrCl₃{N-bis[(3,5-DMPz)methyl][2-methoxyphenyl]amine} (2g), and CrCl₃{N-bis[2-(3,5-DMPz)methyl][(2-pyridyl)ethyl]amine} (2h) were synthesized and characterized by elemental anal. and Fourier transform IR spectroscopy (FTIR) spectroscopy. D. functional theory (DFT) calculations demonstrated that the pendant group as well as the spacer between the N-donor group and the central amine nitrogen have strong influence on the coordination motif of the ligand. Thus, 1d–1f act as tetradentate ligands while 1g and 1h preferably coordinated to the chromium metal center in a tridentate [N,N,N] mode fashion. The catalytic performance of 2a–2h is strongly influenced by the nature of the central bridging atom (S, N) as well as the pendant O- and N-donor group. Upon activation with methylaluminoxane (MAO), chromium precatalysts 2a–2c, 2e, and 2f generated active systems producing oligomers ranging from C₄ to C₁₂⁺ with a high selectivity for α-olefins (>82.4%). On the other hand, precatalysts bearing pyridine (2d and 2h) and methoxy (2g) functionalized amine bis (pyrazolyl) ligands exclusively produce polyethylene (PE) with activities in the range of 107.2-372.0 kg of PE·mol[Cr]^-1 h^-1.

Applied Organometallic Chemistry published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C8H11NO, Recommanded Product: (2-Methoxyphenyl)methanamine.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Clemente, Francesca published the artcilePiperidine Azasugars Bearing Lipophilic Chains: Stereoselective Synthesis and Biological Activity as Inhibitors of Glucocerebrosidase (GCase), Name: (2-Methoxyphenyl)methanamine, the publication is Journal of Organic Chemistry (2021), 86(18), 12745-12761, database is CAplus and MEDLINE.

We report a straightforward synthetic strategy for the preparation of trihydroxypiperidine azasugars, e.g. I, decorated with lipophilic chains at both the nitrogen and the adjacent carbon as potential inhibitors of the lysosomal enzyme glucocerebrosidase (GCase), which is involved in Gaucher disease. The procedure relies on the preparation of C-erythrosyl N-alkylated nitrones reaction of aldehyde and primary amines followed by oxidation of the imines formed in situ with the methyltrioxorhenium catalyst and urea hydrogen peroxide. The addition of octyl-MgBr to nitrone provided access to both epimeric hydroxylamines with opposite configuration at the newly created stereo-center in a stereo-divergent and completely stereoselective way, depending on the absence or presence of BF₃·Et₂O, and reductive amination. Hydroxypiperidine I was the best ligand for GCase (IC₅₀ = 15μM), in agreement with MD simulations that allowed us to identify the chair conformation corresponding to the best binding affinity.

Journal of Organic Chemistry published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C8H11NO, Name: (2-Methoxyphenyl)methanamine.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Meena, Mahesh published the artcileI₂/FeCl₃ Promoted Cascade Reaction of 4-Quinazolinone, Pyridine, and Chalcone for the Synthesis of Indolizines, Safety of (2-Methoxyphenyl)methanamine, the publication is ChemistrySelect (2022), 7(21), e202201378, database is CAplus.

The indolizines nucleus is an important element of many synthetic mols. with significant biol. activity. An efficient methodol. for the synthesis of a variety of indolizines from quinazolinone, pyridine, and chalcone via I₂/FeCl₃ has been described. The reaction was promoted through zwitterion formation/cyclization/aromatization sequence, affording the desired products in moderate to very good yields. This approach is a highly efficient and convenient way to get derivatives of indolizines from readily accessible substrate under relatively mild reaction conditions.

ChemistrySelect published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C8H11NO, Safety of (2-Methoxyphenyl)methanamine.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Zhou, Jun published the artcileVisible light-initiated aerobic oxidation of amines to imines over TiO₂ microspheres with TEMPO⁺PF₆^–, Recommanded Product: (2-Methoxyphenyl)methanamine, the publication is Sustainable Energy & Fuels (2022), 6(3), 894-902, database is CAplus.

Semiconductor photocatalysis holds great promise to drive vital chem. reactions utilizing sunlight. Amongst semiconductors, TiO₂-related materials are one of the most viable to achieve enhanced photocatalytic performances because of their intrinsic merits. Here TiO₂ microspheres assembled from nanocrystals with a distinct hierarchical architecture and a high sp. surface area were fabricated using a simple template-free solvothermal process. Assembling amines on TiO₂ microspheres initiated by visible light can lead to a surface complex that captures visible light for further oxidation of amines. Moreover, the selective oxidation of amines could be boosted by fully exploring the surface polarity of TiO₂ microspheres with more polar 2,2,6,6-tetramethylpiperidine-1-oxoammonium hexafluorophosphate (TEMPO⁺PF₆^–) instead of (2,2,6,6-tetramethylpiperidin-1-yl)oxyl (TEMPO) as the redox mediator. As such, cooperative photocatalysis with TEMPO⁺PF₆^– was framed over TiO₂ microspheres to initiate the efficient and selective aerobic oxidation of benzyl amines into imines. Significantly, the activity of TEMPO⁺PF₆^– surpassed that of TEMPO in aiding the visible light-initiated selective oxidation of amines over TiO₂ microspheres, reaching more than about 3 times in some cases. This work suggests that the surface properties of a semiconductor could be maneuvered to enable coupling with a suitable redox mediator to ameliorate selective organic conversions in an unprecedented manner.

Sustainable Energy & Fuels published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C7H10O4, Recommanded Product: (2-Methoxyphenyl)methanamine.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem