Category: 6850-57-3

Budeev, Anton published the artcileUgi reaction-derived 1H-pyrrol-2(5H)-ones proved as valid precursors to a new class of heterocyclic α-diazocarbonyl compounds, Synthetic Route of 6850-57-3, the publication is Tetrahedron Letters (2022), 153598, database is CAplus.

1H-Pyrrol-2(5H)-ones synthesized via a modified literature procedure from primary amines, 3-substituted propiolic acids, isocyanides and glyoxal underwent a facile Regitz diazo transfer to give novel heterocyclic α-diazocarbonyl compounds – polysubstituted diazo pyrrol-2-ones I [R¹ = Me, n-Pr, Ph, etc.; R² = n-Bu, Bn, 3-FC₆H₄CH₂, etc.; R³ = t-Bu, cyclohexyl] .

Tetrahedron 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, Synthetic Route of 6850-57-3.

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

Kim, Jae Hyun published the artcileStructure-based modification of pyrazolone derivatives to inhibit mTORC1 by targeting the leucyl-tRNA synthetase-RagD interaction, Product Details of C8H11NO, the publication is Bioorganic Chemistry (2021), 104907, database is CAplus and MEDLINE.

The enzyme leucyl-tRNA synthetase (LRS) and the amino acid leucine regulate the mechanistic target of rapamycin (mTOR) signaling pathway. Leucine-dependent mTORC1 activation depends on GTPase activating protein events mediated by LRS. In a prior study, compound BC-LI-0186 was discovered and shown to interfere with the mTORC1 signaling pathway by inhibiting the LRS-RagD interaction. However, BC-LI-0186 exhibited poor solubility and was metabolized by human liver microsomes. In this study, in silico physicochem. properties and metabolite anal. of BC-LI-0186 are used to investigate the addition of functional groups to improve solubility and microsomal stability. In vitro experiments demonstrated that 7b and 8a had improved chem. properties while still maintaining inhibitory activity against mTORC1. The results suggest a new strategy for the discovery of novel drug candidates and the treatment of diverse mTORC1-related diseases.

Bioorganic 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, Product Details of C8H11NO.

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

Yao, Chuansheng published the artcileHDAC1/MAO-B dual inhibitors against Alzheimer’s disease: Design, synthesis and biological evaluation of N-propargylamine-hydroxamic acid/o-aminobenzamide hybrids, Recommanded Product: (2-Methoxyphenyl)methanamine, the publication is Bioorganic Chemistry (2022), 105724, database is CAplus and MEDLINE.

A series of N-propargylamine-hydroxamic acid/o-aminobenzamide hybrids inhibitors combining the typical pharmacophores of hydroxamic acid/o-aminobenzamide and propargylamine I [R = H, 2-Cl, 3-F, etc.] and II [R¹ = H, 2-CH₃, 4-F, etc.] were designed and synthesized as HDAC1/MAO-B dual inhibitors for the treatment of Alzheimer’s disease. Most of the hybrids displayed moderate to good MAO-B inhibitory activities. Among them, Hybrid I [R = 3-Cl] exhibited the most potent activity against MAO-B and HDAC1 (MAO-B, IC₅₀ = 99.0 nM; HDAC1, IC₅₀ = 21.4 nM) and excellent MAO selectively (MAO-A, IC₅₀ = 9923.0 nM; SI = 100.2). Moreover, compound I [R = 3-Cl] significantly reversed Aβ1-42-induced PC12 cell damage and decreased the production of intracellular ROS, exhibiting favorable antioxidant activity. More importantly, hybrid If instantly penetrated the BBB and accumulated in brain tissue as well as markedly ameliorated cognitive dysfunction in a Morris water maze ICR mice model. In summary, HDAC1/MAO-B dual inhibitor I [R = 3-Cl] was a promising potential agent for the therapy of Alzheimer’s disease.

Bioorganic 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 C9H5FO2, Recommanded Product: (2-Methoxyphenyl)methanamine.

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

Kushawaha, Ajay Kishor published the artcileA simple and efficient oxidation of primary and secondary benzylamines to acids using table salt in aqueous medium, Related Products of ethers-buliding-blocks, the publication is Tetrahedron (2021), 132502, database is CAplus.

A novel, simple, efficient method for the oxidation of aromatic benzylamines RCH₂NH₂ (R = C₆H₅, 4-FC₆H₄, 2-thienyl, etc.), R¹CH₂NHCH₂R¹ (R¹ = C₆H₅, 4-ClC₆H₄, 2-thienyl, etc.) and 4-OCH₃C₆H₄CH₂NHR₂ (R₂ = Me, Et, Pr, n-octyl, t-butyl) to corresponding acids RC(O)OH, R¹C(O)OH and 4-methoxybenzoic acid using common table salt in aqueous medium has been described. Oxidation of benzylamine was achieved by using NaCl (20 mol%) as a catalyst, NaOH (4 equiv) and TBHP (5 equiv) as oxidant, in moderate to good yields (34-84%). Control experiments revealed that in situ generated ClO₂^– ion is the active form of the catalyst. This methodol. can also be scaled up for easy accessibility to the industrially important terephthalic acid as well. This investigation provided a facile entry of various primary as well as secondary benzylamines with wide range of functional group tolerance.

Tetrahedron 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, Related Products of ethers-buliding-blocks.

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

Wojcik-Pszczola, Katarzyna published the artcileSynthesis and in vitro evaluation of anti-inflammatory, antioxidant, and anti-fibrotic effects of new 8-aminopurine-2,6-dione-based phosphodiesterase inhibitors as promising anti-asthmatic agents, Safety of (2-Methoxyphenyl)methanamine, the publication is Bioorganic Chemistry (2021), 105409, database is CAplus and MEDLINE.

Phosphodiesterase inhibitors are currently an extensively studied group of compounds that can bring many benefits in the treatment of various inflammatory and fibrotic diseases, including asthma. Herein, we describe a series of novel N�phenyl- or N�benzylbutanamide and N�arylidenebutanehydrazide derivatives of 8-aminopurine-2,6-dione (27-43) and characterized them as prominent pan-PDE inhibitors. Most of the compounds exhibited antioxidant and anti-inflammatory activity in LPS-induced murine macrophages RAW264.7. The most active compounds (32-35 and 38) were evaluated in human bronchial epithelial cells derived from asthmatics. To better map the bronchial microenvironment in asthma, HBECs after exposure to selected 8-aminopurine-2,6-dione derivatives were incubated in the presence of two proinflammatory and/or profibrotic factors: TGF-beta and IL-13. Detailed anal. of their inhibition preferences for selected PDEs showed high affinity for isoenzymes important in the pathogenesis of asthma, including PDE1, PDE3, PDE4, PDE7, and PDE8. The presented data confirm that structural modifications within the 7 and 8 positions of the purine-2,6-dione core result in obtaining preferable pan-PDE inhibitors which in turn exert an excellent anti-inflammatory and anti-fibrotic effect in the bronchial epithelial cells derived from asthmatic patients. This dual-acting pan-PDE inhibitors constitute interesting and promising lead structures for further anti-asthmatic agent discovery.

Bioorganic 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 C4H10O2, Safety of (2-Methoxyphenyl)methanamine.

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

DeSelm, Lizbeth published the artcileIdentification of Clinical Candidate M2698, a Dual p70S6K and Akt Inhibitor, for Treatment of PAM Pathway-Altered Cancers, Computed Properties of 6850-57-3, the publication is Journal of Medicinal Chemistry (2021), 64(19), 14603-14619, database is CAplus and MEDLINE.

The discovery of a novel class of quinazoline carboxamides such as I [R¹ = H, Me; R² = Ph, 3-FC₆H₄, 4-MeOC₆H₄, etc.] as dual p70S6k/Akt inhibitors for the treatment of tumors driven by alterations to the PI3K/Akt/mTOR (PAM) pathway was reported. Through the screening of inhouse proprietary kinase library, 4-benzylamino-quinazoline-8-carboxylic acid amide 1 stood out, with sub-micromolar p70S6k biochem. activity, as the starting point for a structurally enabled p70S6K/Akt dual inhibitor program that led to the discovery of M2698, a dual p70S6k/Akt inhibitor. Compound M2698 [II] is kinase selective, possesses favorable phys., chem., and DMPK profiles, was orally available and well tolerated, and displayed tumor control in multiple in vivo studies of PAM pathway-driven tumors.

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, Computed Properties of 6850-57-3.

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

Chen, Yujie published the artcilePalladium-Catalyzed Isoquinoline Synthesis by Tandem C-H Allylation and Oxidative Cyclization of Benzylamines with Allyl Acetate, Application In Synthesis of 6850-57-3, the publication is Organic Letters (2021), 23(11), 4209-4213, database is CAplus and MEDLINE.

A novel approach to synthesize 3-methylisoquinolines via a one-pot, two-step, palladium(II)-catalyzed tandem C-H allylation/intermol. amination and aromatization is reported. A wide series of 3-methylisoquinoline derivatives were obtained directly using this method in moderate to good yields, and authors highlight the synthetic importance of this new transformation.

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, Application In Synthesis of 6850-57-3.

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

Wu, Zhenyu published the artcileCovalent-organic frameworks with keto-enol tautomerism for efficient photocatalytic oxidative coupling of amines to imines under visible light, HPLC of Formula: 6850-57-3, the publication is Science China: Chemistry (2021), 64(12), 2169-2179, database is CAplus.

Photocatalytic oxidation of organic mols. into highly value-added products is an innovative and challenging research which has gradually attracted remarkable attention of scientists. In this work, it is demonstrated that the COF-TpPa with keto-enol tautomerism equilibrium structure shows excellent performance (yield>99% after 8 h) in the selective photocatalytic oxidative coupling of amines to imines under visible light irradiation It is revealed that three kinds of reactive oxygen species (superoxide radical, hydroxyl radical and singlet oxygen) participate in this photocatalytic oxidation reaction. In addition, hydrogen protons cleaved from the benzyl are proven to be reduced to hydrogen in the conduction band of COF-TpPa in anaerobic atm., accompanied with the formation of imines. The direct hydrogen evolution from amine provides an effective way to extract clean energy from organic mol. as well as the production of value-added chems. As a contrast, COF-LZU1 with similar structure and chem. composition to COF-TpPa but without keto-enol tautomerism exhibits worse optical properties and photocatalytic performance. It is also demonstrated that keto-enol tautomerism favors the adsorption of benzylamine based on the characterization results and theor. calculations

Science China: 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 C7H7ClN2S, HPLC of Formula: 6850-57-3.

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

Bai, Xueying published the artcileCatalyst-Free Hydrogen Proton Transfer Reduction of Nitrobenzamides to Aminobenzamides with i-PrOH/KOH System, Formula: C8H11NO, the publication is Asian Journal of Organic Chemistry (2021), 10(11), 2892-2894, database is CAplus.

A reduction of nitrobenzenes via the combination of KOH and isopropanol was established for the general synthesis of aniline derivatives A metal catalyst isn’t required in this alternative reduction reaction, and a series of nitrobenzamide compounds RC₆H₄C(O)NHR¹ (R = 2-NO₂, 3-NO₂, 4-NO₂; R¹ = 4-bromobenzyl, 2,6-diisopropylphenyl, 3-methoxybenzyl, etc.) were chemoselectively reduced into the corresponding aminobenzamides RC₆H₄C(O)NHR¹ (R = 2-NH₂, 3-NH₂, 4-NH₂) in good to excellent yields. This reaction is operationally simple, and proceeds under mild conditions.

Asian 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, Formula: C8H11NO.

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

Peng, Ting published the artcileDiscovery of a Novel Small-Molecule Inhibitor Disrupting TRBP-Dicer Interaction against Hepatocellular Carcinoma via the Modulation of microRNA Biogenesis, Recommanded Product: (2-Methoxyphenyl)methanamine, the publication is Journal of Medicinal Chemistry (2022), 65(16), 11010-11033, database is CAplus and MEDLINE.

MicroRNAs (miRNAs) are key players in human hepatocellular carcinoma (HCC) tumorigenesis. Therefore, small mols. targeting components of miRNA biogenesis may provide new therapeutic means for HCC treatment. By a high-throughput screening and structural simplification, we identified a small mol., CIB-3b (I), which suppresses the growth and metastasis of HCC in vitro and in vivo by modulating expression profiles of miRNAome and proteome in HCC cells. Mechanistically, CIB-3b phys. binds to transactivation response (TAR) RNA-binding protein 2 (TRBP) and disrupts the TRBP-Dicer interaction, thereby altering the activity of Dicer and mature miRNA production Structure-activity relationship study via the synthesis of 45 CIB-3b derivatives showed that some compounds exhibited a similar inhibitory effect on miRNA biogenesis to CIB-3b. These results support TRBP as a potential therapeutic target in HCC and warrant further development of CIB-3b along with its analogs as a novel therapeutic strategy for the treatment of HCC.

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