2-((4-Amino-5-((2,4-dichlorophenoxy)methyl)-4H-1,2,4-triazol-3-yl)thio)-1-(5-methyl-1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)ethan-1-one DOI Creative Commons
Bakr F. Abdel‐Wahab, Ahmed F. Mabied, James C. Fettinger

и другие.

Molbank, Год журнала: 2023, Номер 2023(3), С. M1720 - M1720

Опубликована: Сен. 6, 2023

The reaction of 2-bromo-1-(5-methyl-1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)ethan-1-one (1) with 4-amino-5-((2,4-dichlorophenoxy)methyl)-4H-1,2,4-triazole-3-thiol (2) in absolute ethanol the presence triethyl amine as catalyst gave 2-((4-amino-5-((2,4-dichlorophenoxy)methyl)-4H-1,2,4-triazol-3-yl)thio)-1-(5-methyl-1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)ethan-1-one (3) 73% yield. structure title heterocycle was confirmed by X-ray single crystal diffraction and spectral analyses (NMR IR).

Язык: Английский

Designing Click One-Pot Synthesis and Antidiabetic Studies of 1,2,3-Triazole Derivatives DOI Creative Commons

Kainat Shafique,

Aftab Farrukh,

Tariq Ali

и другие.

Molecules, Год журнала: 2023, Номер 28(7), С. 3104 - 3104

Опубликована: Март 30, 2023

In the present study, a new series of 1,2,3-triazole derivatives was synthesized via click one-pot reaction. The compounds were found to be active during molecular docking studies against targeted protein 1T69 by using Molecular Operating Environment (MOE) software. designed and characterized FT-IR, 1H-NMR LC-MS spectra. triazole moieties further screened for their α-amylase α-glucosidase inhibitory activities. preliminary activity analysis revealed that all showed good inhibition activity, ranging from moderate high depending upon structures concentrations compared standard drug acarbose. Both in silico vitro indicated molecules are potent DM type-II. Out compounds, compound K-1 maximum antidiabetic with 87.01% 99.17% at 800 µg/mL assays, respectively. Therefore these triazoles may used as promising development compounds.

Язык: Английский

Процитировано

16
Synthesis, Crystal Structure, DFT Calculations, Bioactivity Study, and Docking Results of Bis‐Hydrazone Based on 1,2,4‐Triazol‐3‐Thione DOI
Bakr F. Abdel‐Wahab, Mohamed H. Sharaf, James C. Fettinger

и другие.

ChemistrySelect, Год журнала: 2024, Номер 9(40)

Опубликована: Окт. 1, 2024

Abstract The new, unexpected bioactive bis‐hydrazone derivative (4) was obtained, in 74 % yield, by reacting two molar equivalents of pyrazole‐4‐carbaldehyde (1) with one equivalent 2,5‐dihydrazineyl‐1,3,4‐thiadiazole (2). compound comprehensively characterized, including X‐ray single crystal, DFT calculations, and bioactivity assessments. Hirschfeld surface analysis confirmed the presence hydrogen bonding interactions, particularly N−H⋅⋅⋅N C−H⋅⋅⋅π which influence overall crystal packing. target exhibited significant antimicrobial activity against multi‐drug‐resistant bacterial strains, largest S.typhimurium an inhibition zone 17.1±0.6 mm MIC 31.25 μg/mL. also demonstrated cytotoxic effects on cancer cells, a higher IC 50 ratio 134.43 μg/mL normal cell line Wi38 lowest value 45.88 Caco2. Molecular docking carried out estrogen receptor alpha (ERα) sodium‐glucose transporter SGLT1, are relevant to Mcf7 Caco2 lines, respectively. Docking suggests specific amino acids that may binding affinity between ligand active sites through residue overlaps chains A for SGLT1 B Erα, offering as promising anticancer consistent outcomes.

Язык: Английский

Процитировано

0
2-((5-(5-Methyl-2-phenyl-1H-imidazol-4-yl)-1,3,4-oxadiazol-2-yl)thio)-1-phenylethan-1-one DOI Creative Commons
Bakr F. Abdel‐Wahab, Ahmed F. Mabied, James C. Fettinger

и другие.

Molbank, Год журнала: 2023, Номер 2023(2), С. M1666 - M1666

Опубликована: Июнь 9, 2023

A promising imidazole compound was synthesized through the following route. The reaction of 5-methyl-2-phenyl-1H-imidazole-4-carbohydrazide (1) with carbon disulfide and potassium hydroxide in ethanol (80%) afforded salt (2). Refluxing (2) phenacyl bromide (3) ethanol/water (1:1) gave 2-((5-(5-methyl-2-phenyl-1H-imidazol-4-yl)-1,3,4-oxadiazol-2-yl)thio)-1-phenylethan-1-one (4) a 76% yield. structure title heterocycle confirmed by single-crystal X-ray diffraction nuclear magnetic resonance.

Язык: Английский

Процитировано

1
2-((4-Amino-5-((2,4-Dichlorophenoxy)Methyl)-4H-1,2,4-Triazol-3-yl)Thio)-1-(5-Methyl-1-(4-Nitrophenyl)-1H-1,2,3-Triazol-4-yl)Ethan-1-One DOI Open Access
Bakr F. Abdel‐Wahab, Ahmed F. Mabied, James C. Fettinger

и другие.

Опубликована: Авг. 18, 2023

The reaction of 2-bromo-1-(5-methyl-1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)ethan-1-one (1) with 4-amino-5-((2,4-dichlorophenoxy)methyl)-4H-1,2,4-triazole-3-thiol (2) in absolute ethanol the presence triethyl amine as catalyst gave 2-((4-amino-5-((2,4-dichlorophenoxy)methyl)-4H-1,2,4-triazol-3-yl)thio)-1-(5-methyl-1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)ethan-1-one (3) 73% yield. structure title heterocycle was confirmed by X-ray single crystal diffraction and spectral analyses (NMR IR).

Язык: Английский

Процитировано

1
2-((4-Amino-5-((2,4-dichlorophenoxy)methyl)-4H-1,2,4-triazol-3-yl)thio)-1-(5-methyl-1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)ethan-1-one DOI Creative Commons
Bakr F. Abdel‐Wahab, Ahmed F. Mabied, James C. Fettinger

и другие.

Molbank, Год журнала: 2023, Номер 2023(3), С. M1720 - M1720

Опубликована: Сен. 6, 2023

The reaction of 2-bromo-1-(5-methyl-1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)ethan-1-one (1) with 4-amino-5-((2,4-dichlorophenoxy)methyl)-4H-1,2,4-triazole-3-thiol (2) in absolute ethanol the presence triethyl amine as catalyst gave 2-((4-amino-5-((2,4-dichlorophenoxy)methyl)-4H-1,2,4-triazol-3-yl)thio)-1-(5-methyl-1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)ethan-1-one (3) 73% yield. structure title heterocycle was confirmed by X-ray single crystal diffraction and spectral analyses (NMR IR).

Язык: Английский

Процитировано

0