Synthesis, crystal structure, spectroscopic characterization, α-glucosidase inhibition and computational studies of (E)-5-methyl-N′-(pyridin-2-ylmethylene)-1H-pyrazole-3-carbohydrazide (original) (raw)

5-Amino-1-phenyl-1H-pyrazole-4-carboxylic acid

Acta crystallographica. Section E, Structure reports online, 2008

Key indicators: single-crystal X-ray study; T = 150 K; mean (C-C) = 0.002 Å; R factor = 0.043; wR factor = 0.117; data-to-parameter ratio = 19.3. organic compounds o1312 Zia-ur-Rehman et al.

Novel pyridine-2,4,6-tricarbohydrazide derivatives: Design, synthesis, characterization and in vitro biological evaluation as α- and β-glucosidase inhibitors

Bioorganic Chemistry, 2014

Pyridine-2,4,6-tricarbohydrazide Acarbose MMFF94X + Solvation a b s t r a c t A range of novel pyridine 2,4,6-tricarbohydrazide derivatives (4a-4h) were synthesized and its biological inhibition towards aand b-glucosidases was studied. Most of the compounds demonstrate to be active against a-glucosidase, and quite inactive/completely inactive against b-glucosidase. A number of compounds were found to be more active against a-glucosidase than the reference compound acarbose (IC 50 38.25 ± 0.12 lM); being compound 4d with the p-hydroxy phenyl motive the most active (IC 50 20.24 ± 0.72 lM). Molecular modeling studies show the interactions of compound 4d with the active site of target a-glucosidase kinase.

N′-Acetyl-3-methyl-1,6-diphenyl-1H-pyrazolo[3,4-b]pyridine-4-carbohydrazide

Molbank, 2020

Synthesis of N-acetyl-3-methyl-1,6-diphenyl-1H-pyrazolo[3,4-b]pyridine-4-carbohydrazide from the phenyl acetates of 3-acetyl-5-(3-methyl-1,6-diphenyl-1H-pyrazolo[3,4-b]pyridine-4-yl)-2,3dihydro-1,3,4-oxadiazol-2-yl in alkaline medium and its characterization by spectroscopic methods.

Design, synthesis, biological evaluation, and molecular modeling studies of pyrazole-benzofuran hybrids as new α-glucosidase inhibitor

Scientific Reports, 2021

In this work, new derivatives of biphenyl pyrazole-benzofuran hybrids were designed, synthesized and evaluated in vitro through enzymatic assay for inhibitory effect against α-glucosidase activity. Newly identified inhibitors were found to be four to eighteen folds more active with IC50 values in the range of 40.6 ± 0.2–164.3 ± 1.8 µM, as compared to the standard drug acarbose (IC50 = 750.0 ± 10.0 μM). Limited Structure-activity relationship was established. A kinetic binding study indicated that most active compound 8e acted as the competitive inhibitors of α-glucosidase with Ki = 38 μM. Molecular docking has also been performed to find the interaction modes responsible for the desired inhibitory activity. As expected, all pharmacophoric features, used in the design of the hybrid, are involved in the interaction with the active site of the enzyme. In addition, molecular dynamic simulations showed compound 8e oriented vertically into the active site from mouth to the bottom and stab...

Crystal structure of N′-(4-(dimethylamino)benzylidene)-5-phenyl-1H-pyrazole-3-carbohydrazide, C19H19N5O

Zeitschrift für Kristallographie - New Crystal Structures, 2016

C19H19N5O, triclinic, P1̅ (no. 2), a = 11.8865(6) Å, b = 12.6289(7) Å, c = 13.5579(7) Å, α = 74.552(2)°, β = 83.174(2)°, γ = 62.534(2)°, V = 1740.56(16) Å3, Z = 4, R gt (F) = 0.0610, wR ref (F 2 ) = 0.1713, T = 100 K.