Crystal structure of (Z)-4-(4-oxopent-2-en-2-ylamino)benzenesulfonamide, C11H14N2O3S

Ghorab, Mostafa M.; Alsaid, Mansour S.; Ghabbour, Hazem A.; Al-Mishari, Abdullah A.

doi:10.1515/ncrs-2015-0297

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2024

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Cited by 2 publications

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References 15 publications

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“…56 (two independent molecules ): torsion = 114.2 and 115.1°; N1 = 113.0 and 112.5°, N2 = 103.4 and 103.8°, Δθ = 9.6 and 8.7°. 57 : not in the CSD, two independent molecules , torsion = 43.9 and −62.5°; N1 = 112.0 and 112.4°, N2 = 103.9 and 103.7°, Δθ = 8.1 and 8.7°.…”

Section: Structurementioning

confidence: 99%

The Structure ofN‐phenyl‐pyrazoles and Indazoles: Mononitro, Dinitro, and Trinitro Derivatives

Claramunt

María

Alkorta

et al. 2017

Journal of Heterocyclic Chem

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Section: Structurementioning

confidence: 99%

The Structure ofN‐phenyl‐pyrazoles and Indazoles: Mononitro, Dinitro, and Trinitro Derivatives

Claramunt

María

Alkorta

et al. 2017

Journal of Heterocyclic Chem

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Phosphatase Alkaline Inhibition and Antithyroid Activity of Acetylacetone Sulfonamide Derived Schiff Base. In Vitro and In Silico Studies

Gaddi,

Caro‐Ramírez,

Antonena

et al. 2024

ChemistrySelect

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The sulfonamide‐derived compounds have demonstrated various pharmaceutical properties. However, the exploration of certain properties, such as phosphatase inhibition and anti‐thyroid activities, has been limited in the existing literature. The present study aimed to investigate these specific activities for the Schiff base (Z)‐4‐(4‐oxopent‐2‐en‐2‐ylamino)benzenesulfonamide. The compound underwent thorough physicochemical characterization, including FTIR, Raman, and UV‐Vis spectroscopy, along with theoretical DFT calculations. It exhibited inhibitory activity against intestinal alkaline phosphatase, showing an IC50 value of 37.0±1.0 μM, with kinetic studies indicating a mixed mode of inhibition. Additional insights into the inhibition process were gained through fluorescence spectroscopy and molecular docking studies. The potential anti‐thyroid activity was explored through charge‐transfer studies with iodine, revealing a strong interaction (Kc=2.16±0.05×104 M−1), suggesting a role in reducing the iodination process of triiodothyronine (T3) and thyroxine (T4). Moreover, the compound showed strong, spontaneous, and reversible binding to albumin, indicating potential pharmaceutical relevance. ADME properties were also calculated, confirming favorable drug‐likeness. This study provides valuable insights into the multifaceted pharmaceutical properties of the investigated sulfonamide‐derived compound, encouraging further exploration of its therapeutic potential.

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Crystal structure of (Z)-4-(4-oxopent-2-en-2-ylamino)benzenesulfonamide, C₁₁H₁₄N₂O₃S

Cited by 2 publications

References 15 publications

The Structure ofN‐phenyl‐pyrazoles and Indazoles: Mononitro, Dinitro, and Trinitro Derivatives

The Structure ofN‐phenyl‐pyrazoles and Indazoles: Mononitro, Dinitro, and Trinitro Derivatives

Phosphatase Alkaline Inhibition and Antithyroid Activity of Acetylacetone Sulfonamide Derived Schiff Base. In Vitro and In Silico Studies

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