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N-(4,5-dihydro-1,3-thiazol-2-yl)-2-phenylacetamide is a chemical compound with the molecular formula C11H10N2OS. It is a derivative of acetamide, featuring a 1,3-thiazole ring fused to a dihydro structure. N-(4,5-dihydro-1,3-thiazol-2-yl)-2-phenylacetamide is characterized by its potential pharmaceutical applications, particularly as an inhibitor of the enzyme dipeptidyl peptidase-4 (DPP-4), which plays a role in glucose regulation. The compound's structure includes a phenyl group attached to the acetamide backbone, which may contribute to its biological activity. It is an example of how the fusion of different heterocyclic systems with traditional pharmacophore groups can lead to the development of new therapeutic agents.

6558-33-4

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6558-33-4 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 6558-33-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,5,5 and 8 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 6558-33:
(6*6)+(5*5)+(4*5)+(3*8)+(2*3)+(1*3)=114
114 % 10 = 4
So 6558-33-4 is a valid CAS Registry Number.

6558-33-4Downstream Products

6558-33-4Relevant academic research and scientific papers

Targeting quorum sensing by designing azoline derivatives to inhibit the N-hexanoyl homoserine lactone-receptor CviR: Synthesis as well as biological and theoretical evaluations

Bucio-Cano, Alejandro,Reyes-Arellano, Alicia,Correa-Basurto, José,Bello, Martiniano,Torres-Jaramillo, Jenifer,Salgado-Zamora, Héctor,Curiel-Quesada, Everardo,Peralta-Cruz, Javier,Avila-Sorrosa, Alcives

, p. 7565 - 7577 (2015/12/18)

To counteract bacterial resistance, we investigated the interruption of quorum sensing mediated by non-classical bioisosteres of the N-hexanoyl homoserine lactone with an azoline core. For this purpose, a set of selected 2-substituted azolines was synthesized, establishing the basis for a new protocol to synthesize 2-amino imidazolines. The synthesized compounds were evaluated as inhibitors of violacein production in Chromobacterium violaceum. Theoretical studies on bioisostere-protein interactions were performed using CviR. The results show that some azolines decreased violacein production, suggesting an antiquorum sensing profile against Gram-negative bacteria. Docking and molecular dynamic simulations together with binding free energy calculations revealed the exact binding and inhibitory profiles. These theoretical results show relationship with the in vitro activity of the azoline series.

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