130288-91-4

Usage

Uses

Used in Pharmaceutical Industry:
Piperazine, 1-(3-thienylmethyl)(9CI) is used as a pharmaceutical compound for its potential applications in the development of drugs. The presence of the thienyl ring and its methylation may contribute to the compound's bioactivity, making it a candidate for various therapeutic applications.
Used in Chemical Research:
Piperazine, 1-(3-thienylmethyl)(9CI) is used as a research chemical for studying the properties and reactions of piperazine derivatives. The unique structure of Piperazine, 1-(3-thienylmethyl)- (9CI), with its thienyl ring, can provide insights into the reactivity and potential applications of similar compounds in various chemical processes.
Used in Industrial Applications:
Piperazine, 1-(3-thienylmethyl)(9CI) is used as an industrial chemical for its potential role in the synthesis of various products. Piperazine, 1-(3-thienylmethyl)(9CI)'s structure may be utilized in the production of intermediates or final products in the chemical industry, depending on its reactivity and stability.

InChI:InChI=1/C9H14N2S/c1-6-12-8-9(1)7-11-4-2-10-3-5-11/h1,6,8,10H,2-5,7H2

Upstream product

• 77278-71-8 tert-butyl 4-(thiophen-3-ylmethyl)piperazine-1-carboxylate 
• 498-62-4 3-thiophene carboxaldehyde 

Relevant academic research and scientific papers

Design, synthesis and SAR of antitubercular benzylpiperazine ureas

Abstract: N-furfuryl piperazine ureas disclosed by scientists at GSK Tres Cantos were chosen as antimycobacterial hits from a phenotypic whole-cell screen. Bioisosteric replacement of the furan ring in the GSK Tres Cantos molecules with a phenyl ring led to molecule (I) with an MIC of 1?μM against Mtb H37Rv, low cellular toxicity (HepG2 IC50 ~ 80?μM), good DMPK properties and specificity for Mtb. With the aim of delineating the SAR associated with (I), fifty-five analogs were synthesized and screened against Mtb. The SAR suggests that the piperazine ring, benzyl urea and piperonyl moieties are essential signatures of this series. Active compounds in this series are metabolically stable, have low cellular toxicity and are valuable leads for optimization. Molecular docking suggests these molecules occupy the Q0 site of QcrB like Q203. Graphic Abstract: Bioisosteric replacement of N-furfuryl piperazine-1-carboxamides yielded molecule (I) a novel lead with satisfactory PD, metabolism, and toxicity profiles.[Figure not available: see fulltext.]

Discovery of Novel Apigenin-Piperazine Hybrids as Potent and Selective Poly (ADP-Ribose) Polymerase-1 (PARP-1) Inhibitors for the Treatment of Cancer

Poly (ADP-ribose) polymerase-1 (PARP-1) is a potential target for the discovery of chemosensitizers and anticancer drugs. Amentoflavone (AMF) is reported to be a selective PARP-1 inhibitor. Here, structural modifications and trimming of AMF have led to a series of AMF derivatives (9a-h) and apigenin-piperazine/piperidine hybrids (14a-p, 15a-p, 17a-h, and 19a-f), respectively. Among these compounds, 15l exhibited a potent PARP-1 inhibitory effect (IC50 = 14.7 nM) and possessed high selectivity to PARP-1 over PARP-2 (61.2-fold). Molecular dynamics simulation and the cellular thermal shift assay revealed that 15l directly bound to the PARP-1 structure. In in vitro and in vivo studies, 15l showed a potent chemotherapy sensitizing effect against A549 cells and a selective cytotoxic effect toward SK-OV-3 cells through PARP-1 inhibition. 15l·2HCl also displayed good ADME characteristics, pharmacokinetic parameters, and a desirable safety margin. These findings demonstrated that 15l·2HCl may serve as a lead compound for chemosensitizers and the (BRCA-1)-deficient cancer therapy.