52063-83-9

Basic information

• Product Name: 1-(THIEN-2-YLCARBONYL)PIPERAZINE
• Synonyms: CHEMBRDG-BB 4103038;ART-CHEM-BB B003994;1-(THIEN-2-YLCARBONYL)PIPERAZINE;AKOS BC-0007;AKOS B003994;(PIPERAZIN-1-YL)(THIOPHEN-2-YL) METHANONE;TIMTEC-BB SBB007005;1-(Thiophene-2-carbonyl)piperazine
• CAS NO: 52063-83-9
• Molecular Formula: C₉H₁₂N₂OS
• Molecular Weight: 196.27
• Mol File: 52063-83-9.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 353 °C at 760 mmHg
• Flash Point: 167.3 °C
• Appearance: /
• Density: 1.226 g/cm³
• Vapor Pressure: 3.7E-05mmHg at 25°C
• CAS DataBase Reference: 1-(THIEN-2-YLCARBONYL)PIPERAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(THIEN-2-YLCARBONYL)PIPERAZINE(52063-83-9)
• EPA Substance Registry System: 1-(THIEN-2-YLCARBONYL)PIPERAZINE(52063-83-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 52063-83-9(Hazardous Substances Data)

Usage

General Description

1-(thien-2-ylcarbonyl)piperazine is a chemical compound that consists of a piperazine ring linked to a thien-2-ylcarbonyl group. It is commonly used in pharmaceutical research as a potential drug candidate due to its structural similarity to certain biologically active compounds. 1-(THIEN-2-YLCARBONYL)PIPERAZINE has been studied for its potential therapeutic applications, particularly in the field of psychiatry and neurology. It exhibits high affinity for certain receptors in the central nervous system, which makes it a promising candidate for the development of drugs targeting conditions such as depression, schizophrenia, and anxiety disorders. Additionally, 1-(thien-2-ylcarbonyl)piperazine has been investigated as a possible anticancer agent, with studies demonstrating its ability to induce apoptosis in cancer cells and inhibit their proliferation.

InChI:InChI=1/C9H12N2OS/c12-9(8-2-1-7-13-8)11-5-3-10-4-6-11/h1-2,7,10H,3-6H2/p+1

Upstream product

• 110-85-0 piperazine 
• 2810-04-0 Ethyl thiophene-2-carboxylate 
• 527-72-0 2-thiophenylcarboxylic acid 
• 473733-88-9 tert-butyl 4-(thiophen-2-ylcarbonyl)piperazine-1-carboxylate 
• 5271-67-0 2-Thiophenecarbonyl chloride 
• 91059-63-1 4-nitrophenyl 2-thiophenecarboxylic acid ester 

Downstream Products

• 910909-46-5 7-benzyl-6-oxo-4-[4-(thiophene-2-carbonyl)-piperazin-1-yl]-6,7-dihydro-thieno[2,3-b]pyridine-5-carboxylic acid ethyl ester 
• 910909-50-1 7-benzyl-6-oxo-4-[4-(thiophene-2-carbonyl)-piperazin-1-yl]-6,7-dihydro-thieno[2,3-b]pyridine-5-carbonitrile 
• 910909-54-5 7-(3-fluoro-benzyl)-2-methyl-6-oxo-4-[4-(thiophene-2-carbonyl)piperazin-1-yl]-6,7-dihydro-thieno[2,3-b]pyridine-5-carboxylic acid ethyl ester 
• 1391636-34-2 C₂₀H₂₃ClN₂O₃S 
• 1260098-47-2 1-{4-[3-((R)-2-methyl-pyrrolidin-1-yl)-propoxy]-phenyl}-2-[4-(thiophene-2-carbonyl)-piperazin-1-yl]-ethanone 

Relevant articles and documents

Reactions of 2,4-Dinitrophenyl 5-substituted-2-thiophenecarboxylates with R2NH/R2NH2 + in 20 Mol % DMSO(aq). Effects of 5-Thienyl Substituent and Leaving Group on the Reaction Mechanism

Reactions of 2,4-dinitrophenyl 2-thiophenecarboxylate (2a–d) with R2NH/R2NH2 + in 20 mol % DMSO(aq) have been studied. The reactions are overall second order, first order to the substrates, and first order to th

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.

Synthesis, characterization, and anti-inflammatory activities of methyl salicylate derivatives bearing piperazine moiety

In this study, a new series of 16 methyl salicylate derivatives bearing a piperazine moiety were synthesized and characterized. The in vivo anti-inflammatory activities of target compounds were investigated against xylol-induced ear edema and carrageenan-induced paw edema in mice. The results showed that all synthesized compounds exhibited potent anti-inflammatory activities. Especially, the anti-inflammatory activities of compounds M15 and M16 were higher than that of aspirin and even equal to that of indomethacin at the same dose. In addition, the in vitro cytotoxicity activities and anti-inflammatory activities of four target compounds were performed in RAW264.7 macrophages, and compound M16 was found to significantly inhibit the release of lipopolysaccharide (LPS)-induced interleukin (IL)-6 and tumor necrosis factor (TNF)-α in a dose-dependent manner. In addition, compound M16 was found to attenuate LPS induced cyclooxygenase (COX)-2 up-regulation. The current preliminary study may provide information for the development of new and safe anti-inflammatory agents.