50866-75-6

Basic information

• Product Name: 1-(1-PENTYL)PIPERAZINE
• Synonyms: Piperazine, 1-pentyl- (6CI,9CI);1-PENTYLPIPERAZINE;1-pentylpiperazine(SALTDATA: FREE);1-(Pent-1-yl)piperazine;1-amylpiperazine;1-(1-PENTYL)PIPERAZINE;RARECHEM AH CK 0148;1-(1-PENTYL)-PIPERAZINE >98%
• CAS NO: 50866-75-6
• Molecular Formula: C₉H₂₀N₂
• Molecular Weight: 156.27
• Product Categories: PIPERIDINE;piperazines
• Mol File: 50866-75-6.mol

Chemical Properties

• Boiling Point: 88-91°C/20mm
• Flash Point: 73.6 °C
• Appearance: /
• Density: 0.865 g/cm³
• Vapor Pressure: 0.138mmHg at 25°C
• Refractive Index: 1.45
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 9.32±0.10(Predicted)
• CAS DataBase Reference: 1-(1-PENTYL)PIPERAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(1-PENTYL)PIPERAZINE(50866-75-6)
• EPA Substance Registry System: 1-(1-PENTYL)PIPERAZINE(50866-75-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• HazardClass: IRRITANT
• Hazardous Substances Data: 50866-75-6(Hazardous Substances Data)

Usage

Uses

Used in Recreational Settings:
1-(1-Pentyl)piperazine is used as a psychoactive substance for its euphoric and stimulant effects, often sought after in recreational settings for its ability to induce feelings of euphoria and stimulation.
Used in Illicit Drug Products:
1-(1-Pentyl)piperazine is used as an ingredient in illegal drug products, commonly sold under street names such as "Legal X" or "A3A." Its inclusion in these products is due to its psychoactive properties, which can lead to abuse and a range of adverse health effects.

InChI:InChI=1/C9H20N2/c1-2-3-4-7-11-8-5-10-6-9-11/h10H,2-9H2,1H3

Upstream product

• 110-85-0 piperazine 
• 628-17-1 amyl iodide 
• 110-53-2 1-Bromopentane 

Downstream Products

• 1245316-89-5 2-(4-fluorophenyl)-7-(4-pentylpiperazin-1-yl)thiazolo[5,4-d]pyrimidin-5-amine 
• 77777-05-0 8-Benzylthio-4-morpholino-2-(N-pentyl-piperazino)-pyrimido-[5,4-d]-pyrimidine 
• 129664-02-4 4-Pentyloxy-2-(4-pentyl-piperazin-1-yl)-quinazoline; compound with (E)-but-2-enedioic acid 

Relevant articles and documents

Alkylated Piperazines and Piperazine-Azole Hybrids as Antifungal Agents

The extensive use of fluconazole (FLC) and other azole drugs has caused the emergence and rise of azole-resistant fungi. The fungistatic nature of FLC in combination with toxicity concerns have resulted in an increased demand for new azole antifungal agents. Herein, we report the synthesis and antifungal activity of novel alkylated piperazines and alkylated piperazine-azole hybrids, their time-kill studies, their hemolytic activity against murine erythrocytes, as well as their cytotoxicity against mammalian cells. Many of these molecules exhibited broad-spectrum activity against all tested fungal strains, with excellent minimum inhibitory concentration (MIC) values against non-albicans Candida and Aspergillus strains. The most promising compounds were found to be less hemolytic than the FDA-approved antifungal agent voriconazole (VOR). Finally, we demonstrate that the synthetic alkylated piperazine-azole hybrids do not function by fungal membrane disruption, but instead by disruption of the ergosterol biosynthetic pathway via inhibition of the 14α-demethylase enzyme present in fungal cells.

Synthesis and investigation of novel benzimidazole derivatives as antifungal agents

The rise and emergence of resistance to antifungal drugs by diverse pathogenic fungal strains have resulted in an increase in demand for new antifungal agents. Various heterocyclic scaffolds with different mechanisms of action against fungi have been investigated in the past. Herein, we report the synthesis and antifungal activities of 18 alkylated mono-, bis-, and trisbenzimidazole derivatives, their toxicities against mammalian cells, as well as their ability to induce reactive oxygen species (ROS) in yeast cells. Many of our bisbenzimidazole compounds exhibited moderate to excellent antifungal activities against all tested fungal strains, with MIC values ranging from 15.6 to 0.975?μg/mL. The fungal activity profiles of our bisbenzimidazoles were found to be dependent on alkyl chain length. Our most potent compounds were found to display equal or superior antifungal activity when compared to the currently used agents amphotericin B, fluconazole, itraconazole, posaconazole, and voriconazole against many of the strains tested.