247118-08-7

Basic information

• Product Name: 3-(4-Benzyl-piperazin-1-yl)-benzonitrile
• Synonyms: 3-(4-Benzyl-piperazin-1-yl)-benzonitrile
• CAS NO: 247118-08-7
• Molecular Formula: C₁₈H₁₉N₃
• Molecular Weight: 277.36356
• Mol File: 247118-08-7.mol

Chemical Properties

• Boiling Point: 436.9±45.0 °C(Predicted)
• Appearance: /
• Density: 1.17±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 7.35±0.10(Predicted)
• CAS DataBase Reference: 3-(4-Benzyl-piperazin-1-yl)-benzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-Benzyl-piperazin-1-yl)-benzonitrile(247118-08-7)
• EPA Substance Registry System: 3-(4-Benzyl-piperazin-1-yl)-benzonitrile(247118-08-7)

Safety Data

• Hazardous Substances Data: 247118-08-7(Hazardous Substances Data)

Usage

Chemical structure

Contains a benzene ring with a nitrile group and a piperazine ring with a benzyl substituent

Potential applications

Medicinal chemistry and drug development, antidepressants, antipsychotics, anxiolytics, anticancer agents, antiviral agents, antibacterial agents

Upstream product

• 2759-28-6 1-phenylmethylpiperazine 
• 403-54-3 m-Fluorobenzonitrile 

Downstream Products

• 1026672-08-1 3-(4-benzyl-piperazin-1-yl)-benzylamine 

Relevant articles and documents

Synthesis and evaluation of cyclic secondary amine substituted phenyl and benzyl nitrofuranyl amides as novel antituberculosis agents

In an ongoing effort to develop new and potent antituberculosis agents, a second-generation series of nitrofuranyl amides was synthesized on the basis of the lead compound 5-nitrofuran-2-carboxylic acid 3,4-dimethoxybenzylamide. The primary design consideration was to improve the solubility and consequently the bioavailability of the series by the addition of hydrophilic rings to the benzyl and phenyl B ring core. The synthesis of 27 cyclic, secondary amine substituted phenyl and benzyl nitrofuranyl amides is described and their activity against Mycobacterium tuberculosis reported. The series showed a strong structure-activity relationship as the benzyl nitrofuranyl amides were significantly more active than similarly substituted phenyl nitrofuranyl amides. Para-substituted benzyl piperazines showed the most antituberculosis activity. Compounds in the series were subsequently selected for bioavailability and in vivo testing. This study led to the successful discovery of novel compounds with increased antituberculosis activity in vitro and a better understanding of the requisite pharmacological properties to advance this class.

HETEROCYCLIC AMIDES WITH ANTI-TUBERCULOSIS ACTIVITY

Compounds having the general structure (I) : wherein A is selected from the group consisting of oxygen, sulfur, and NR15, and R15 is selected from the group consisting of H, alkyl, aryl, substituted alkyl, and substituted aryl; B, D, and E are each independently selected from the group consisting of CH, nitrogen, sulfur and oxygen; R1 is selected from the group consisting of nitro, halo, alkyl ester, phenylsulfanyl, phenylsulfinyl, phenylsulfonyl and sulfonic acid; t is an integer from 1 to 3; and X is a substituted amide and methods of using the novel compounds for treating infections caused microorganisms, including Mycobacterium tuberculosis.

Heterocyclic amides with anti-tuberculosis activity

Compounds having the general structure: wherein A is selected from the group consisting of oxygen, sulfur, and NR15, and R15 is selected from the group consisting of H, alkyl, aryl, substituted alkyl, and substituted aryl; B,D, and E are each independently selected from the group consisting of CH, nitrogen, sulfur and oxygen; R1 is selected from the group consisting of nitro, halo, alkyl ester, arylsulfanyl, arylsulfinyl, arylsulfonyl and sulfonic acid; t is an integer from 1 to 3; and X is a substituted amide, and methods of using the novel compounds for treating infections caused by microorganisms, including Mycobacterium tuberculosis.