84935-37-5

Basic information

• Product Name: 1-CINNAMOYL-PIPERAZINE
• Synonyms: RARECHEM AH CK 0075;1-[(2E)-3-PHENYLPROP-2-ENOYL]PIPERAZINE;1-CINNAMOYL-PIPERAZINE;1-(3-Phenylacryloyl)piperazine;(2E)-3-phenyl-1-(piperazin-1-yl)prop-2-en-1-one
• CAS NO: 84935-37-5
• Molecular Formula: C13H16N2O
• Molecular Weight: 216.28
• Mol File: 84935-37-5.mol

Chemical Properties

• Boiling Point: 420.5°C at 760 mmHg
• Flash Point: 208.1°C
• Appearance: /
• Density: 1.116g/cm³
• Vapor Pressure: 2.8E-07mmHg at 25°C
• Refractive Index: 1.59
• CAS DataBase Reference: 1-CINNAMOYL-PIPERAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-CINNAMOYL-PIPERAZINE(84935-37-5)
• EPA Substance Registry System: 1-CINNAMOYL-PIPERAZINE(84935-37-5)

Safety Data

• Hazardous Substances Data: 84935-37-5(Hazardous Substances Data)

Usage

Chemical compound

1-Cinnamoyl-piperazine is a chemical compound with the molecular formula C17H18N2O and a molecular weight of 266.34 g/mol.

Derivative

It is a derivative of piperazine with a cinnamoyl group attached to the nitrogen atom.

Common use

It is commonly used as an intermediate in the synthesis of pharmaceuticals and other organic compounds.

Biological activities

1-Cinnamoyl-piperazine has been studied for its potential biological activities, including as an antifungal, antibacterial, and anticonvulsant agent.

Treatment

It has also been investigated for its potential use in the treatment of various neurological disorders.

InChI:InChI=1/C13H16N2O/c16-13(15-10-8-14-9-11-15)7-6-12-4-2-1-3-5-12/h1-7,14H,8-11H2/b7-6+

Upstream product

• 100-52-7 benzaldehyde 
• 645-45-4 hydrocinnamic acid chloride 

Downstream Products

• 1593954-04-1 C₂₂H₂₀N₆O 
• 1593954-43-8 C₂₁H₁₉N₇O 

Relevant articles and documents

In quest of small-molecules as potent non-competitive inhibitors against influenza

A series of scaffolds namely aurones, 3-indolinones, 4-quinolones and cinnamic acid-piperazine hybrids, was designed, synthesized and investigated in vitro against influenza A/H1N1pdm09 virus. Designed molecules adopted different binding mode i.e., in 430-cavity of neuraminidase, unlike sialic acid and oseltamivir in molecular docking studies. All molecules reduced the viral titer and exhibited non-cytotoxicity along with cryo-protective property towards MDCK cells. Molecules (Z)-2-(3′-Chloro-benzylidene)-1,2-dihydro-indol-3-one (2f), (Z)-2-(4′-Chloro-benzylidene)-1,2-dihydro-indol-3-one (2g) and 2-(2′-Methoxy-phenyl)-1H-quinolin-4-one (3a) were the most interesting molecules identified in this research, endowed with robust potencies showing low-nanomolar EC50 values of 4.0 nM, 6.7 nM and 4.9 nM, respectively, compared to reference competitive and non-competitive inhibitors: oseltamivir (EC50 = 12.7 nM) and quercetin (EC50 = 0.56 μM), respectively. Besides, 2f, 2g and 3a exhibited good neuraminidase inhibitory activity in sub-micromolar range (IC50 = 0.52 μM, 3.5 μM, 1.3 μM respectively). Moreover, these molecules were determined as non-competitive inhibitors similar to reference non-competitive inhibitor quercetin unlike reference competitive inhibitor oseltamivir in kinetics studies.

Amide α,β-Dehydrogenation Using Allyl-Palladium Catalysis and a Hindered Monodentate Anilide

A practical and direct method for the α,β-dehydrogenation of amides is reported using allyl-palladium catalysis. Critical to the success of this process was the synthesis and application of a novel lithium N-cyclohexyl anilide (LiCyan). The reaction conditions tolerate a wide variety of substrates, including those with acidic heteroatom nucleophiles.