705293-97-6

Usage

Chemical structure

The compound consists of a piperidine ring with a phenyl group and a bromine atom attached to it, along with a benzoylamino group and a ketone functional group as part of a 3-phenyl-3-bromopropenyl chain.

Z configuration

The double bond between the ketone and the phenyl group has a Z configuration, which refers to the arrangement of the substituents around the double bond.

Functional groups

The compound contains a ketone functional group (C=O) and an amide functional group (C-N) within the benzoylamino group.

Aromaticity

The phenyl group in the compound is aromatic, which contributes to its stability and potential reactivity in chemical reactions.

Halogenation

The presence of a bromine atom in the molecule allows for further functionalization and reactivity, as halogens can be replaced by other functional groups in various reactions.

Potential applications

Due to its unique structural features and potential biological activities, the compound may have applications in organic synthesis, pharmaceutical research, and medicinal chemistry.

Further research

More research is needed to fully understand the properties and potential uses of 1-[(Z)-1-oxo-2-(benzoylamino)-3-phenyl-3-bromopropenyl]piperidine in various fields, as its specific reactivity, stability, and biological activity have not been extensively studied.

Solubility

The compound's solubility in different solvents is not explicitly mentioned, but it is likely to be influenced by the presence of the aromatic ring, the amide group, and the bromine atom.

Stereochemistry

The compound has a specific stereochemistry due to the Z configuration of the double bond, which may affect its reactivity and potential biological activity.

Molecular weight

The molecular weight of the compound can be calculated based on the atomic weights of its constituent atoms, which may influence its physical properties and potential applications.

Upstream product

• 100-52-7 benzaldehyde 
• 842-74-0 4-benzylidene-2-phenyloxazole-5(4H)-one 
• 356791-01-0 N-(1-oxo-3-phenyl-1-(piperidin-1-yl)-prop-2-en-2-yl)benzamide 
• 110-89-4 piperidine 
• 17606-70-1 (4Z)-4-benzylidene-2-phenyl-1,3-oxazol-5(4H)-one 

Relevant academic research and scientific papers

Synthesis and quantitative structure-activity relationships study for phenylpropenamide derivatives as inhibitors of hepatitis B virus replication

A series of new phenylpropenamide derivatives containing different substituents was synthesized, characterized and evaluated for their anti-hepatitis B virus (HBV) activities. The quantitative structure eactivity relationships (QSAR) of phenylpropenamide compound have been studied. The 2D-QSAR models, based on DFT and multiple linear regression analysis methods, revealed that higher values of total energy (TE) and lower entropy (Sθ) enhanced the anti-HBV activities of the phenylpropenamide molecules. Predictive 3D-QSAR models were established using SYBYL multifit molecular alignment rule. The optimum models were all statistically significant with cross-validated and conventional coefficients, indicating that they were reliable enough for activity prediction.

Phenylpropenamide derivatives: Anti-hepatitis B virus activity of the Z isomer, SAR and the search for novel analogs

Phenylpropenamides have been reported to be a class of non-nucleoside inhibitors of the hepatitis B virus (HBV). This class of compounds was explored with the objective of developing potent anti-HBV agents, with a novel mechanism of action, that could be combined with nucleos(t)ide analogs currently used to treat HBV infection. To accomplish this objective a series of substituted arylpropenamide derivatives were prepared and the E and Z geometrical isomers were separated. The structural identity of each of the E and Z isomers was determined by single crystal X-ray crystallography. Contrary to previous reports, the activity of this class of molecules resides in the Z isomer. Further structure-activity relationship studies around the active Z isomer identified compounds that displayed potent antiviral activity against HBV with EC90 value of approximately 0.5 μM in vitro. Attempts to develop ring constrained analogs did not lead to active HBV inhibitors.

2-SUBSTITUTED-3-PROPENAMIDE DERIVATIVES AND METHODS OF USING THE SAME

This invention provides 2-substituted-propenamide derivatives and their compositions for the treament of hepatitis B virus and/or hepatitis D virus.