265977-72-8

Basic information

• Product Name: (Z)-N-(1-chloro-3-oxo-1-phenyl-3-(piperidin-1-yl)prop-1-en-2-yl)benzamide
• Synonyms: (Z)-N-(1-chloro-3-oxo-1-phenyl-3-(piperidin-1-yl)prop-1-en-2-yl)benzamide
• CAS NO: 265977-72-8
• Molecular Formula: C₂₁H₂₁ClN₂O₂
• Molecular Weight: 368.85664
• EINECS: -0
• Mol File: 265977-72-8.mol

Chemical Properties

• Boiling Point: 597.5±50.0 °C(Predicted)
• Appearance: /
• Density: 1.242±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 9.63±0.46(Predicted)
• CAS DataBase Reference: (Z)-N-(1-chloro-3-oxo-1-phenyl-3-(piperidin-1-yl)prop-1-en-2-yl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-N-(1-chloro-3-oxo-1-phenyl-3-(piperidin-1-yl)prop-1-en-2-yl)benzamide(265977-72-8)
• EPA Substance Registry System: (Z)-N-(1-chloro-3-oxo-1-phenyl-3-(piperidin-1-yl)prop-1-en-2-yl)benzamide(265977-72-8)

Safety Data

• Hazardous Substances Data: 265977-72-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(Z)-N-(1-chloro-3-oxo-1-phenyl-3-(piperidin-1-yl)prop-1-en-2-yl)benzamide is used as a synthetic intermediate for the development of drugs aimed at treating a range of medical conditions. Its unique structure, including the phenyl and piperidine groups, allows for the creation of new pharmaceutical compounds with potential therapeutic benefits.
Used in Organic Synthesis:
In the field of organic synthesis, (Z)-N-(1-chloro-3-oxo-1-phenyl-3-(piperidin-1-yl)prop-1-en-2-yl)benzamide can be utilized as a building block or reactant in the synthesis of more complex organic molecules. Its versatile structure enables the formation of various chemical entities with potential applications in different industries.
Used in Chemical Research:
(Z)-N-(1-chloro-3-oxo-1-phenyl-3-(piperidin-1-yl)prop-1-en-2-yl)benzamide also holds promise in chemical research, where it can be employed to study the properties and reactions of benzamide derivatives. This research can contribute to the advancement of knowledge in organic chemistry and potentially lead to the discovery of new compounds and applications.

Upstream product

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

Relevant articles and documents

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.