1220094-90-5

Basic information

• Product Name: (E)-4-(4-isopropylphenyl)-4-oxo-2-butenoic acid phenylamide
• Synonyms: (E)-4-(4-isopropylphenyl)-4-oxo-2-butenoic acid phenylamide
• CAS NO: 1220094-90-5
• Molecular Weight: 293.365
• Mol File: 1220094-90-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (E)-4-(4-isopropylphenyl)-4-oxo-2-butenoic acid phenylamide(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-4-(4-isopropylphenyl)-4-oxo-2-butenoic acid phenylamide(1220094-90-5)
• EPA Substance Registry System: (E)-4-(4-isopropylphenyl)-4-oxo-2-butenoic acid phenylamide(1220094-90-5)

Safety Data

• Hazardous Substances Data: 1220094-90-5(Hazardous Substances Data)

Upstream product

• 98-82-8 Isopropylbenzene 
• 29587-82-4 (E)-4-(4-isopropylphenyl)-4-oxo-2-butenoic acid 
• 62-53-3 aniline 

Downstream Products

• 1220094-67-6 (RS)-4-(4-isopropylphenyl)-4-oxo-N-phenyl-2-(1-piperidinyl)butyramide 
• 1220094-74-5 (RS)-4-(4-isopropylphenyl)-4-oxo-N-phenyl-2-(4-morpholinyl)butyramide 
• 1220094-80-3 (RS)-4-(4-isopropylphenyl)-4-oxo-N-phenyl-2-(1-imidazolyl)butyramide 
• 1220094-86-9 4-(4-isopropylphenyl)-2-{8-[3-(4-isopropylphenyl)-3-oxo-1-phenylcarbamoyl-propylamino]-octylamino}-4-oxo-N-phenyl-butyramide 
• 1638111-52-0 C₂₆H₂₈N₂O₂ 

Relevant articles and documents

Structural modifications of 4-aryl-4-oxo-2-aminylbutanamides and their acetyl- and butyrylcholinesterase inhibitory activity. Investigation of AChE-ligand interactions by docking calculations and molecular dynamics simulations

Congeneric set of thirty-eight 4-aryl-4-oxo-2-(N-aryl/cycloalkyl) butanamides has been designed, synthesized and evaluated for acetyl- and butyrylcholinesterase inhibitory activity. Structural variations included cycloalkylamino group attached to C2 posit

4-Aryl-4-oxo-N-phenyl-2-aminylbutyramides as acetyl- and butyrylcholinesterase inhibitors. Preparation, anticholinesterase activity, docking study, and 3D structure-activity relationship based on molecular interaction fields

Synthesis and anticholinesterase activity of 4-aryl-4-oxo-N-phenyl-2-aminylbutyramides, novel class of reversible, moderately potent cholinesterase inhibitors, are reported. Simple substituent variation on aroyl moiety changes anti-AChE activity for two orders of magnitude; also substitution and type of hetero(ali)cycle in position 2 of butanoic moiety govern AChE/BChE selectivity. The most potent compounds showed mixed-type inhibition, indicating their binding to free enzyme and enzyme-substrate complex. Alignment-independent 3D QSAR study on reported compounds, and compounds having similar potencies obtained from the literature, confirmed that alkyl substitution on aroyl moiety of molecules is requisite for inhibition activity. The presence of hydrophobic moiety at close distance from hydrogen bond acceptor has favorable influence on inhibition potency. Docking studies show that compounds probably bind in the middle of the AChE active site gorge, but are buried deeper inside BChE active site gorge, as a consequence of larger BChE gorge void.