263744-11-2

Basic information

• Product Name: (2E,4E)-5-(benzo[d][1,3]dioxol-5-yl)-N-cyclohexylpenta-2,4-dienamide
• Synonyms: (2E,4E)-5-(benzo[d][1,3]dioxol-5-yl)-N-cyclohexylpenta-2,4-dienamide
• CAS NO: 263744-11-2
• Molecular Weight: 299.37
• Mol File: 263744-11-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (2E,4E)-5-(benzo[d][1,3]dioxol-5-yl)-N-cyclohexylpenta-2,4-dienamide(CAS DataBase Reference)
• NIST Chemistry Reference: (2E,4E)-5-(benzo[d][1,3]dioxol-5-yl)-N-cyclohexylpenta-2,4-dienamide(263744-11-2)
• EPA Substance Registry System: (2E,4E)-5-(benzo[d][1,3]dioxol-5-yl)-N-cyclohexylpenta-2,4-dienamide(263744-11-2)

Safety Data

• Hazardous Substances Data: 263744-11-2(Hazardous Substances Data)

Upstream product

• 108-91-8 cyclohexylamine 
• 136-72-1 piperic acid 
• 94-62-2 Piperine 
• 700359-91-7 piperic acid mesylate 
• 4711-72-2 piperic acid chloride 

Relevant articles and documents

Structure–activity relationship of piperine and its synthetic amide analogs for therapeutic potential to prevent experimentally induced ER stress in vitro

Endoplasmic reticulum (ER) is the key organelle involved in protein folding and maturation. Emerging studies implicate the role of ER stress in the development of chronic kidney disease. Thus, there is an urgent need for compounds that could ameliorate ER

Synthesis and biological evaluation of piperic acid amides as free radical scavengers and αglucosidase inhibitors

A series of piperic acid amides (4-24, 29, 30) were synthesized and their 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging and α-glucosidase inhibitory activities were evaluated. Among the synthesized compounds, the amides 11, 13 and 15, which contain o-methoxyphenol, catechol or 5-hydroxyindole moieties, showed potent DPPH free radical scavenging activity (11: EC50 140 μM; 13: EC50 28 μM; 15: EC50 20 μM). The amides 10, 18 and 23 showed higher inhibitory activity of α-glucosidase (10: IC50 21 μM; 18: IC50 21 μM; 23: IC50 12 μM). These data suggest that the hydrophobicity of the conjugated amines is an important determinant of α-glucosidase inhibitory activity. In addition, the amides 13 and 15 showed both potent DPPH free radical scavenging activity and α-glucosidase inhibitory activity (13: IC50 46 μM; 15: IC50 46 μM). This is the first report identifying the DPPH free radical scavenging and α-glucosidase inhibitory activities of piperic acid amides and suggests that these amides may serve as lead compounds for the development of novel αglucosidase inhibitors with antioxidant activity.

Synthesis and insecticidal activity of new amide derivatives of piperine

The natural lipophilic amides piperine and piperiline were isolated from Piper nigrum L (Piperaceae). Piperine was hydrolysed into piperic acid (85% yield) which was converted into 16 amides (28-89% yield). The contact toxicity of all synthetic amides, and also that of piperine and piperiline, at the dose 10 μg per insect, was evaluated for the Brazilian economically important insects Ascia monuste orseis Latr, Acanthoscelides obtectus Say, Brevicoryne brassicae L, Protopolybia exigua DeSaus and Cornitermes cumulans Kollar. The results demonstrated that the insects have different sensivities to the various amides, with mortality ranging from 0 to 97.5% according to the compound and insect species. (C) 2000 Society of Chemical Industry.