128261-84-7

Basic information

• Product Name: 1-(3,4-DiMethoxycinnaMoyl)piperidine
• Synonyms: 1-(3,4-DiMethoxycinnaMoyl)piperidine;(2E)-3-(3,4-Dimethoxyphenyl)-1-(1-piperidinyl)-2-propen-1-one
• CAS NO: 128261-84-7
• Molecular Formula: C16H21NO3
• Molecular Weight: 275.34284
• Product Categories: Alkaloids
• Mol File: 128261-84-7.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(3,4-DiMethoxycinnaMoyl)piperidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3,4-DiMethoxycinnaMoyl)piperidine(128261-84-7)
• EPA Substance Registry System: 1-(3,4-DiMethoxycinnaMoyl)piperidine(128261-84-7)

Safety Data

• Hazardous Substances Data: 128261-84-7(Hazardous Substances Data)

Usage

General Description

1-(3,4-Dimethoxycinnamoyl)piperidine is a chemical compound with the molecular formula C17H23NO3. It is a derivative of piperidine and contains a cinnamoyl group with two methoxy substituents. 1-(3,4-DiMethoxycinnaMoyl)piperidine has potential applications in medicinal chemistry and pharmaceutical research due to its unique structure and potential for biological activity. It may be used as a building block in the synthesis of other organic compounds or as a precursor for the development of new drugs. Further research is needed to fully understand the properties and potential uses of 1-(3,4-Dimethoxycinnamoyl)piperidine in various fields.

Upstream product

• 110-89-4 piperidine 
• 14737-89-4 3,4-dimethoxy-trans-cinnamic acid 
• 39856-08-1 3,4-dimethoxy-cinnamoyl chloride 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 39856-08-1 (E)-3,4-dimethoxycinnamic chloride 

Relevant articles and documents

Quorum sensing and nf-κb inhibition of synthetic coumaperine derivatives from piper nigrum

Bacterial communication, termed Quorum Sensing (QS), is a promising target for virulence attenuation and the treatment of bacterial infections. Infections cause inflammation, a process regulated by a number of cellular factors, including the transcription Nuclear Factor kappa B (NF-κB); this factor is found to be upregulated in many inflammatory diseases, including those induced by bacterial infection. In this study, we tested 32 synthetic derivatives of coumaperine (CP), a known natural compound found in pepper (Piper nigrum), for Quorum Sensing Inhibition (QSI) and NF-κB inhibitory activities. Of the compounds tested, seven were found to have high QSI activity, three inhibited bacterial growth and five inhibited NF-κB. In addition, some of the CP compounds were active in more than one test. For example, compounds CP-286, CP-215 and CP-158 were not cytotoxic, inhibited NF-κB activation and QS but did not show antibacterial activity. CP-154 inhibited QS, decreased NF-κB activation and inhibited bacterial growth. Our results indicate that these synthetic molecules may provide a basis for further development of novel therapeutic agents against bacterial infections.

Effects of piperine analogues on stimulation of melanocyte proliferation and melanocyte differentiation

A wide range of piperine analogues has been synthesised in order to undertake a structure-activity study of their ability to stimulate melanocyte proliferation. Results demonstrate that an aromatic ring containing at least one ether function and a carbonyl group containing side chain is essential for this activity. A number of highly active piperine analogues have been identified, for instance 1-(3,4-methylenedioxyphenyl)-penta-2E,4E-dienoic acid methyl ester (5a), 1-E,E-piperinoyl-isobutylamine (4f) and 1-(3,4- methylenedioxyphenyl)-pentanoic acid cyclohexyl amide (20). A selection of analogues has also been evaluated for their effect on melanocyte morphology and melanogenesis. The piperine analogues altered cell morphology by increasing dendrite formation leading to bi-, tri- and quadripolar cells. These same analogues were found to increase total melanin in cell cultures, although melanin content per cell was not significantly altered from control in the presence of these compounds.