130263-10-4

Basic information

• Product Name: 1-[3-(3,4-dimethoxyphenyl)prop-2-enoyl]piperidin-2-one
• Synonyms: 1-[3-(3,4-dimethoxyphenyl)prop-2-enoyl]piperidin-2-one;3'-DeMethoxypiplartine;Demethoxypiplartine;N-(3,4-Dimethoxy-(E)-cinnamoyl)-delta3-pyridin-2-one
• CAS NO: 130263-10-4
• Molecular Formula: C₁₆H₁₇NO₄
• Molecular Weight: 287.31
• Mol File: 130263-10-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 116-117℃ (methanol )
• Boiling Point: 476.8°Cat760mmHg
• Flash Point: 242.1°C
• Appearance: /
• Density: 1.194g/cm³
• Vapor Pressure: 2.97E-09mmHg at 25°C
• Refractive Index: 1.576
• CAS DataBase Reference: 1-[3-(3,4-dimethoxyphenyl)prop-2-enoyl]piperidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[3-(3,4-dimethoxyphenyl)prop-2-enoyl]piperidin-2-one(130263-10-4)
• EPA Substance Registry System: 1-[3-(3,4-dimethoxyphenyl)prop-2-enoyl]piperidin-2-one(130263-10-4)

Safety Data

• Hazardous Substances Data: 130263-10-4(Hazardous Substances Data)

Usage

General Description

1-[3-(3,4-dimethoxyphenyl)prop-2-enoyl]piperidin-2-one is a chemical compound with the molecular formula C17H21NO4. It is a piperidone derivative with a substituted prop-2-enoyl group and a dimethoxyphenyl group. 1-[3-(3,4-dimethoxyphenyl)prop-2-enoyl]piperidin-2-one has potential pharmaceutical applications, particularly in the fields of medicine and drug development. It may exhibit various biological activities, including anti-inflammatory, analgesic, and neuroprotective properties. Further research and testing are necessary to fully understand the potential uses and effects of 1-[3-(3,4-dimethoxyphenyl)prop-2-enoyl]piperidin-2-one.

InChI:InChI=1/C16H19NO4/c1-20-13-8-6-12(11-14(13)21-2)7-9-16(19)17-10-4-3-5-15(17)18/h6-9,11H,3-5,10H2,1-2H3/b9-7+

Upstream product

• 14737-89-4 3,4-dimethoxy-trans-cinnamic acid 
• 1415686-28-0 N-(but-3-en-1-yl)prop-2-enamide 
• 6052-73-9 5,6-dihydro-2(1H)-pyridinone 

Relevant articles and documents

Senolytic activity of piperlongumine analogues: Synthesis and biological evaluation

Selective clearance of senescent cells (SCs) has emerged as a potential therapeutic approach for age-related diseases, as well as chemotherapy- and radiotherapy-induced adverse effects. Through a cell-based phenotypic screening approach, we recently identified piperlongumine (PL), a dietary natural product, as a novel senolytic agent, referring to small molecules that can selectively kill SCs over normal or non-senescent cells. In an effort to establish the structure-senolytic activity relationships of PL analogues, we performed a series of structural modifications on the trimethoxyphenyl and the α,β-unsaturated δ-valerolactam rings of PL. We show that modifications on the trimethoxyphenyl ring are well tolerated, while the Michael acceptor on the lactam ring is critical for the senolytic activity. Replacing the endocyclic C2–C3 olefin with an exocyclic methylene at C2 render PL analogues 47–49 with increased senolytic activity. These α-methylene containing analogues are also more potent than PL in inducing ROS production in WI-38 SCs. Similar to PL, 47–49 reduce the protein levels of oxidation resistance 1 (OXR1), an important oxidative stress response protein that regulates the expression of a variety of antioxidant enzymes, in cells. This study represents a useful starting point toward the discovery of senolytic agents for therapeutic uses.

COMPOSITIONS AND METHODS FOR SELECTIVELY DEPLETING SENESCENT CELLS

The present disclosure provides compositions and methods for selectively killing senescent cells, wherein the composition comprises piperlongumine (PL) or derivative thereof. The selective killing of senescent cells may delay aging and/or treat age-related disorders.