114431-72-0

Basic information

• Product Name: 4-[(2E)-3-(Dimethylamino)-1-oxo-2-propen-1-yl]benzoic acid methyl ester
• Synonyms: 4-[(2E)-3-(Dimethylamino)-1-oxo-2-propen-1-yl]benzoic acid methyl ester;(E)-Methyl 4-(3-(diMethylaMino)acryloyl)benzoate;Methyl4-[3-(dimethylamino)prop-2-enoyl]benzoate;Benzoic acid, 4-[3-(dimethylamino)-1-oxo-2-propenyl]-, methyl ester,(E)-;enzoic acid, 4-[3-(dimethylamino)-1-oxo-2-propenyl]-, methyl ester,(E)-;methyl 4-[(2E)-3-(dimethylamino)prop-2-enoyl]benzoate
• CAS NO: 114431-72-0
• Molecular Formula: C₁₃H₁₅NO₃
• Molecular Weight: 233.2631
• Mol File: 114431-72-0.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• Density: 1.114
• CAS DataBase Reference: 4-[(2E)-3-(Dimethylamino)-1-oxo-2-propen-1-yl]benzoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[(2E)-3-(Dimethylamino)-1-oxo-2-propen-1-yl]benzoic acid methyl ester(114431-72-0)
• EPA Substance Registry System: 4-[(2E)-3-(Dimethylamino)-1-oxo-2-propen-1-yl]benzoic acid methyl ester(114431-72-0)

Safety Data

• Hazardous Substances Data: 114431-72-0(Hazardous Substances Data)

Usage

General Description

The chemical 4-[(2E)-3-(Dimethylamino)-1-oxo-2-propen-1-yl]benzoic acid methyl ester, also known as methacrylic acid 4-dimethylaminobenzylester, is a methyl ester derivative of methacrylic acid and 4-dimethylaminobenzoic acid. It is commonly used as a reactive monomer in the production of polymers and plastics, and it can also be used as a UV-curable resin and adhesive. This chemical is known for its ability to polymerize easily when exposed to light, making it useful in various industrial applications. Additionally, it has been reported to have potential applications in drug delivery and therapeutic treatments due to its unique chemical properties.

Upstream product

• 3609-53-8 methyl 4-acetylbenzoate 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 68-12-2 N,N-dimethyl-formamide 
• 586-89-0 4-acetyl-benzoic acid 
• 38430-55-6 ethyl-4-acetylbenzoate 

Downstream Products

• 179057-11-5 4-(1-methyl-1H-pyrazol-3-yl)benzoic acid methyl ester 
• 179057-12-6 methyl 4-(1-methyl-1H-pyrazol-5-yl)benzoate 
• 216959-98-7 4-(2-aminopyrimidin-4-yl)benzoic acid 
• 1177423-37-8 C₁₉H₁₂N₂O₄ 
• 1177423-26-5 C₁₉H₁₂N₂O₄ 
• 1056634-68-4 Momelotinib 
• 945749-71-3 4-(2-(4-(morpholinophenyl)amino)pyrimidin-4-yl)benzoic acid 
• 1417885-36-9 N-[[(2-isopropylphenyl)amino]thioxomethyl]-N'-((4-(1-(4-(trifluoromethoxy)phenyl)-1H-pyrazol-3-yl)phenyl))urea 
• 1417885-86-9 4-(1-(4-(trifluoromethoxy)phenyl)-1H-pyrazol-3-yl)benzoyl azide 
• 885015-52-1 4-(1-(4-(trifluoromethoxy)phenyl)-1H-pyrazol-3-yl)benzoic acid 

Relevant articles and documents

Discovery of highly potent tubulin polymerization inhibitors: Design, synthesis, and structure-activity relationships of novel 2,7-diaryl-[1,2,4]triazolo[1,5-a]pyrimidines

By removing 5-methyl and 6-acetyl groups in our previously reported compound 3, we designed a series of novel 2,7-diaryl-[1,2,4]triazolo[1,5-a]pyrimidine derivatives as potential tubulin polymerization inhibitors. Among them, compound 5e displayed low nanomolar antiproliferative efficacy on HeLa cells which was 166-fold higher than the lead analogue 3. Interestingly, 5e displayed significant selectivity in inhibiting cancer cells over HEK-293 (normal human embryonic kidney cells). In addition, 5e dose-dependently arrested HeLa in G2/M phase through the alterations of the expression levels of p-cdc2 and cyclin B1, and caused HeLa cells apoptosis by regulation of expressions of cleaved PARP. Further evidence demonstrated that 5e effectively inhibited tubulin polymerization and was 3-fold more powerful than positive control CA-4. Moreover, molecular docking analysis indicated that 5e overlapped well with CA-4 in the colchicine-binding site. These studies demonstrated that 2,7-diaryl-[1,2,4]triazolo[1,5-a]pyrimidine skeleton might be used as the leading unit to develop novel tubulin polymerization inhibitors as potential anticancer agents.

Co(III)-Catalyzed Enaminone-Directed C-H Amidation for Quinolone Synthesis

We report herein the development of a Co(III)-catalyzed enaminone-directed C-H amidation method for synthetic access to quinolones, an important heterocyclic scaffold for diverse pharmaceutically active structures. The C-H coupling with dioxazolones and subsequent deacylation of an installed amide group allow consecutive C-N coupling generation of quinolones with wide-ranging compatible substituent patterns.

Enaminones as Synthons for a Directed C?H Functionalization: RhIII-Catalyzed Synthesis of Naphthalenes

The use of enaminones as effective synthons for a directed C?H functionalization is reported. Proof-of-concept protocols have been developed for the RhIII-catalyzed synthesis of naphthalenes, based on the coupling of enaminones with either alkynes or α-diazo-β-ketoesters. Two inherently reactive functionalities (hydroxy and aldehyde groups) are integrated into the newly formed cyclic framework and a broad range of substituents are tolerated, rendering target products readily available for further elaboration.