24489-96-1

Basic information

• Product Name: 2-PROPENOIC ACID, 3-(4-PYRIDINYL)-, ETHYL ESTER
• Synonyms: 3-PYRIDIN-4-YL-ACRYLIC ACID ETHYL ESTER;2-PROPENOIC ACID, 3-(4-PYRIDINYL)-, ETHYL ESTER;(E)-ethyl 3-(pyridin-4-yl)acrylate;Ethyl (E)-3-(4-pyridinyl)-2-propenoate;Ethyl (E)-3-(2-pyridinyl)-2-propenoate;ethyl (2E)-3-(pyridin-4-yl)prop-2-enoate;(Z)-Ethyl 3-(pyridin-4-yl)acrylate;3-Pyridin-4-yl-acrylic acid Methyl ester
• CAS NO: 24489-96-1
• Molecular Formula: C₁₀H₁₁NO₂
• Molecular Weight: 177.2
• Product Categories: pharmacetical
• Mol File: 24489-96-1.mol
• Article Data: 9

Chemical Properties

• Melting Point: 67-69 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 292.583 °C at 760 mmHg
• Flash Point: 130.75 °C
• Appearance: /
• Density: 1.107 g/cm³
• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.553
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 5.15±0.26(Predicted)
• CAS DataBase Reference: 2-PROPENOIC ACID, 3-(4-PYRIDINYL)-, ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PROPENOIC ACID, 3-(4-PYRIDINYL)-, ETHYL ESTER(24489-96-1)
• EPA Substance Registry System: 2-PROPENOIC ACID, 3-(4-PYRIDINYL)-, ETHYL ESTER(24489-96-1)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 24489-96-1(Hazardous Substances Data)

Usage

General Description

2-PROPENOIC ACID, 3-(4-PYRIDINYL)-, ETHYL ESTER, also known as ethyl 3-(4-pyridinyl)acrylate, is an organic compound that is commonly used in the synthesis of pharmaceuticals and agrochemicals. It is a clear, colorless liquid with a sharp, sweet, and fruity odor. This chemical is used as a building block for the production of various substances, including drugs and pesticides. It is also used in the manufacturing of flavors, fragrances, and other specialty chemicals. Additionally, it can serve as a solvent or a reagent in organic synthesis. Overall, ethyl 3-(4-pyridinyl)acrylate has multiple industrial applications and is an important component in the production of various products.

InChI:InChI=1/C10H11NO2/c1-2-13-10(12)4-3-9-5-7-11-8-6-9/h3-8H,2H2,1H3/b4-3+

Upstream product

• 872-85-5 pyridine-4-carbaldehyde 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 5337-79-1 3-(4-pyridinyl)-2-propenoic acid 
• 64-17-5 ethanol 
• 586-95-8 pyridine-4-methanol 
• 17577-28-5 (ethoxycarbonylmethyl)triphenylphosphonium chloride 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 

Downstream Products

• 90610-07-4 4-pyridinepropanoic acid methyl ester 
• 5337-79-1 3-(4-pyridinyl)-2-propenoic acid 
• 71879-55-5 ethyl 3-(piperid-4-yl)propionate 
• 193002-34-5 3-<4-Pyridyl>-propen-1-ol 
• 801149-24-6 trans-2-(pyridin-4-yl)cyclopropane-1-carboxylic acid 
• 259816-74-5 ethyl 1-(4-methylbenzenesulfonyl)-4-(4-pyridinyl)pyrrole-3-carboxylate 
• 259816-68-7 ethyl 1-(4-chlorobenzyl)-4-(4-pyridinyl)pyrrole-3-carboxylate 
• 52809-19-5 ethyl 4-pyridinepropanoate 
• 321344-79-0 4-ethoxycarbonyl-2-(4-fluorophenyl)-3-(pyridin-4-yl)-1H-pyrrole 
• 473987-06-3 ethyl 3-(4-piperidinyl)propanoate hydrochloride 

Relevant articles and documents

In situ Raman monitoring of [2+2] cycloaddition of pyridine substituted olefins induced by visible laser

Visible laser induced [2+2] cycloaddition of solid-state pyridine substituted olefins into cyclobutane has been monitored by an in situ Raman technique. The laser power and wavelength can dramatically alter the reaction kinetics, as a prior melting process (heating from laser irradiation) is required for this [2+2] photoreaction. This journal is

Synthesis, in vitro cytotoxicity, and molecular docking study of novel 3,4-dihydroisoquinolin-1(2H)-one based piperlongumine analogues

With the aim of expanding the scope of SAR on piperlongumine (PL), a naturally occurring anticancer molecule, we have designed a novel hybrid molecule bearing 3,4-dihydroisoquinolin-1(2H)-one and trans-cinnamic acids. The structure, based on hybridization strategy, is used for hybridization of naturally occurring scaffolds. We have synthesized 14 hybrid molecules by coupling 3,4-dihydroisoquinolin-1(2H)-one core with cinnamic acids using the mix anhydride approach. The newly synthesized inhibitors were evaluated for cell viability against breast cancer MCF-7 and cervical cancer HeLa cell lines. Furthermore, the active compounds were screened for their potential in breast cancer MDA-MB-231, cervical cancer C33A cell lines, prostate cancer DU-145, PC-3, and normal VERO cells. From the series, compound 10g was seen to inhibit MCF-7 cell growth significantly with GI50 50 = 20 μM) and C33A (GI50 = 3.2 μM). While the inhibitor 10i inhibits MCF-7 breast cancer cell growth GI50 = 3.42 μM along with inhibition of cell growth in MDA-MB-231 (GI50 = 30 μM), HeLa (GI50 = 7.67 μM), C33A (GI50 = 13 μM), DU-145 (GI50 = 6.45 μM), PC-3 (GI50 = 8.68 μM), and VERO (GI50 = 2.93 μM), respectively. Furthermore, molecular docking study demonstrated these compounds could bind tightly to the colchicine domain of tubulin through a network of favorable steric and electrostatic interactions and thus act as a tubulin polymerization inhibitor.

Facile synthesis of α, β-unsaturated esters through a one-pot copper-catalyzed aerobic oxidation-Wittig reaction

An efficient one-pot synthesis of α, β-unsaturated esters through the aerobic oxidation – Wittig tandem reaction of alcohols and phosphorous ylide is developed. This new method operates under mild reaction conditions, and uses CuI/TEMPO (TEMPO = 2,2,6,6-tetramethylpiperidine-N-oxyl) as co-catalyst and air (O2) as the oxidant. It tolerates a wide range of functionalized benzylic alcohol and aliphatic alcohols.