29513-50-6

Basic information

• Product Name: N-Acryloyl-2-methylalanine
• Synonyms: N-Acryloyl-2-methylalanine;2-ACRYLAMIDO-2-METHYLPROPANOIC ACID
• CAS NO: 29513-50-6
• Molecular Formula: C7H11NO3
• Molecular Weight: 157.16714
• Mol File: 29513-50-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 370.7°Cat760mmHg
• Flash Point: 178°C
• Appearance: /
• Density: 1.124g/cm³
• Vapor Pressure: 1.64E-06mmHg at 25°C
• Refractive Index: 1.475
• CAS DataBase Reference: N-Acryloyl-2-methylalanine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Acryloyl-2-methylalanine(29513-50-6)
• EPA Substance Registry System: N-Acryloyl-2-methylalanine(29513-50-6)

Safety Data

• Hazardous Substances Data: 29513-50-6(Hazardous Substances Data)

Usage

General Description

N-Acryloyl-2-methylalanine is a chemical compound with the molecular formula C7H11NO3. It is an acryloyl derivative of 2-methylalanine, which is a non-proteinogenic amino acid. N-Acryloyl-2-methylalanine is a white to off-white powder that is soluble in water and organic solvents. It is primarily used as a monomer in the synthesis of polymers and copolymers for various industrial applications, including adhesives, coatings, and biomedical materials. Additionally, it has been studied for its potential use in the development of drug delivery systems and biomedical implants due to its biocompatibility and controlled release properties. However, further research is needed to fully understand the potential applications and properties of N-Acryloyl-2-methylalanine.

InChI:InChI=1/C7H11NO3/c1-4-5(9)8-7(2,3)6(10)11/h4H,1H2,2-3H3,(H,8,9)(H,10,11)

Upstream product

• 62-57-7 2-Aminoisobutyric acid 
• 814-68-6 acryloyl chloride 
• 86350-96-1 2-acrylamido-2-methylpropionitrile 

Downstream Products

• 29513-26-6 vinyl azlactone 

Relevant articles and documents

The use of nanoparticles to deliver nitric oxide to hepatic stellate cells for treating liver fibrosis and portal hypertension

Polymeric nanoparticles are designed to transport and deliver nitric oxide (NO) into hepatic stellate cells (HSCs) for the potential treatment of both liver fibrosis and portal hypertension. The nanoparticles, incorporating NO donor molecules (S-nitrosoglutathione compound), are designed for liver delivery, minimizing systemic delivery of NO. The nanoparticles are decorated with vitamin A to specifically target HSCs. We demonstrate, using in vitro and in vivo experiments, that the targeted nanoparticles are taken up specifically by rat primary HSCs and the human HSC cell line accumulating in the liver. When nanoparticles, coated with vitamin A, release NO in liver cells, we find inhibition of collagen I and α-smooth muscle actin (α-SMA), fibrogenic genes associated with activated HSCs expression in primary rat liver and human activated HSCs without any obvious cytotoxic effects. Finally, NO-releasing nanoparticles targeted with vitamin A not only attenuate endothelin-1 (ET-1) which elicites HSC contraction but also acutely alleviates haemodynamic disorders in bile duct-ligated-induced portal hypertension evidenced by decreasing portal pressure (≈20%) and unchanging mean arterial pressure. This study clearly shows, for the first time, the potential for HSC targeted nanoparticle delivery of NO as a treatment for liver diseases with proven efficacy for alleviating both liver fibrosis and portal hypertension. Nanoparticles with a typical size of 35 nm are presented for the delivery of nitric oxide to hepatic stellate cells for the potential treatment of liver fibrosis and portal hypertension. The introduction of vitamin A on the nanoparticles surface allows to specifically target hepatic stellate cells. In vivo experiments, using rat models, demonstrate the accumulation of nanoparticles in liver.

A ONE-POT TRANSFORMATION OF KETONES INTO N-(METH)ACRYLOYL-2-AMINO ACIDS

A synthetic sequence for the preparation of N-(meth)acryloyl-2-amino acids is outlined which involves transformation of a ketone successively into an aminonitrile and a (meth)acrylamidonitrile, followed by selective hydrolysis of the nitrile function.All reactions are performed in aqueous media, in one reaction vessel, and in a stepwise manner without isolation of any intermadiate products.