317519

Methyl 2-acetamidoacrylate

98%

• Formule linéaire : H₂C=C(NHCOCH₃)CO₂CH₃
• CAS Number: 35356-70-8
• Poids moléculaire : 143.14
• Numéro MDL: MFCD00013394
• Code UNSPSC : 12162002
• ID de substance PubChem : 24859082
• Nomenclature NACRES : NA.23

Propriétés

• Niveau de qualité: 100
• Essai: 98%
• pb: 104 °C/8 mmHg (lit.)
• Pf: 50-52 °C (lit.)
• Chaîne SMILES: COC(=O)C(=C)NC(C)=O
• InChI: 1S/C6H9NO3/c1-4(6(9)10-3)7-5(2)8/h1H2,2-3H3,(H,7,8)
• Clé InChI: SMWNFFKPVLVOQQ-UHFFFAOYSA-N

Description

Description générale

Conjugated addition of secondary amines, imidazole and pyrazole to methyl 2 methyl 2-acetamidoacrylate in the presence of a catalyst results in the formation of β-Dialkylamino-α-alanine and β-(N-heteroaryl)-α-alanine derivatives. Methyl-2-acetamidoacrylate (M2AA) is an anti-inflammatory agent. The catalytic reaction of methyl 2-acetamidoacrylate with Grignard′s reagents affords α-amino esters. M2AA can form thermosensitive copolymers with methyl acrylate.

Methyl ester of 2-acetamidoacrylate . methyl 2-acetamidoacrylate (Me-2-AA) is a di-unsaturated α-amino acid derivative. methyl-2-acetamidoacrylate exihibits anti -inflammatory properties, it is very effective against lipopolysaccharide (LPS)- induced nitric oxide production by RAW 264.

Application

Methyl 2-acetamidoacrylate can undergo [2+2] cycloaddition (Michael–Dieckmann-type reaction) with ketene diethyl acetal to yield the cyclobutane core. It may be used in rhodium-catalyzed 2-alkenylpyrrole formation.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H315,H319,H335
• Conseils de prudence: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Classification des risques: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): 235.4 °F - closed cup
• Point d'éclair (°C): 113 °C - closed cup
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves