317519

Methyl-2-acetamidoacrylat

98%

• Lineare Formel: H₂C=C(NHCOCH₃)CO₂CH₃
• CAS-Nummer: 35356-70-8
• Molekulargewicht: 143.14
• MDL-Nummer: MFCD00013394
• UNSPSC-Code: 12162002
• PubChem Substanz-ID: 24859082
• NACRES: NA.23

Eigenschaften

• Qualitätsniveau: 100
• Assay: 98%
• bp: 104 °C/8 mmHg (lit.)
• mp (Schmelzpunkt): 50-52 °C (lit.)
• SMILES String: 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)
• InChIKey: SMWNFFKPVLVOQQ-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

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.

Anwendung

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.

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H315,H319,H335
• P-Sätze: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): 235.4 °F - closed cup
• Flammpunkt (°C): 113 °C - closed cup
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Gloves