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Merck
모든 사진(1)

주요 문서

317519

Sigma-Aldrich

Methyl 2-acetamidoacrylate

98%

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5 G
₩345,608

₩345,608


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5 G
₩345,608

About This Item

Linear Formula:
H2C=C(NHCOCH3)CO2CH3
CAS Number:
Molecular Weight:
143.14
MDL number:
UNSPSC 코드:
12162002
PubChem Substance ID:
NACRES:
NA.23

₩345,608


구입 가능 여부는 고객센터에 문의하십시오.

벌크 견적 요청

Quality Level

분석

98%

bp

104 °C/8 mmHg (lit.)

mp

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)

InChI key

SMWNFFKPVLVOQQ-UHFFFAOYSA-N

일반 설명

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.[1] Methyl-2-acetamidoacrylate (M2AA) is an anti-inflammatory agent. [2] The catalytic reaction of methyl 2-acetamidoacrylate with Grignard′s reagents affords α-amino esters. [3] M2AA can form thermosensitive copolymers with methyl acrylate. [4]
Methyl ester of 2-acetamidoacrylate . [5] methyl 2-acetamidoacrylate (Me-2-AA) is a di-unsaturated α-amino acid derivative.[6] methyl-2-acetamidoacrylate exihibits anti -inflammatory properties, it is very effective against lipopolysaccharide (LPS)- induced nitric oxide production by RAW 264. [7][5]

애플리케이션

Methyl 2-acetamidoacrylate can undergo [2+2] cycloaddition (Michael–Dieckmann-type reaction) with ketene diethyl acetal to yield the cyclobutane core. [8] It may be used in rhodium-catalyzed 2-alkenylpyrrole formation.[9]

픽토그램

Exclamation mark

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

표적 기관

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

235.4 °F - closed cup

Flash Point (°C)

113 °C - closed cup

개인 보호 장비

dust mask type N95 (US), Eyeshields, Gloves


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문서 라이브러리 방문

FeCl3-catalyzed conjugate addition of secondary amines, imidazole and pyrazole to methyl 2-acetamidoacrylate.
Montserrat P and Pleixats R
Tetrahedron, 51(30), 8355-8362 (1995)
Benoît Cossec et al.
Molecules (Basel, Switzerland), 13(10), 2394-2407 (2008-10-03)
A safe and simple method for methyl S-arylmercapturate synthesis is described. Thirteen such compounds, to be used afterwards in metabolism studies, have been obtained with yields ranging from 71 to 99.6%. These compounds were obtained using a sulfa-Michael addition and
Thermosensitive properties of a novel poly(methyl 2-acetamidoacrylate-co-methyl acrylate)
Okamura H, et al.
European Polymer Journal, 38(4), 639-644 (2002)
Madeleine E Kieffer et al.
Journal of the American Chemical Society, 134(11), 5131-5137 (2012-03-07)
The tandem Friedel-Crafts conjugate addition/asymmetric protonation reaction between 2-substituted indoles and methyl 2-acetamidoacrylate is reported. The reaction is catalyzed by (R)-3,3'-dibromo-BINOL in the presence of stoichiometric SnCl(4), and is the first example of a tandem conjugate addition/asymmetric protonation reaction using
Ethyl pyruvate: a novel anti?inflammatory agent.
Fink MP, et al.
J. Int. Med., 261(4), 349-362 (2007)

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