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Key Documents

109606

Sigma-Aldrich

Methacrylamide

98%

Synonym(s):

2-Methylacrylamide, 2-Methylpropenamide, Methacrylic acid amide

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About This Item

Linear Formula:
H2C=C(CH3)CONH2
CAS Number:
Molecular Weight:
85.10
Beilstein:
605397
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Quality Level

Assay

98%

form

solid

mp

106-110 °C (lit.)

SMILES string

CC(=C)C(N)=O

InChI

1S/C4H7NO/c1-3(2)4(5)6/h1H2,2H3,(H2,5,6)

InChI key

FQPSGWSUVKBHSU-UHFFFAOYSA-N

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General description

Methacrylamide is a functional monomer used inthe preparation of thermo-sensitive hydrogels, polymer latexes, and self-etchingprimers with a longer shelf life. It can also be used to prepare dispersionsuspensions to synthesize biocompatible HA/sol-gel glass mixtures.

Application

  • Synthesis of non-fouling poly brushes by photoinduced SET-LRP: This study highlights the use of photoinduced SET-LRP for the polymerization of methacrylamide, emphasizing its efficiency and the quality of the resulting polymers for non-fouling applications (M Vorobii, A de los Santos Pereira, 2015).
  • Hydrolytic stability of methacrylamide and methacrylate in gelatin methacryloyl: The study investigates the hydrolytic stability of methacrylamide within gelatin methacryloyl, highlighting its stability and potential in biomedical applications (J Zheng, M Zhu, G Ferracci, NJ Cho, 2018).
  • Two-step mechanisms of tumor selective delivery of N-(2-hydroxypropyl) methacrylamide copolymer conjugated with pirarubicin via an acid-cleavable linkage: This paper discusses the development of a copolymer conjugate for targeted cancer therapy, showcasing a two-step mechanism for enhanced drug delivery (H Nakamura, T Etrych, P Chytil, M Ohkubo, 2014).
  • Backbone Degradable N-(2-Hydroxypropyl)methacrylamide Copolymer Conjugates with Gemcitabine and Paclitaxel: The research focuses on degradable copolymer conjugates for delivering cancer therapeutics, noting significant effects on tumor reduction and highlighting the impact of molecular weight (J Yang, R Zhang, H Pan, Y Li, Y Fang, 2017).

Pictograms

Health hazardExclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - STOT RE 2 - STOT SE 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Sinoj Abraham et al.
Biomacromolecules, 12(10), 3567-3580 (2011-09-07)
Nonfouling polymer architectures are considered important to the successful implementation of many biomaterials. It is thought that how these polymers induce conformational changes in proteins upon adsorption may dictate the fate of the device being utilized. Herein, oxidized silicon nanoparticles
Hoyong Chung et al.
Biomacromolecules, 12(2), 342-347 (2010-12-25)
We present a study on the effects of cross-linking on the adhesive properties of bio-inspired 3,4-dihydroxyphenylalanine (DOPA). DOPA has a unique catechol moiety found in adhesive proteins in marine organisms, such as mussels and polychaete, which results in strong adhesion
Nagehan Saltan et al.
International journal of nanomedicine, 6, 477-484 (2011-04-07)
Magnetic nanoparticles show great promise for use as tools in a wide variety of biomedical applications. The purpose of this study was to investigate the potential effects of methacrylamido-folic acid (Ma-Fol)-modified magnetic nanoparticles on 5RP7 (H-ras-transformed rat embryonic fibroblasts) and
Elizabeth F Irwin et al.
Biomaterials, 32(29), 6912-6919 (2011-07-22)
We have developed a synthetic polymer interface for the long-term self-renewal of human embryonic stem cells (hESCs) in defined media. We successfully cultured hESCs on hydrogel interfaces of aminopropylmethacrylamide (APMAAm) for over 20 passages in chemically-defined mTeSR™1 media and demonstrated
Sascha Engelhardt et al.
Biofabrication, 3(2), 025003-025003 (2011-05-13)
Two-photon polymerization (TPP) offers the possibility of creating artificial cell scaffolds composed of micro- and nanostructures with spatial resolutions of less than 1 µm. For use in tissue engineering, the identification of a TPP-processable polymer that provides biocompatibility, biofunctionality and

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