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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

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

Certificates of Analysis (COA)

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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
Ali Ghadban et al.
Biomacromolecules, 13(10), 3108-3119 (2012-08-30)
Ionotropic gelation is particularly appealing for the formation of hydrogels because it takes place under mild conditions, is not thermoreversible, and does not involve toxic chemicals. A well-known example is the gelation of alginate in the presence of calcium ions
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
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
Cesar Rodriguez-Emmenegger et al.
Macromolecular rapid communications, 32(13), 958-965 (2011-06-08)
Among the class of zwitterionic polymers poly(carboxybetaine)s (poly(CB)s) are unique, emerging as the only ultra-low fouling materials known allowing the preparation of biosensors, fouling resistant nanoparticles, and non-adhesive surfaces for bacteria. Poly(carboxybetaine methacrylate) and poly(carboxybetaine acrylamide) have been prepared via

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