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Merck
CN

516155

2-Aminoethyl methacrylate hydrochloride

contains ~500 ppm phenothiazine as stabilizer, 90%

Synonym(s):

2-Aminoethyl 2-methylacrylate hydrochloride, 2-Propenoic acid, 2-methyl-, 2-aminoethyl ester, hydrochloride (1:1) (ACI)

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About This Item

Linear Formula:
H2C=C(CH3)CO2CH2CH2NH2 · HCl
CAS Number:
2420-94-2
Molecular Weight:
165.62
NACRES:
NA.23
PubChem Substance ID:
24873869
UNSPSC Code:
12162002
EC Number:
219-343-4
MDL number:
MFCD00078260

Key Documents

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Product Name

2-Aminoethyl methacrylate hydrochloride, contains ~500 ppm phenothiazine as stabilizer, 90%

InChI key

XSHISXQEKIKSGC-UHFFFAOYSA-N

InChI

1S/C6H11NO2.ClH/c1-5(2)6(8)9-4-3-7;/h1,3-4,7H2,2H3;1H

SMILES string

Cl.CC(=C)C(=O)OCCN

assay

90%

contains

~500 ppm phenothiazine as stabilizer

mp

102-110 °C (lit.)

storage temp.

2-8°C

Quality Level

100

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Application

2-Aminoethylmethacrylate hydrochloride(AMA) can be used as a precursor to synthesize:
  • Homo and copolymer brushes of AMA, which can be used to tune the electrochemical properties of silicon wafers.
  • Poly(3-hydroxybutyrate) based polyurethane/urea composite scaffolds for tissue engineering applications.
  • Antimicrobial bacterial cellulose/poly (AMA) nanocomposites. Polymer incorporation imparts mechanical properties and antimicrobial activity to bacterial cellulose membranes.
It can also be used for the efficient functionalization of hyaluronic acid via triazine-mediated amidation.

General description

Aminoethyl methacrylate hydrochloride (AMA) is an amine based methacrylic monomer used in the production of polymers and copolymers that are utilized in a wide range of applications, including coatings, adhesives, and medical devices. It is a highly reactive monomer due to the presence of the methacrylate group, which enables it to undergo both free radical polymerization and other polymerization reactions. Due to its biocompatibility and low toxicity, it is widely used in biomedical research and as a crosslinking agent for hydrogels and other biomaterials. It is used in the synthesis of poly (2-aminoethylmethacrylate), a biocompatible cationic polymer widely used in the biomedical field.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB7051
SDBB6528
SDBB6238
SDBB5857
SDBB5407

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Tina Borke et al.
Carbohydrate polymers, 116, 42-50 (2014-12-03)
Triazine-based coupling agents have the potential to replace carbodiimides in the functionalization of hyaluronic acid (HA) giving derivatives with high degrees of substitution (DS) under mild conditions with excellent efficiency. Kinetics of the triazine-mediated amidation of HA in aqueous solution
Mario Lopez-Moya et al.
Biomacromolecules, 19(4), 1234-1244 (2018-03-15)
Porcine glutaraldehyde-fixed pericardium is widely used to replace human heart valves. Despite the stabilizing effects of glutaraldehyde fixation, the lack of endothelialization and the occurrence of immune reactions contribute to calcification and structural valve deterioration, which is particularly significant in
Gaëlle Levourch et al.
Polymers, 12(6) (2020-07-01)
In biomedical diagnosis and bionanotechnologies, the extraction and purification of proteins and protein derivatives are of great interest. In fact, to purify recombinant proteins for instance, new methodologies and well appropriate material supports need to be established and also to
Poly (ethylene glycol)-block-poly (2-aminoethyl methacrylate hydrochloride)-Based Polyplexes as Serum-Tolerant Nanosystems for Enhanced Gene Delivery
Santo D, et al.
Molecular Pharmaceutics, 16, 2129-2141 (2019)
Aminomalononitrile-assisted multifunctional antibacterial coatings
Liao T-Y, et al.
ACS biomaterials science & engineering, 6, 3349-3360 (2020)
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