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516155

Sigma-Aldrich

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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5 G
MXP 2,588.00
25 G
MXP 8,673.00

MXP 2,588.00


Estimated to ship onFebruary 12, 2025Details


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5 G
MXP 2,588.00
25 G
MXP 8,673.00

About This Item

Linear Formula:
H2C=C(CH3)CO2CH2CH2NH2 · HCl
CAS Number:
Molecular Weight:
165.62
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

MXP 2,588.00


Estimated to ship onFebruary 12, 2025Details


Request a Bulk Order

Quality Level

Assay

90%

contains

~500 ppm phenothiazine as stabilizer

mp

102-110 °C (lit.)

storage temp.

2-8°C

SMILES string

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

InChI

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

InChI key

XSHISXQEKIKSGC-UHFFFAOYSA-N

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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.[1][2]

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
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)
Ana Margarida Piloto et al.
Scientific reports, 8(1), 4944-4944 (2018-03-23)
A highly sensitive fluorescence detection probe was developed by tailoring plastic antibodies on the external surface of aqueous soluble quantum dots (QDs). The target was Myoglobin (Myo), a cardiac biomarker that quenched the intrinsic fluorescent emission of cadmium telluride (CdTe)
Aminomalononitrile-assisted multifunctional antibacterial coatings
Liao T-Y, et al.
ACS biomaterials science & engineering, 6, 3349-3360 (2020)
Maria Kokkinopoulou et al.
Nanoscale, 9(25), 8858-8870 (2017-06-21)
The use of nanocarriers in biology and medicine is complicated by the current need to understand how nanoparticles interact in complex biological surroundings. When nanocarriers come into contact with serum, proteins immediately adsorb onto their surface, forming a protein corona

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