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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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About This Item

Linear Formula:
H2C=C(CH3)CO2CH2CH2NH2 · HCl
CAS Number:
2420-94-2
Molecular Weight:
165.62
EC Number:
219-343-4
MDL number:
MFCD00078260
UNSPSC Code:
12162002
PubChem Substance ID:
24873869
NACRES:
NA.23
Pricing and availability is not currently available.

Quality Level

100

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

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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Certificates of Analysis (COA)

Lot/Batch Number
SDBB2661
STBL4562
SDBB1048
STBL4236
STBL2584

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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)
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
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
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)
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Questions

1–2 of 2 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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