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777129

Sigma-Aldrich

N,N-Diethylmethacrylamide

contains <500 ppm MEHQ as inhibitor, 97%

Synonym(s):

DEMAAM, DEMAM

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About This Item

Empirical Formula (Hill Notation):
C8H15NO
CAS Number:
5441-99-6
Molecular Weight:
141.21
MDL number:
MFCD00078297
UNSPSC Code:
12162002
PubChem Substance ID:
329767886
NACRES:
NA.23

Assay

97%

form

liquid

contains

<500 ppm MEHQ as inhibitor

refractive index

n20/D 1.455

density

0.901 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

CCN(CC)C(=O)C(C)=C

InChI

1S/C8H15NO/c1-5-9(6-2)8(10)7(3)4/h3,5-6H2,1-2,4H3

InChI key

JMCVCHBBHPFWBF-UHFFFAOYSA-N

General description

Post polymerization, N, N-Diethyl methacrylamide gels show temperature sensitivity because of their lower critical solution temperature (LCST). This acrylamide is commonly polymerized to form temperature sensitive hydrogels. The presence of a hydrophobic group (methyl and ethyl group in this case) is characteristic in temperature sensitive polymers. Water solubility in such polymers decreases with increase in temperature.

Application

Since the lower critical solution temperature (LCST) is around body temperature, it is widely used in the development of drug delivery systems based on the sol gel phase conversion at body temperature.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

183.0 °F

Flash Point(C)

83.88 °C

Certificates of Analysis (COA)

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Drug release behavior of a pH/temperature sensitive calcium alginate/poly(N-acryloylglycine) bead with
core-shelled structure
Deng KL, et al.
Express Polymer Letters, 4(12), 773-780 (2010)
Y Qiu et al.
Advanced drug delivery reviews, 53(3), 321-339 (2001-12-18)
Environmentally sensitive hydrogels have enormous potential in various applications. Some environmental variables, such as low pH and elevated temperatures, are found in the body. For this reason, either pH-sensitive and/or temperature-sensitive hydrogels can be used for site-specific controlled drug delivery.

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