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Merck

415324

N-Isopropylacrylamide

97%

Synonym(s):

NIPAM

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About This Item

Linear Formula:
H2C=CHCONHCH(CH3)2
CAS Number:
2210-25-5
Molecular Weight:
113.16
NACRES:
NA.23
PubChem Substance ID:
24865991
UNSPSC Code:
12162002
EC Number:
218-638-5
MDL number:
MFCD00041913

Key Documents

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InChI key

QNILTEGFHQSKFF-UHFFFAOYSA-N

InChI

1S/C6H11NO/c1-4-6(8)7-5(2)3/h4-5H,1H2,2-3H3,(H,7,8)

SMILES string

CC(C)NC(=O)C=C

assay

97%

bp

89-92 °C/2 mmHg (lit.)

mp

60-63 °C (lit.)

Quality Level

100

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General description

N-Isopropylacrylamide (NIPAM) is a biocompatible monomeric unit that can be used in the formation of stimuli responsive polymers due to its temperature sensitive properties, which include temperature-based volumetric and phase changes. These properties change when the temperature of the solution reaches a lower critical solution temperature (LCST).

Application

Monomer used in the preparation of thermally sensitive, water-swellable hydrogels.
NIPAM can be used to prepare poly(NIPAM) based thermosetting polymers, which can be used for a variety of applications such as tissue engineering, cell culture, biomedical coating, drug delivery, and muscle regeneration.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H302,H318

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000491834
0000491834
0000479392
0000479392
MKCZ0962

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Temperature-responsive polymers for cell culture and tissue engineering applications
Switchable and Responsive Surfaces and Materials for Biomedical Applications, 32(5), 203-233 (2015)
Characterisation of biomedical coatings
Coatings for Biomedical Applications, 32(5), 176-220 (2012)
Bio-Instructive Scaffolds for Muscle Regeneration: NonCrosslinked Polymers
Bio-Instructive Scaffolds for Musculoskeletal Tissue Engineering and Regenerative Medicine, 34(9), 161-186 (2017)
Saunders, B.R.
Surfactant Science Series, 115, 419-419 (2003)
Meunier, F., Elaissari, A.
Surfactant Science Series, 115, 117-117 (2003)
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Articles

Smart Nanofiber Meshes as a Local Drug Delivery Platform

Professor Mitsuhiro Ebara provides insights on several types of smart nanofiber mesh systems that have been explored for different drug delivery purposes.

Poly(N-isopropylacrylamide)-based Smart Surfaces for Cell Sheet Tissue Engineering

Tissue engineering has become a key therapeutic tool in the treatment of damaged or diseased organs and tissues, such as blood vessels and urinary bladders.

Hydrogels for Biomedical Applications

Discover hydrogels, biocompatible materials for drug delivery, tissue engineering, wound care, and 3D bioprinting in innovative biomedical applications

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