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Merck
CN

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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Product Name

N-Isopropylacrylamide, 97%

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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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.

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).

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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Saunders, B.R.
Surfactant Science Series, 115, 419-419 (2003)
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)
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.

用于细胞膜片组织工程的基于聚N-异丙基丙烯酰胺的智能表面

组织工程已成为治疗受损或患病的器官和组织（例如血管和尿囊）的关键治疗工具。

Hydrogels for Biomedical Applications

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