Poly(N-isopropylacrylamide) - Mw(Viscosity-average) 300000 , CAS No.25189-55-3

CAS: 25189-55-3 Cat. No.: P432408 Formula: CH₃(C₆H₁₁NO)nCH₃ EC Number: 805-716-4

GRADE & PURITY Mw(Viscosity-average) 300000

Synonyms

Isopropyl acrylamide|2-Propenamide, N-(1-methylethyl)-|N-ISOPROPYLACRYLAMIDE [HSDB]|n-isopropylpropenamide|ISOPROPYLACRYLAMIDE [INCI]|Nipam|Isopropylamid kyseliny akrylove|N-(propan-2-yl)prop-2-enamide|Isopropylamid kyseliny akrylove [Czech]|Propenamide, N-(1-methylethyl)-|N-(1-Methylethyl)-2-propenamide|poly(n-isopropyl acrylamide)|N-ISO-PROPYL-D7-ACRYLAMIDE|N-sopropylacrylamde|Acrylamide, N-isopropyl-|n-isopropylacryl amide|isopropylacrylamide|N-ISOPROPYLACRYLAMIDE|N-Iso-Propylacrylamide|N-isopropyl-acrylamide|N-Isopropyl acrylamide

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

General Description

Poly( N -isopropylacrylamide) (PNIPAM) is a temperature-responsive polymer used in biomedical research applications. PNIPAM undergoes a reversible, lower critical solution temperature (LCST) phase transition when heated above 32 °C, transitioning from a soluble to an insoluble material. PNIPAM is also frequently crosslinked to yield hydrogels with reversible, thermal shrinking and swelling. Poly( N -isopropylacrylamide) is also readily functionalized and has been used as the hydrophilic block in the synthesis of thermoresponsive, amphiphilic block copolymers. Due to the similarity in temperature between the LCST of PNIPAM and the temperature of the human body, PNIPAM materials have been frequently utilized in tissue engineering and controlled drug delivery research applications. Poly( N -isopropylacrylamide) (PNIPAM) is a thermo-sensitive polymer with a low critical solution temperature (LCST). It exhibits both hydrophobic and hydrophilic characteristics below and above the LCST. It forms microgels, typically by free-radical precipitation polymerization.

Application

PNIPAM can be used in the formation of a smart hydrogel, which finds potential usage in sensors, fuel cells, supercapacitors, and lithium-ion batteries. It can also be used in the fabrication of molecular nanothermometer. PNIPAM is coated with gold nanoparticles (AuNPs) to form microgels that facilitate highly reproducible signals for surface-enhanced Raman scattering (SERS). Thermosensitive polymer, can be used to form a hydrogel. Aqueous polymer solution undergoes a phase transition from a soluble to an insoluble state when the temperature is raised to ca. 32 °C.

Specifications

Synonyms

Isopropyl acrylamide | 2-Propenamide, N-(1-methylethyl)- | N-ISOPROPYLACRYLAMIDE [HSDB] | n-isopropylpropenamide | ISOPROPYLACRYLAMIDE [INCI] | Nipam | Isopropylamid kyseliny akrylove | N-(propan-2-yl)prop-2-enamide | Isopropylamid kyseliny akrylove [Czech] | Propenamide, N-(1-methylethyl)- | N-(1-Methylethyl)-2-propenamide | poly(n-isopr Show more

Specifications & Purity

Mw(Viscosity-average) 300000

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

Pubchem Sid

508816045

Canonical Smiles

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

IUPAC Name

N-propan-2-ylprop-2-enamide

InChIKey

QNILTEGFHQSKFF-UHFFFAOYSA-N

INCHI

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

Isomeric SMILES

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

Reaxy-Rn

1744926

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1744926&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Acrylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Acrylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Acrylic acids and derivatives
• Alternative Parents: Secondary carboxylic acid amides Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Acrylic acid or derivatives - Secondary carboxylic acid amide - Carboxamide group - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Carbonyl group - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as acrylic acids and derivatives. These are organic compounds containing acrylic acid CH2=CHCO2H or a derivative thereof.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

TSHR Tclin Thyroid stimulating hormone receptor (29986 Activities)

Discover Target: TSHR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in Acetone, THF, water (cold)
• Molecular Weight: 113.160 g/mol
• XLogP3: 0.900
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 113.084 Da
• Monoisotopic Mass: 113.084 Da
• Topological Polar Surface Area: 29.100 Ų
• Heavy Atom Count: 8
• Formal Charge: 0
• Complexity: 96.700
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1