409472

N-[3-(Dimethylamino)propyl]methacrylamide

99%, contains MEHQ as inhibitor

• Synonym(s): N ,N -Dimethylaminopropyl methacrylamide, N -[3-(N ,N -Dimethylamino)propyl]methacrylamide
• Linear Formula: H₂C=C(CH₃)CONH(CH₂)₃N(CH₃)₂
• CAS Number: 5205-93-6
• Molecular Weight: 170.25
• EC Number: 226-002-3
• MDL number: MFCD00038359
• UNSPSC Code: 12162002
• PubChem Substance ID: 24865649
• NACRES: NA.23

Properties

• description: contains: ~650ppm MEHQ as inhibitor
• Assay: 99%
• form: viscous liquid
• refractive index: n20/D 1.479 (lit.)
• bp: 134 °C/2 mmHg (lit.)
• density: 0.94 g/mL at 25 °C (lit.)
• SMILES string: CN(C)CCCNC(=O)C(C)=C
• InChI: 1S/C9H18N2O/c1-8(2)9(12)10-6-5-7-11(3)4/h1,5-7H2,2-4H3,(H,10,12)
• InChI key: GDFCSMCGLZFNFY-UHFFFAOYSA-N

Description

General description

N-[3-(Dimethylamino)propyl]Methacrylamide (DMAPMA) is a water-soluble methacrylamide monomer. It is highly reactive and can undergo radical polymerization and cross-linking reactions. The presence of methylamino group (-N(CH₃)₂) provides pH responsiveness and hydrophilicity to the resulting polymers. This versatile monomer can be used in drug delivery systems, gene delivery, responsive materials, biocompatible coatings, adhesives, and biomedical engineering.

Application

• Glucose-containing diblock polycations exhibit molecular weight, charge, and cell-type dependence for pDNA delivery.: This study investigates the use of glucose-containing diblock polycations, including N-[3-(Dimethylamino)propyl]methacrylamide, in pDNA delivery systems. The research demonstrates that the efficiency of pDNA delivery is influenced by the molecular weight and charge of the polycations, as well as the type of cell used. This highlights the potential for tailored gene delivery applications in different cell types, emphasizing the role of N-[3-(Dimethylamino)propyl]methacrylamide in creating biocompatible and effective delivery vectors (Wu et al., 2014).

N-[3-(Dimethylamino)propyl]Methacrylamide can be used:

• As a monomer to synthesize self-healing pH-responsive P(DMAPMA-stat-DAA) hydrogels for drug delivery applications.
• As a cationic monomer to develop gene delivery vector due to its ability to complex with nucleic acids and facilitate their intracellular delivery.
• To fabricate iron oxide nanoparticle formulations for 3D printing. These iron inks are utilized for printing magnetic devices, MRI contrast agents for bioimaging and targeted drug delivery systems.
• To prepare a non-toxic synthetic flocculant for harvesting microalgae.

Safety Information

• Pictograms: GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H315,H317,H318
• Precautionary Statements: P280 - P305 + P351 + P338
• Hazard Classifications: Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 1
• Flash Point(F): 264.2 °F - closed cup
• Flash Point(C): 129 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves