N-(3-(Dimethylamino)propyl)methacrylamide

HCID 78882CAS 5205-93-6

Substructure search Find similar structures

Basic information

Standard SMILES: C=C(C)C(=O)NCCCN(C)C
InChIKey: GDFCSMCGLZFNFY-UHFFFAOYSA-N
Molecular formula: C9H18N2O
Average molar mass: 170.25 g/mol
Monoisotopic mass: 170.1419132

Overview

Dimethylaminopropyl Methacrylamide is a tertiary amino compound.

Names & identifiers

Preferred name: N-(3-(Dimethylamino)propyl)methacrylamide
IUPAC: N-[3-(dimethylamino)propyl]-2-methylprop-2-enamide
English name: Dimethylamino propyl methacrylamide
Molecular formula: C9H18N2O
Molecular weight: 170.25

Names & synonyms

5205-93-6N-(3-(Dimethylamino)propyl)methacrylamideN-[3-(Dimethylamino)propyl]methacrylamide63OBQ7BZDS2-Propenamide, N-(3-(dimethylamino)propyl)-2-methyl-MHOROMER BM 6112-Propenamide, N-[3-(dimethylamino)propyl]-2-methyl-DMAPMA compoundRefChem:7880226-002-3DMAPMAdimethylaminopropyl methacrylamide

Show more names

3-DIMETHYLAMINOPROPYL METHACRYLAMIDE3-DIMETHYLAMINOPROPYL-METHYLACRYLAMIDE3-(Methacryloylamino)propyldimethylamineN-[3-(Dimethylamino)propyl]methacrylamiddimethylaminopropylmethacrylamide(dmapma)N-[3-(Dimethylamino)propyl]methacrylamiideDimethylamino propyl methacrylamide Dampma

N-(3-Dimethylaminopropyl)methacrylamideN-[3-(dimethylamino)propyl]-2-methylprop-2-enamideUNII-63OBQ7BZDSEINECS 226-002-3MFCD00038359DTXSID7040154EINECS 266-635-267296-21-3

Database identifiers

CAS: 5205-93-6、67296-21-3
PubChem CID: 78882
DTXSID: DTXSID7040154
ChEBI: CHEBI:189271
UNII: 63OBQ7BZDS
EC Number: 226-002-3、266-635-2
Nikkaji: J38.960I

Properties

Computed structural properties

XLogP: 0.9
Topological polar surface area: 32.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 5
Heavy atoms: 12
Formal charge: 0
Complexity: 164

Experimental & physicochemical properties

Physical DescriptionLiquid

Collision Cross Section135.8 Å² [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID7040154]

Physicochemical properties

Melting point: -60 °C · <-60°C
Boiling point: 134 °C2 · 134 °C2 mm Hg(lit.)
Density: 0.94 g/mL · 0.94 g/mL at 25 °C(lit.)
vapor pressure: 0.4 Pa · 0.4Pa at 19.85℃
refractive index: 20 · n20/D 1.479(lit.)
Flash point: 230 °F · >230 °F
storage temp.: 2 · 2-8°C(protect from light)
form: Liquid
pka: 15.01 · 15.01±0.46(Predicted)
Specific Gravity: 0.94 · 0.94
Appearance: Colorless to light yellow Liquid
Viscosity: 50 cp · <50cp (20C)
InChI: InChI=1S/C9H18N2O/c1-8(2)9(12)10-6-5-7-11(3)4/h1,5-7H2,2-4H3,(H,10,12)
InChIKey: GDFCSMCGLZFNFY-UHFFFAOYSA-N
SMILES: C(NCCCN(C)C)(=O)C(C)=C
LogP: 0.5 at · 0.5 at 20℃
CAS DataBase Reference: 5205 · 5205-93-6(CAS DataBase Reference)
FDA UNII: 63 OBQ7BZDS · 63OBQ7BZDS
EPA Substance Registry System: 2 · 2-Propenamide, N-[3-(dimethylamino)propyl]-2-methyl- (5205-93-6)
UNSPSC Code: 12162002 · 12162002
NACRES: 23 · NA.23
Symbol(GHS): 5 · GHS05,GHS07
Signal word: Danger
Hazard statements: 315 · H315-H317-H318
Precautionary statements: 280 · P280-P305+P351+P338
PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xi
Risk Statements: 36 · 36-38-43-41
Safety Statements: 26 · 26-36/37/39
WGK Germany: 1 · 1
TSCA: TSCA listed
HS Code: 29241990 · 29241990
Storage Class: 10 · 10 - Combustible liquids
Hazard Classifications: 1 Skin · Eye Dam. 1Skin Irrit. 2Skin Sens. 1
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 0.4% (3 of 699) of reports.

Danger

H315 (33.2%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P272, P280, P302+P352, P305+P354+P338, P317, P321, P332+P317, P333+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 699 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

Chemical: 2-Propenamide, N-[3-(dimethylamino)propyl]-2-methyl-

2-Propenamide, N-[3-(dimethylamino)propyl]-2-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propenamide, N-[3-(dimethylamino)propyl]-2-methyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 31-08-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/10266

2-Propenamide, N-3-(dimethylamino)propyl-2-methyl-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazard Classes and CategoriesSkin Irrit. 2 (33.2%)

Safety data

PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 1
tsca: TSCA listed
hs_code: 29241990
risk_code: 36-38-43-41
Signal word: Danger
Symbol(GHS): GHS05,GHS07
hazard_code: Xi
safety_code: 26-36/37/39
Storage Class: 10 - Combustible liquids
Hazard statements: H315-H317-H318
REACH Registrations: Active
Hazard Classifications: Eye Dam. 1Skin Irrit. 2Skin Sens. 1
Precautionary statements: P280-P305+P351+P338

Chemistry & industry

Uses & manufacturing

U.S. Production2023: 500,000 - <1,000,000 lb

Industry UsesMonomers

General Manufacturing Information · 2 items

Plastics Material and Resin Manufacturing

2-Propenamide, N-[3-(dimethylamino)propyl]-2-methyl-: ACTIVE

Applications · 2 items

Uses1. This product is used as a fiber modifier to improve the dyeability and thermal stability of acrylic fibers to acid dyes. 2. It can also be used as a pulp additive and coagulant, a dewatering accelerator in the papermaking process, a paper sizing agent, and a film-forming agent. 3. It can also be used in ion exchange resins as a sucrose decolorizing agent, a lubricant additive, and a polymer for photographic equipment. 4. In the fiber processing industry, it is commonly used as a fiber processing agent, an antistatic agent, and a dye fixing agent.

UsesGlucose-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.