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21442-01-3

21442-01-3 Structure

21442-01-3 Structure
IdentificationBack Directory
[Name]

N-(2-HYDROXYPROPYL)METHACRYLAMIDE
[CAS]

21442-01-3
[Synonyms]

2-Hydroxypropyl methacrylamide
N-(2-HYDROXYPROPYL)METHACRYLAMIDE
2-Hydroxypropyl methacrylamide 99% (GC)
N-(2-Hydroxypropyl)-2-methyl-prop-2-enamide
2-Propenamide,N-(2-hydroxypropyl)-2-methyl-
N-(2-Hydroxypropyl)-2-methyl-prop-2-enamide AldrichCPR
[Molecular Formula]

C7H13NO2
[MDL Number]

MFCD00080531
[MOL File]

21442-01-3.mol
[Molecular Weight]

143.18
Chemical PropertiesBack Directory
[Melting point ]

67.92°C
[Boiling point ]

321.2±34.0 °C(Predicted)
[density ]

1.002 g/mL ((predicted))
[storage temp. ]

2-8°C
[solubility ]

Soluble in DMSO
[form ]

powder
[pka]

14.43±0.20(Predicted)
[color ]

White to off-white
[InChI]

1S/C7H13NO2/c1-5(2)7(10)8-4-6(3)9/h6,9H,1,4H2,2-3H3,(H,8,10)
[InChIKey]

OKPYIWASQZGASP-UHFFFAOYSA-N
[SMILES]

CC(O)CNC(=O)C(C)=C
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P302+P352-P305+P351+P338-P362+P364
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36/37/39
[WGK Germany ]

3
[HS Code ]

2924297099
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

N-(2-hydroxypropyl)methacrylamide (HPMA) is an important hydrophilic monomer. Due to the non-toxic, non-immunogenic properties and prolonged circulation time of both its homopolymers and copolymers, it is widely employed in the preparation of PHPMA copolymers (a polymer-drug conjugate) for use in the biopharmaceutical industry. For instance, poly(HPMA-co-MA-GFLG-doxorubicin) represents the first intravenous tumour-targeting polymeric prodrug to enter clinical trials. HPMA polymers and copolymers are also employed in the fabrication of biocompatible medical materials such as hydrogels[1].
[Uses]

Monomers to synthesize biocompetible polymers and copolymers for drug carriers, protein conjugates and hydrogels in biomedical applications.
[in vivo]

At 5 mg/kg body weight drug equivalent dose, all N-(2-Hydroxypropyl)methacrylamide copolymer-drug conjugates which contained lysosomally degradable side chains shows significant in vivo antileishmanial activity (>99% inhibition)[1].

[References]

[1] NGUYEN N H, RODRIGUEZ-EMMENEGGER C, BRYNDA E, et al. SET-LRP of N-(2-hydroxypropyl)methacrylamide in H2O†[J]. Polymer Chemistry, 2013, 8: 2424-2427. DOI:10.1039/C3PY00220A.
Spectrum DetailBack Directory
[Spectrum Detail]

N-(2-HYDROXYPROPYL)METHACRYLAMIDE(21442-01-3)MS
N-(2-HYDROXYPROPYL)METHACRYLAMIDE(21442-01-3)1HNMR
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