| Identification | Back 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 Properties | Back 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 |
| Hazard Information | Back 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. |
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