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N-(2-HYDROXYPROPYL)METHACRYLAMIDE

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N-(2-HYDROXYPROPYL)METHACRYLAMIDE Basic information

Product Name:
N-(2-HYDROXYPROPYL)METHACRYLAMIDE
Synonyms:
  • N-(2-HYDROXYPROPYL)METHACRYLAMIDE
  • N-(2-Hydroxypropyl)-2-methyl-prop-2-enamide
  • N-(2-Hydroxypropyl)-2-methyl-prop-2-enamide AldrichCPR
  • 2-Hydroxypropyl methacrylamide 99% (GC)
  • 2-Hydroxypropyl methacrylamide
  • 2-Propenamide,N-(2-hydroxypropyl)-2-methyl-
  • N-(2-HYDROXYPROPYL)METHACRYLAMID
  • High purity CAS 21442-01-3 N-(2-HYDROXYPROPYL)METHACRYLAMIDE in stock
CAS:
21442-01-3
MF:
C7H13NO2
MW:
143.18
Product Categories:
  • monomer
Mol File:
21442-01-3.mol
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N-(2-HYDROXYPROPYL)METHACRYLAMIDE Chemical Properties

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
pka
14.43±0.20(Predicted)
form 
powder
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
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Safety Information

Risk Statements 
36/37/38
Safety Statements 
26-36/37/39
WGK Germany 
3
HS Code 
2924297099
Storage Class
11 - Combustible Solids
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N-(2-HYDROXYPROPYL)METHACRYLAMIDE Usage And Synthesis

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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