294381
N,N′-(1,2-Dihydroxyethylene)bisacrylamide
97%
Synonym(s):
N,N′-Bisacryloyl-1,2-dihydroxy-1,2-ethylenediamine, DHEBA
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About This Item
Linear Formula:
[H2C=CHCONHCH(OH)-]2
CAS Number:
Molecular Weight:
200.19
Beilstein:
1941875
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23
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Assay
97%
form
solid
mp
156 °C (dec.) (lit.)
SMILES string
OC(NC(=O)C=C)C(O)NC(=O)C=C
InChI
1S/C8H12N2O4/c1-3-5(11)9-7(13)8(14)10-6(12)4-2/h3-4,7-8,13-14H,1-2H2,(H,9,11)(H,10,12)
InChI key
ZMLXKXHICXTSDM-UHFFFAOYSA-N
General description
N,N′-(1,2-Dihydroxyethylene)bisacrylamide, commonly referred to as DHEBA or bis-acrylamide. It is used as a crosslinking agent in various biomedical applications. Its structure includes two acrylamide groups linked by a dihydroxyethylene bridge, which enhances its reactivity and ability to form hydrogels. In the biomedical field, DHEBA is primarily utilized in the synthesis of hydrogels that can be used for drug delivery systems, tissue engineering scaffolds, and biosensors. The hydrophilic nature of the compound allows for the formation of hydrogels that can retain water and biological molecules, making them suitable for applications that require biocompatibility and bioactivity.
Application
N,N′-(1,2-Dihydroxyethylene)bisacrylamide can be used as:
- A crosslinker in the synthesis of hydrogel microparticles with a porous hydrogel structure. This porosity is essential for enhancing biomolecule accessibility and mass transport, which are critical for the performance of biosensing applications.
- A cross-linking agent in the preparation of molecularly imprinted polymers, that can selectively bind to oxidized low-density lipoprotein (oxLDL). The cross-linking enhances the mechanical stability and structural integrity of the polymer matrix.
- A cross-linking agent in the preparation of hydrogels or polymer matrices that support biological imaging applications.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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