Structure

N-(3-Dimethylaminopropyl)-N'-ethylcarbodiimide

CAS
1892-57-5
Catalog Number
ACM1892575
Category
Main Products
Molecular Weight
155.24
Molecular Formula
C8H17N3

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Specification

Synonyms
1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide; N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide; N-[(dimethylamino)propyl]-N-ethylcarbodiimide; N-(3-Dimethylaminopropyl)-N-ethylcarbodiimide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N-3-(N,N-dimethylamino)propylcarbodiimide; 3-dimethylaminopropyl ethyl carbodiimide; N1-((Ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine; EDC polymer-bound; 1,3-Propanediamine,N-(ethylcarbonimidoyl)-N,N-dimethyl; 3-(ethyliminomethyleneamino)-N,N-dimethyl-propan-1-amine; EDAC; 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide; 1-(3-DIMETHYLAMINOPROPYL)-3-ETHYLCARBODIIMIDE;
IUPAC Name
3-(ethyliminomethylideneamino)-N,N-dimethylpropan-1-amine
SMILES
CCN=C=NCCCN(C)C
InChI Key
LMDZBCPBFSXMTL-UHFFFAOYSA-N
Boiling Point
197.7ºC at 760 mmHg
Melting Point
115ºC
Flash Point
73.4ºC
Density
0.877
Appearance
clear, liquid
EC Number
217-579-2
Exact Mass
155.14200
Hazard Statements
C:Corrosive;
Packing Group
III
Safety Description
S26-S36/37/39-S45
WGK Germany
3

EDC/NHS-Enabled Self-Crosslinked Hydrogels for Targeted Drug Delivery

Schematic diagram of the reaction and mechanism of the combination of EDC/NHS for self-crosslinking CMCH-based hydrogels. Shahzad, Khurram, et al. International Journal of Biological Macromolecules 308 (2025): 142256.

Conventional hydrogel crosslinkers often exhibit toxicity, poor biodegradability, and limited water solubility, restricting their utility in biomedical applications like tumor-targeted drug delivery. The work underlined the use of N-(3-Dimethylaminopropyl)-N-ethylcarbodiimide/N-Hydroxysuccinimide (EDC/NHS) for crosslinking to make the biocompatible hydrogel to be used for biomedical applications, such as tumor-targeted delivery. The synthesized hydrogel is referred to as self-crosslinked carboxymethyl chitosan hydrogel (CMCH HG). The work also presented the composites' synthesis by mixing with gelatin (CMCH/GL HG) and polyethylene glycol-functionalized graphene oxide (CMCH/GL/PEG-GO HG).
Synthesis Approach: CMCH HG was prepared via EDC/NHS coupling chemistry without toxic crosslinkers. CMCH/GL HG and CMCH/GL/PEG-GO HG composites were developed to augment physicochemical properties.
Key Findings:
· Controlled Release of Drug: CMCH/GL/PEG-GO HG could release only 30% of the drug (berberine chloride) in 12 hours, and 39% was released after 96 hours.
· Multifunctional Property: The composites possess good antioxidant activity, anticancer properties, and biodegradability with minimal toxicity.
· Self-Supported Structure: The use of EDC crosslinking was able to form a hydrogel with a stable network structure, and the crosslinking process did not reduce the biocompatibility of the hydrogel.

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