Name: 2-(2-Azidoethoxy)-N-methylethanamine
Molecular Formula: C5H12N4O
CAS#: 1835759-88-0
SMILES: CNCCOCCN=[N+]=[N-]
MDL#: MFCD29042337
Catalog#: AMTGC1216-MA23
Molecular weight: 144.18 g/mol
Other names:
- AZIDO-PEG1-METHYLAMINE
- PEG1 azide secondary amine linker
- N-Methyl-2-(2-azidoethoxy)ethanamine
Fields of Interest: bioconjugation, drug delivery, and materials science
Background & Applications:
Background
2-(2-Azidoethoxy)-N-methylethanamine is a compact, heterobifunctional azide-functionalized PEG derivative based on a PEG1 backbone, featuring a terminal azide group and a secondary amine. The short polyethylene glycol spacer provides improved hydrophilicity and flexibility compared to purely aliphatic linkers, while maintaining minimal chain length for tight spatial control. The azide functionality enables efficient bioorthogonal click chemistry, including CuAAC and strain-promoted azide–alkyne cycloaddition, while the secondary amine offers controlled reactivity toward activated carboxylic acids, NHS esters, isocyanates, and related electrophiles. This dual-functional molecule serves as a valuable intermediate within a versatile portfolio of functionalized PEGs designed for precise molecular modification.
Applications
2-(2-Azidoethoxy)-N-methylethanamine is commonly used in bioconjugation, drug delivery, and materials science applications where minimal linker length and orthogonal reactivity are required. Typical uses include stepwise construction of multifunctional linkers, PEGylation of small molecules or polymers, and surface or nanoparticle modification via click chemistry followed by amine coupling. The presence of a secondary amine allows for selective reactivity and tuning of conjugation pathways. As part of a comprehensive functionalized PEG product line, this azido–secondary amine PEG1 linker supports modular design strategies in pharmaceutical research, diagnostics, biomaterials, and advanced materials development.
Appearance: Colorless liquid
Purity: 98%
Storage: -20 °C
Solubility: Dichloromethane, Chloroform, Methanol
Literature: Nothing yet published