Name: 2-(2-(2-Azidoethoxy)ethoxy)-N-methylethanamine (98% purity)
Molecular Formula: C7H16N4O2
CAS#: 1072920-62-7
SMILES: CNCCOCCOCCN=[N+]=[N-]
MDL#: MFCD24457445
Catalog#: AMTGC807-AM17
Molecular weight: 188.13 g/mol
Other names:
- (2-[2-(2-AZIDOETHOXY)ETHOXY]ETHYL)(METHYL)AMINEN
Fields of Interest: PEGylating reagent, medicinal chemistry, organic synthesis
Background & Applications:
Background
2-(2-(2-Azidoethoxy)ethoxy)-N-methylethanamine (CAS 1072920-62-7) is a heterobifunctional azide-functionalized PEG linker based on a PEG2 backbone, featuring a terminal azide group and a secondary amine. The polyethylene glycol spacer provides hydrophilicity, flexibility, and compatibility with aqueous and biological environments while maintaining a compact linker length. The azide functionality enables highly selective bioorthogonal click chemistry, including CuAAC and strain-promoted azide–alkyne cycloaddition, while the secondary amine offers controlled reactivity toward activated carboxylic acids, NHS esters, and related electrophiles. This dual-functional PEG derivative is a valuable intermediate within a versatile portfolio of functionalized PEGs designed for precise molecular modification.
Applications
2-(2-(2-Azidoethoxy)ethoxy)-N-methylethanamine is commonly used in bioconjugation, drug delivery, and materials science applications where short PEG spacing 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. As part of a comprehensive functionalized PEG product line, this azido–secondary amine PEG supports modular design strategies for pharmaceutical research, diagnostics, biomaterials, and advanced materials development.
Appearance: Colorless liquid
Purity: 98%
Storage: 0-3°C for long term storage
Solubility: DCM
Literature:
- Journal of Organic Chemistry, 2008, vol. 73, # 21, p. 8279 – 8285
- Angew. Chem., 2023, vol. 135, # 26
