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ChemicalBook >> CAS DataBase List >>2-[2-(2-Azidoethoxy)ethoxy]ethanamine

2-[2-(2-Azidoethoxy)ethoxy]ethanamine

CAS No.
166388-57-4
Chemical Name:
2-[2-(2-Azidoethoxy)ethoxy]ethanamine
Synonyms
N3-PEG2-NH2;N3-PEG2-CH2CH2NH2;Azido-PEG2-Amine;Azido-PEG2-NH2;H2N-C2-PEG2-N3;Azide-PEG3-Amine;Azido-PEG2-C2-amine;Azido-PEG2-CH2CH2NH2;Azido-PEG2-CH2CH2-Amine;Amino-PEG2-azide,NH2-PEG2-N3
CBNumber:
CB02484811
Molecular Formula:
C6H14N4O2
Molecular Weight:
174.2
MDL Number:
MFCD13189985
MOL File:
166388-57-4.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-27 17:24:48
Product description Number Pack Size Price
Azido-PEG2-Amine (Ethanamine, 2-[2-(2-azidoethoxy)ethoxy]-) ≥95% 516906 25g $1267
Azido-PEG2-amine TRC-B407568-500MG 500mg $139
Azido-PEG2-amine TRC-B407568-250MG 250mg $95
Azido-PEG2-amine TRC-B407568-1G 1g $231
Azido-PEG2-amine FP73033 1g $478.5
More product size

2-[2-(2-Azidoethoxy)ethoxy]ethanamine Properties

storage temp. -20°C, protect from light
solubility Soluble in Water, DMSO, DMF, DCM
form Liquid
color Colorless to light yellow
Appearance colorlessoryellowish oil
InChI InChI=1S/C6H14N4O2/c7-1-3-11-5-6-12-4-2-9-10-8/h1-7H2
InChIKey ZHWGWSYNZIZTFL-UHFFFAOYSA-N
SMILES NCCOCCOCCN=[N+]=[N-]
CAS DataBase Reference 166388-57-4

SAFETY

Risk and Safety Statements

Symbol(GHS)  Corrosion (GHS05)
GHS05
Signal word  Danger
Hazard statements  H314
Precautionary statements  P260-P280
HS Code  2929900090

2-[2-(2-Azidoethoxy)ethoxy]ethanamine price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Usbiological 516906 Azido-PEG2-Amine (Ethanamine, 2-[2-(2-azidoethoxy)ethoxy]-) ≥95% 166388-57-4 25g $1267 2026-06-03 Buy
TRC TRC-B407568-500MG Azido-PEG2-amine 166388-57-4 500mg $139 2026-06-03 Buy
TRC TRC-B407568-250MG Azido-PEG2-amine 166388-57-4 250mg $95 2026-06-03 Buy
TRC TRC-B407568-1G Azido-PEG2-amine 166388-57-4 1g $231 2026-06-03 Buy
Biosynth FP73033 Azido-PEG2-amine 166388-57-4 1g $478.5 2026-06-04 Buy
Product number Packaging Price Buy
516906 25g $1267 Buy
TRC-B407568-500MG 500mg $139 Buy
TRC-B407568-250MG 250mg $95 Buy
TRC-B407568-1G 1g $231 Buy
FP73033 1g $478.5 Buy

2-[2-(2-Azidoethoxy)ethoxy]ethanamine Chemical Properties,Uses,Production

Description

Azido-PEG2-amine is a bifunctional crosslinker containing an amino and an azide group. The amino group is reactive with carboxylic acids, activated NHS esters,. The azide(N3) group can react with alkyne, BCN, DBCO via Click Chemistry to yield a stable triazole linkage.

Uses

Azido-PEG2-C2-amine (N3-PEG2-CH2CH2NH2) is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs[1]. Azido-PEG2-C2-amine is also a non-cleavable 2 unit PEG ADC linker used in the synthesis of antibody-drug conjugates (ADCs)[2]. Azido-PEG2-C2-amine is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups.

Synthesis

2-[2-(2-Hydroxyethoxy)ethoxy]ethyl chloride (15 g, 88.9 mmol), NaI(4.06 g, 27.1 mmol), and NaN3 (45.3 mg, 697 mmol) were dissolved in distilled water (90 mL), and the solution was stirred for 48 h at 50 °C. The reaction mixture extracted with ethyl acetate for three times. The organic layer was dried over Na2SO4 , and evaporated to collect 2-[2-(2-azidoethoxy)ethoxy]ethanol (14.0 g, 90.1%) as a yellow oil.To the solution 2-[2-(2-azidoethoxy)ethoxy]ethanol (8 g, 45.7 mmol) in THF (22.4 mL), 6 M NaOH(20.8 mL) and TsCl (13.1 g, 68.6 mmol) were added at 0 °C. The reaction mixture was stirred for 1 h at room temperature under nitrogen atmosphere. The solution was then extracted with diethyl ether four times, and the organic layer was washed with 1 M NaOH. After evaporation of the organic layer,2-[2-(2-azidoethoxy)ethoxy]ethyl tosylate (16.8 g, 98.6%) was obtained as a yellow oil.Finally, ammonia solution (28%, 14.8 mL, 365 mol) was added to the 2-[2-(2-azidoethoxy)ethoxy]-ethyl tosylate (8 g, 24.3 mmol) dissolved in THF (95.9 mL), and reaction mixture was stirred for 96 h at 40 °C. After the reaction, distilled water (50 mL) was added to the solution. The mixture was washed with diethyl ether and then extracted with dichloromethane. The organic layer was dried over NaSO4 and evaporated to obtain 2-[2-(2-azidoethoxy)ethoxy]ethanamine (2.49 g, 58.8%) as a yellow oil.
synthesis of 2-[2-(2-Azidoethoxy)ethoxy]ethanamine

IC 50

PEGs; Non-cleavable Linker

References

[1] Su S, et al. Potent and Preferential Degradation of CDK6 via Proteolysis Targeting Chimera Degraders. J Med Chem. 2019 Aug 22;62(16):7575-7582. DOI:10.1021/acs.jmedchem.9b00871
[2] Tominari, Yusuk , et al. Heterocyclic compound. WO2020027225A1.

929-59-9
166388-57-4
Synthesis of 2-[2-(2-Azidoethoxy)ethoxy]ethanamine from 1,8-Diamino-3,6-dioxaoctane
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Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
 2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethan-1-amine pictures 2026-07-24 2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethan-1-amine
166388-57-4
1g 98% 1g/bottle, 10g/bottle, 100g/bottle XIAMEN SINOPEG BIOTECH CO., LTD.
N3-PEG2-NH2 pictures 2026-07-24 N3-PEG2-NH2
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1g 98% 1g/bottle, 10g/bottle, 100g/bottle XIAMEN SINOPEG BIOTECH CO., LTD.
azido-PEG2-amine pictures 2025-06-07 azido-PEG2-amine
166388-57-4
10g >98.00% 10g Xian confluore Biological Technology Co., Ltd.
  • N3-PEG2-NH2 pictures
  • N3-PEG2-NH2
    166388-57-4
  • 98%
  • XIAMEN SINOPEG BIOTECH CO., LTD.
  • azido-PEG2-amine pictures
  • azido-PEG2-amine
    166388-57-4
  • $0.00
  • >98.00%
  • Xian confluore Biological Technology Co., Ltd.
2-[2-(2-Azidoethoxy)ethoxy]ethanamine Azido-PEG2-NH2 2-[2-(2-Azido-ethoxy)-ethoxy]-ethylamine Azido-PEG2-C2-amine Amino-PEG2-azide,NH2-PEG2-N3 Azide-PEG3-Amine Ethanamine, 2-[2-(2-azidoethoxy)ethoxy]- N3-PEG2-CH2CH2NH2/Ethanamine, 2-[2-(2-azidoethoxy)ethoxy]- H2N-C2-PEG2-N3 Azido-PEG2-CH2CH2NH2 Azido-PEG2-CH2CH2-Amine Azido-PEG2-Amine N3-PEG2-CH2CH2NH2 N3-PEG2-NH2 166388-57-4 1660388-57-4 peg
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