Basic information Safety Supplier Related

2-[2-(2-AZIDOETHOXY)ETHOXY]ETHANOL

Basic information Safety Supplier Related

2-[2-(2-AZIDOETHOXY)ETHOXY]ETHANOL Basic information

Product Name:
2-[2-(2-AZIDOETHOXY)ETHOXY]ETHANOL
Synonyms:
  • 2-[2-(2-AZIDOETHOXY)ETHOXY]ETHANOL
  • azido-PEG3-OH
  • Ethanol, 2-[2-(2-azidoethoxy)ethoxy]-
  • 2-[2-(2-azidoethoxy)ethoxy]ethan-1-ol
  • 1-Azido-8-hydroxy-3,6-dioxaoctane
  • 8-Azido-3,6-dioxaoctanol
  • 2-[2-(2-Azidoethoxy)ethoxy]ethanol solution
  • 8-Azido-3,6-dioxaoctanol solution
CAS:
86520-52-7
MF:
C6H13N3O3
MW:
175.18572
Product Categories:
  • Nitric Oxide Reagents
  • Cross Linking Reagents
  • building block
  • peg
Mol File:
Mol File
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2-[2-(2-AZIDOETHOXY)ETHOXY]ETHANOL Chemical Properties

Flash point:
-33℃
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form 
Oil
color 
Colourless to Light Yellow
Appearance
colorless liquid
BRN 
4418543
InChI
InChI=1S/C6H13N3O3/c7-9-8-1-3-11-5-6-12-4-2-10/h10H,1-6H2
InChIKey
PMNIHDBMMDOUPD-UHFFFAOYSA-N
SMILES
C(O)COCCOCCN=[N+]=[N-]
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Safety Information

Hazard Codes 
F,Xi
Risk Statements 
11-38
Safety Statements 
16
RIDADR 
UN 2398 3 / PGII
WGK Germany 
3
HS Code 
2929900090
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2-[2-(2-AZIDOETHOXY)ETHOXY]ETHANOL Usage And Synthesis

Description

Azido-PEG3-alcohol is a click chemistry PEG linker containing an azide group and a terminal hydroxyl group. The azide group is reactive with alkyne, BCN, DBCO via Click Chemistry to yield a stable triazole linkage. The hydroxyl group enables further derivatization or replacement with other reactive functional groups.

Chemical Properties

Yellowish Liquid

Uses

Azido-PEG3-alcohol is a PEG-based PROTAC linker can be used in the synthesis of PROTACs[1]. Azido-PEG3-alcohol 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.

reaction suitability

reaction type: click chemistry
reagent type: linker

IC 50

PEGs

References

[1] Zhang F, et al. Discovery of a new class of PROTAC BRD4 degraders based on a dihydroquinazolinone derivative and lenalidomide/pomalidomide. Bioorg Med Chem. 2020 Jan 1;28(1):115228. DOI:10.1016/j.bmc.2019.115228

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