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ChemicalBook--->CAS DataBase List--->866363-70-4

866363-70-4

866363-70-4 Structure

866363-70-4 Structure
IdentificationBack Directory
[Name]

2,5-Pyrrolidinedione, 1-[(6-azido-1-oxohexyl)oxy]-
[CAS]

866363-70-4
[Synonyms]

N3-C5-NHS ester
2,5-dioxopyrrolidin-1-yl 6-azidohexanoate
1-[(6-Azidohexanoyl)oxy]pyrrolidine-2,5-dione
2,5-Pyrrolidinedione, 1-[(6-azido-1-oxohexyl)oxy]-
6-azidohexanoic acid 2,5-dioxo-pyrrolidin-1-yl ester
[Molecular Formula]

C10H14N4O4
[MDL Number]

MFCD25968077
[MOL File]

866363-70-4.mol
[Molecular Weight]

254.243
Chemical PropertiesBack Directory
[form ]

Liquid
[color ]

Colorless to light yellow
Hazard InformationBack Directory
[Description]

Azido-Aca-NHS has an azide and NHS ester end group. The azide can undergo copper-catalyzed Click Chemistry reactions with alkynes, DBCO and BCN. The NHS ester can react with amine groups to form stable amide bonds.
[Uses]

N3-C5-NHS ester is a noncleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). N3-C5-NHS ester 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.
[IC 50]

Non-cleavable Linker
[References]

[1] Pyrrolobenzodiazepine Dimer Antibody-Drug Conjugates: Synthesis and Evaluation of Noncleavable Drug-Linkers. J Med Chem. 2017 Dec 14;60(23):9490-9507. DOI:10.1021/acs.jmedchem.7b00736
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