4-(p-azidosalicylamido)butylamine
CAS No.: 176049-73-3
Cat No.: BP-502168
4.5 
4-(p-azidosalicylamido)butylamine is a bifunctional PROTAC linker building block featuring a terminal primary amine for amide/urea coupling and an azide handle positioned on a salicylamide-derived aromatic scaffold. The salicylamide motif provides a chemically defined attachment point that can be used to connect to a targeting ligand or to an intermediate that ultimately forms the recruiter-binding module, while the azide enables orthogonal conjugation strategies such as Staudinger ligation or copper-free/controlled azide–alkyne cycloaddition to install the second PROTAC component under mild conditions. In targeted protein degradation workflows, such linkers help tune the effective distance, relative orientation, and conformational flexibility between the recruiter and the substrate-binding moieties, which are critical determinants of ternary complex formation and degradation potency. This reagent is therefore valuable for constructing modular PROTACs and for rapid structure–activity relationship studies where linker chemistry and attachment geometry must be varied systematically.
Structure of 176049-73-3
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4-(p-azidosalicylamido)butylamine is a bifunctional PROTAC linker component designed to enable modular assembly of targeted protein degraders. Its azide handle supports bioorthogonal conjugation strategies, while the salicylamide motif provides a chemically addressable anchoring region for constructing stable linker architectures. Researchers can leverage its balanced reactivity and compatibility with common synthetic workflows to prepare PROTAC intermediates, which will be described in detail below.
Structure: The molecule contains a primary amine for nucleophilic coupling and an aryl azide for photo- or reductive activation. A salicylamide linkage introduces an amide carbonyl and phenolic substitution pattern, enabling hydrogen-bonding and controlled conformational behavior typical of PROTAC linkers.
Reactivity: The azide group is suitable for strain-promoted or copper-catalyzed azide–alkyne cycloaddition, as well as for reduction to the corresponding amine under standard conditions. The primary amine can participate in amide-bond formation via activated carboxylic acid derivatives (for example, using common coupling reagents) in polar aprotic solvents with base. Careful exclusion of strong reducing agents and light-sensitive handling is recommended during storage and intermediate preparation.
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
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