p-Azidobenzoyl hydrazide
CAS No.: 63296-32-2
Cat No.: BP-502166
4.5 
p-Azidobenzoyl hydrazide is an aryl hydrazide bearing a para-azidobenzoyl motif, providing a chemically versatile handle for PROTAC linker construction. The hydrazide functionality enables formation of hydrazone/amide-type intermediates and facilitates coupling strategies to install attachment points on either the E3-ligase–binding or target-binding ligand. The azide group serves as a bioorthogonal “click” precursor, allowing conversion to reactive intermediates for copper-free azide–alkyne cycloaddition or other azide-compatible conjugation workflows, thereby enabling modular assembly of bifunctional degraders. In PROTAC design, this combination supports controlled spatial separation and tunable linkage chemistry, which are critical determinants of ternary complex formation and degradation efficiency. As a robust synthetic building block, it is valuable for researchers who need reliable, orthogonally addressable chemistry to rapidly generate and optimize linker variants for targeted protein degradation studies.
Structure of 63296-32-2
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p-Azidobenzoyl hydrazide is a versatile PROTAC linker building block designed to enable modular assembly of targeted protein degraders. Its azide functionality supports bioorthogonal conjugation strategies, while the hydrazide motif provides a reactive handle for coupling to complementary warheads or scaffold elements. This combination facilitates efficient linker installation and downstream PROTAC construction, supporting rapid structure–activity exploration. The following points describe its structure and practical reactivity considerations in PROTAC workflows in detail below.
Structure: The linker contains an aromatic p-substituted azide-bearing benzoyl core and a hydrazide functional group, providing an amide-linked hydrazine moiety. It features conjugated aromatic π-systems, hydrogen-bonding capability, and polar heteroatoms that influence solubility and coupling efficiency.
Reactivity: The azide group can participate in azide–alkyne cycloaddition or related click-type conjugations under mild, catalyst-controlled conditions, enabling selective attachment to appropriately functionalized partners. The hydrazide can undergo acyl-transfer or condensation-type coupling with activated carboxylic acid derivatives or electrophilic carbonyl partners, typically requiring controlled pH and compatible solvents. Standard organic synthesis conditions and appropriate coupling reagents are used to preserve azide integrity.
* 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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