Thalidomide-5-(C6-amine)
CAS No.: 1950635-17-2
Cat No.: BP-502137
4.5 
Thalidomide-5-(C6-amine) is a thalidomide-derived linker building block featuring the glutarimide–phthalimide core of cereblon-binding ligands, functionalized at the 5-position with a six-carbon amino handle. Structurally, it provides a flexible, aliphatic spacer terminating in a primary amine, enabling straightforward conjugation to electrophiles used to assemble PROTACs or related targeted degraders. In PROTAC design, the cereblon-recruiting thalidomide moiety serves as the E3-ligase binding element, while the C6 amino group acts as a modular attachment point for coupling to a second ligand (e.g., a target-binding warhead) through amide or other amine-reactive linkages. This compound is valuable for constructing degraders with tunable linker length and geometry, which can strongly influence ternary complex formation, ubiquitination efficiency, and overall degradation potency. It is therefore useful for systematic structure–activity studies in targeted protein degradation workflows.
Structure of 1950635-17-2
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This PROTAC linker, Thalidomide-5-(C6-amine), is designed to provide a functional attachment handle for assembling bifunctional targeted protein degraders. Its thalidomide-derived scaffold supports recruitment of the relevant E3 ligase, while the appended amine enables robust conjugation to partner-binding ligands. The resulting modularity facilitates systematic variation of linker length and polarity to tune degrader performance. Detailed structural and synthetic considerations are provided below.
Structure: The molecule features a thalidomide-based core bearing an aniline-derived primary amine substituent, enabling formation of stable amide or urea linkages. Aromatic rings and multiple heteroatoms provide hydrogen-bonding capacity, while the amine offers a reactive nucleophilic site for coupling chemistry.
Reactivity: The primary amine can be used in standard PROTAC linker–ligand coupling workflows, including acylation to form amides or carbamoylation to form urea/related linkages. Typical strategies rely on activated carboxylic acids (for example, using coupling reagents) or electrophilic carbonyl equivalents under mild base conditions. Common solvents include polar aprotic media, and reactions are generally driven by nucleophilic substitution at activated intermediates to yield stable conjugates suitable for bifunctional degrader construction.
* 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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