EXO-N-HYDROXY-7-OXABICYCLO[2.2.1]HEPT-5-ENE-2,3-DICARBOXIMIDE, CAS No. 5596-17-8

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5596-17-8

Catalog No. EBD3062912

CAS 5596-17-8

Name EXO-N-HYDROXY-7-OXABICYCLO[2.2.1]HEPT-5-ENE-2,3-DICARBOXIMIDE

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Basic Information

Synonyms: 3,6-EPOXY-N-HYDROXY- LABOTEST-BBLT00112407 3,6-EPOXY-N-HYDROXY-1,2,3,6-TETRAHYDROPHTHALIMIDE EXO-N-HYDROXY-7-OXABICYCLO(2.2.1)HEPT-5-ENE-2,3-D N-HYDROXY-3,6-EPOXY-1,2,3,6-TETRAHYDROPHTHALIMIDE N-HYDROXY-1,4-EPOXY-5-CYCLOHEXENE-2,3-DICARBOXIMIDE N-HYDROXY-7-OXABICYCLO[2.2.1]HEPT-5-ENE-2,3-DICARBOXIMIDE EXO-N-HYDROXY-7-OXABICYCLO[2.2.1]HEPT-5-ENE-2,3-DICARBOXIMIDE 4-HYDROXY-10-OXA-4-AZATRICYCLO[5.2.1.0~2,6~]DEC-8-ENE-3,5-DIONE (3aR,4S,7R,7aS)-2-hydroxy-3a,4,7,7a-tetrahydro-1H-4,7-epoxyisoindole-1,3(2H)-dione

Molecular Formula: C8H7NO4

Molecular Weight: 181.15

Categories: Medicinal Chemistry > Targeted Protein Degradation Tools > Linkers Synthetic Chemistry > Organic Building Blocks > Other Organic Building Blocks

Product Description:

The compound with CAS 5596-17-8 is known as *exo*-N-Hydroxy-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboximide. It is a bicyclic, heterocyclic molecule featuring a hydroxylamine group attached to an imide nitrogen, making it a functionalized hydroxamic acid derivative. This specific structure is a key synthetic precursor or "linker" component. Its primary and most significant application is in the field of targeted protein degradation, specifically for the development of Proteolysis-Targeting Chimeras (PROTACs). The molecule serves as a versatile chemical handle for constructing E3 ligase-recruiting ligands, particularly those targeting Von Hippel-Lindau (VHL) E3 ubiquitin ligase. The hydroxyl group is crucial for binding to the VHL protein complex, making this compound a fundamental building block for VHL-based degraders. Due to its role as a specialized, high-value intermediate in medicinal chemistry and chemical biology, it is categorized under pharmaceutical chemistry tools. Its well-defined structure also qualifies it as a specialized organic synthesis building block for constructing complex bioactive molecules.

Physical Properties

Melting Point: 194 °C (dec.)(lit.)

Boiling Point: 384.8 °C at 760 mmHg

Flash Point: 186.5 °C

Density: 1.728 g/cm3