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    446292-07-5

    Catalog No. EBD209670

    CAS 446292-07-5

    Name (R)-2-(2-Hydroxy-3-((4-(3-oxomorpholino)phenyl)amino)propyl)isoindoline-1,3-dione

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    Basic Information

    Synonyms: (R)-2-(2-Hydroxy-3-((4-(3-oxomorpholino)phenyl)amino)propyl)isoindoline-1,3-dione 2-[(2R)-2-hydroxy-3-{[4-(3-oxomorpholin-4-yl)phenyl]amino}propyl]-1H-isoindole-1,3(2H)-dione 1H-Isoindole-1,3(2H)-dione,2-[(2R)-2-hydroxy-3-[[4-(3-oxo-4-morpholinyl)phenyl]amino]propyl 1H-Isoindole-1,3(2H)-dione,2-[(2R)-2-hydroxy-3-[[4-(3-oxo-4-morpholinyl)phenyl]amino]propyl]- 2-[(2R)-2-Hydroxy-3-[[4-(3-oxo-4-morpholinyl)phenyl]amino]propyl]-1H-isoindole-1,3(2H)-dione (S)-2-(2-hydroxy-3-(4-(3-oxomorpholino)phenylamino)propyl)isoindoline-1,3-dione R-5

    Molecular Formula: C21H21N3O5

    Molecular Weight: 395.41

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Medicinal Chemistry > Targeted Protein Degradation Tools > Linkers

    Product Description:
    The compound with CAS number 446292-07-5, chemically described as 2-[(2R)-2-hydroxy-3-[[4-(3-oxo-4-morpholinyl)phenyl]amino]propyl]-1H-isoindole-1,3(2H)-dione, is a chiral, heterocyclic building block. Its structure features a phthalimide group, a morpholinone-substituted aniline, and a hydroxypropyl linker, imparting specific stereochemistry and functional handles for chemical conjugation. This molecule is primarily utilized in medicinal chemistry research, particularly in the development of targeted protein degraders such as Proteolysis-Targeting Chimeras (PROTACs). The presence of the phthalimide moiety is a key structural feature, as it can serve as a ligand for Cereblon (CRBN), an E3 ubiquitin ligase. This makes the compound a valuable precursor or a "linker-E3 ligand conjugate" for constructing bifunctional degraders that recruit CRBN to tag specific proteins of interest for ubiquitination and subsequent proteasomal degradation. Its design incorporates elements that allow for connection to a target protein ligand via the amine or hydroxyl groups, facilitating the creation of molecules with optimized pharmacokinetic and pharmacodynamic properties. As such, it falls into the category of specialized intermediates for novel therapeutic modalities rather than general-purpose synthesis reagents.
    Physical Properties

    Boiling Point: 734.905 °C at 760 mmHg

    Flash Point: 398.256 °C

    Density: 1.421 g/cm3

    mg g kg ml l t