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  • (2-Aminoethoxy)diphenylborane

  • (2-Aminoethoxy)diphenylborane

    Catalog Number
    ACM524958
    CAS Number
    524-95-8
    Product Name
    (2-Aminoethoxy)diphenylborane
    Structure
    Category
    Salt
    Synonyms
    2,2-DIPHENYL-1,3,2-OXAZA-BOROLIDINE INTERNAL SALT;2-APB;2-AMINOETHYL DIPHENYL BORATE;2-AMINOETHYL DIPHENYLBORINATE;(2-AMINOETHOXY)DIPHENYLBORANE;2-AMINOETHOXYDIPHENYLBORATE;BETA-AMINOETHYL DIPHENYLBORINATE;DIPHENYLBORIC ACID 2-AMINOETHYL ESTER
    IUPAC Name
    2-diphenylboranyloxyethanamine
    Molecular Weight
    225.1g/mol
    Molecular Formula
    C14H16BNO
    Canonical SMILES
    B(C1=CC=CC=C1)(C2=CC=CC=C2)OCCN
    InChI
    InChI=1S/C14H16BNO/c16-11-12-17-15(13-7-3-1-4-8-13)14-9-5-2-6-10-14/h1-10H,11-12,16H2
    InChI Key
    BLZVCIGGICSWIG-UHFFFAOYSA-N
    Melting Point
    193.0 °C
    Purity
    >98 %
    Application
    (2-Aminoethoxy)diphenylborane serves as a versatile tool in biochemical research and cellular modulation. It is primarily utilized for the densitometric determination of flavonoids and acts as an activator of transient receptor potential (TRP) channels. This compound plays a crucial role in manipulating the intracellular release of calcium ions, which is vital for various cellular processes. Additionally, it is employed in the preparation of apoptotic inducers and acts as a membrane-permeable inhibitor of store-operated calcium entry (SOCE). As a modulator of intracellular calcium levels, it inhibits calcium release triggered by inositol-1,4,5-triphosphate (IP3) and affects various TRP channels, including inhibiting TRPC6 and TRPM8 while activating TRPV1, TRPV2, and TRPV3. Furthermore, it is involved in inhibiting calcium transients and differentiation in primary mouse brown adipocytes and even extends its influence to improving cognitive functions in rats by altering TRPM2 protein levels.
    Complexity
    182
    Covalently-Bonded Unit Count
    1
    EC Number
    208-366-5
    Exact Mass
    225.132494g/mol
    Formal Charge
    0
    Heavy Atom Count
    17
    MeSH Entry Terms
    2-aminoethyl diphenylborinate;2-APB cpd
    Monoisotopic Mass
    225.132494g/mol
    NSC Number
    17107
    Rotatable Bond Count
    5
    UNII
    E4ES684O93
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