A positive allosteric modulator of the mGluR5
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CPPHA

Item No. 21275

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[4-chloro-2-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl]phenyl]-2-hydroxy-benzamide
CAS Number
693288-97-0
Molecular Formula
C22H15ClN2O4
Formula Weight
406.8
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: 100mM
λmax
219 nm
SMILES
ClC1=CC=C(NC(C2=CC=CC=C2O)=O)C(CN3C(C4=C(C=CC=C4)C3=O)=O)=C1
InChi Code
InChI=1S/C22H15ClN2O4/c23-14-9-10-18(24-20(27)17-7-3-4-8-19(17)26)13(11-14)12-25-21(28)15-5-1-2-6-16(15)22(25)29/h1-11,26H,12H2,(H,24,27)
InChi Key
UFOUABRZSDGGAZ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

    $153

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    10 mg

    $253

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    25 mg

    $587

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    Product Description

    CPPHA is a positive allosteric modulator of metabotropic glutamate receptor 5 (mGluR5) that potentiates human and rat mGluR5 activation by glutamate, 3,5-DHPG (Item No. 14411), and quisqualate (EC50s = 0.316-0.5 and 0.634-1.16 μM for human and rat mGluR5, respectively).1 It is selective for mGluR5 over other mGluRs but exhibits submicromolar activity at PDE6, δ- and κ-opioid receptors, and the ether-a-go-go related gene (ERG) potassium channel (Kis = 500, 352, 474, and 813 nM, respectively). CPPHA potentiates 3,5-DHPG-induced NMDA currents in CA1 pyramidal cells and the depolarization of rat subthalamic nucleus (STN) neurons.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. O'Brien, J.A., Lemaire, W., Wittmann, M., et al. A novel selective allosteric modulator potentiates the activity of native metabotropic glutamate receptor subtype 5 in rat forebrain. J. Pharm. Exp. Ther. 309(2), 568-577 (2004).