PHCCC

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PHCCC | CAS No. 179068-02-1 | Group I mGluR Antagonists
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Description: Potent group I mGlu antagonist

Chemical Name: N-Phenyl-7-(hydroxyimino)cyclopropa[b]chromen-1a-carboxamide

Purity: ≥98%

Product Details
Citations (8)
Supplemental Products
Reviews

Biological Activity

PHCCC is a group I metabotropic glutamate receptor antagonist (IC50 ~ 3 μM); 67 times more potent than (S)-4-carboxyphenylglycine (Cat. No. 0323). Also a positive allosteric modulator for mGlu4a; potentiates L-AP4-mediated inhibition of striatopallidal synaptic transmission in vitro. Displays antiParkinsonian effects in rats in vivo.

Technical Data

M.Wt:
294.31
Formula:
C17H14N2O3
Solubility:
Soluble to 100 mM in DMSO
Purity:
≥98%
Storage:
Store at RT
CAS No:
179068-02-1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.

Additional Information

Licensing Caveats:
Sold for research purposes under license from Suntory Ltd.

Background References

  1. Selective activation of group I metabotropic glutamate receptors upregulates preprodynorphin, substance P and preproenkephalin mRNA expression in rat dorsal striatum.
    Mao and Wang
    Synapse, 2001;39:82
  2. Allosteric modulation of group III metabotropic glutamate receptor 4: a potential approach to Parkinson's disease treatment.
    Marino et al.
    Proc.Natl.Acad.Sci.USA, 2003;100:13668
  3. A novel class of antagonists for metabotropic glutamate receptors, 7-(hydroxyimino)cyclopropa[b]chromen-1a-carboxylates.
    Annoura et al.
    Bioorg.Med.Chem.Lett., 1996;6:763
  4. Positive allosteric modulators of metabotropic glutamate receptor subtype 4: pharmacological and molecular characterization.
    Flor et al.
    Neuropharmacology, 2002;43:286 Abstr.No. 47

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Citations for PHCCC

The citations listed below are publications that use Tocris products. Selected citations for PHCCC include:

8 Citations: Showing 1 - 8

  1. Allosteric modulation of metabotropic glutamate receptor 4 activates IDO1-dependent, immunoregulatory signaling in dendritic cells.
    Authors: Volpi Et al.
    Neuropharmacology  2016;102:59
  2. Glial metabotropic glutamate receptor-4 increases maturation and survival of oligodendrocytes.
    Authors: Spampinato Et al.
    Biol Psychiatry  2015;8:462
  3. Antiparkinsonian potential of targeting group III metabotropic glutamate receptor subtypes in the rodent substantia nigra pars reticulata.
    Authors: Broadstock Et al.
    Br J Pharmacol  2012;165:1034
  4. Discovery, synthesis, and structure-activity relationship development of a series of N-4-(2,5-dioxopyrrolidin-1-yl)phenylpicolinamides (VU0400195, ML182): characterization of a novel positive allosteric modulator of the metabotropic glutamate receptor 4 (
    Authors: Jones Et al.
    J Med Chem  2011;54:7639
  5. mGluR(1) Receptors Contribute to Non-Purinergic Slow Excitatory Transmission to Submucosal VIP Neurons of Guinea-Pig Ileum.
    Authors: Foong
    Front Neurosci  2009;3:46
  6. Discovery, characterization, and antiparkinsonian effect of novel positive allosteric modulators of metabotropic glutamate receptor 4.
    Authors: Niswender Et al.
    Mol Pharmacol  2008;74:1345
  7. A novel class of positive allosteric modulators of metabotropic glutamate receptor subtype 1 interact with a site distinct from that of negative allosteric modulators.
    Authors: Hemstapat Et al.
    Mol Pharmacol  2006;70:616
  8. Neutrophil-derived glutamate regulates vascular endothelial barrier function.
    Authors: Collard Et al.
    J Biol Chem  2002;277:14801

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