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PHCCC

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Chemical compound Pharmaceutical compound
PHCCC
Identifiers
IUPAC name
  • (−)-N-Phenyl-7-(hydroxyimino)cyclopropachromen-1a-carboxamide
CAS Number
PubChem CID
ChemSpider
Chemical and physical data
FormulaC17H14N2O3
Molar mass294.310 g·mol
3D model (JSmol)
SMILES
  • c4ccccc4NC(=O)C1(CC1C2=NO)Oc3ccccc23
InChI
  • InChI=1S/C17H14N2O3/c20-16(18-11-6-2-1-3-7-11)17-10-13(17)15(19-21)12-8-4-5-9-14(12)22-17/h1-9,13,21H,10H2,(H,18,20)
  • Key:FPXPIEZPAXSELW-UHFFFAOYSA-N
  (verify)

PHCCC is a research drug which acts as a glutamate receptor ligand, particularly being a positive allosteric modulator at the mGluR4 subtype, as well as an agonist at mGluR6. It has anxiolytic effects in animal studies. PHCCC and similar drugs have been suggested as novel treatments for Parkinson's disease.

See also

References

  1. Maj M, Bruno V, Dragic Z, Yamamoto R, Battaglia G, Inderbitzin W, Stoehr N, Stein T, Gasparini F, Vranesic I, Kuhn R, Nicoletti F, Flor PJ (December 2003). "(−)-PHCCC, a positive allosteric modulator of mGluR4: characterization, mechanism of action, and neuroprotection". Neuropharmacology. 45 (7): 895–906. doi:10.1016/S0028-3908(03)00271-5. PMID 14573382. S2CID 17446511.
  2. Beqollari D, Kammermeier PJ (July 2008). "The mGlu(4) receptor allosteric modulator N-phenyl-7-(hydroxyimino)cyclopropachromen-1a-carboxamide acts as a direct agonist at mGlu(6) receptors". European Journal of Pharmacology. 589 (1–3): 49–52. doi:10.1016/j.ejphar.2008.06.054. PMID 18593581.
  3. Stachowicz K, Kłak K, Kłodzińska A, Chojnacka-Wojcik E, Pilc A (September 2004). "Anxiolytic-like effects of PHCCC, an allosteric modulator of mGlu4 receptors, in rats". European Journal of Pharmacology. 498 (1–3): 153–6. doi:10.1016/j.ejphar.2004.07.001. PMID 15363989.
  4. Niswender CM, Johnson KA, Weaver CD, Jones CK, Xiang Z, Luo Q, Rodriguez AL, Marlo JE, de Paulis T, Thompson AD, Days EL, Nalywajko T, Austin CA, Williams MB, Ayala JE, Williams R, Lindsley CW, Conn PJ (November 2008). "Discovery, characterization, and antiparkinsonian effect of novel positive allosteric modulators of metabotropic glutamate receptor 4". Molecular Pharmacology. 74 (5): 1345–58. doi:10.1124/mol.108.049551. PMC 2574552. PMID 18664603.
Metabotropic glutamate receptor modulators
Group I
mGluR1Tooltip Metabotropic glutamate receptor 1
mGluR5Tooltip Metabotropic glutamate receptor 5
Group II
mGluR2Tooltip Metabotropic glutamate receptor 2
mGluR3Tooltip Metabotropic glutamate receptor 3
Group III
mGluR4Tooltip Metabotropic glutamate receptor 4
mGluR6Tooltip Metabotropic glutamate receptor 6
mGluR7Tooltip Metabotropic glutamate receptor 7
mGluR8Tooltip Metabotropic glutamate receptor 8
See also: Receptor/signaling modulatorsIonotropic glutamate receptor modulatorsGlutamate metabolism/transport modulators
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