Chemical Name:N-Phenyl-7-(hydroxyimino)cyclopropa[b]chromen-1a-carboxamide
Purity: ≥98% (HPLC)
Biological Activity
Technical Data
Solubility
Calculators
Datasheets
References
Biological Activity
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.
Licensing Information
Sold for research purposes under license from Suntory Ltd.
Compound Libraries
PHCCC is also offered as part of the
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Technical Data
M. Wt
294.31
Formula
C17H14N2O3
Storage
Store at RT
Purity
≥98% (HPLC)
CAS Number
179068-02-1
PubChem ID
5866327
InChI Key
FPXPIEZPAXSELW-CYVLTUHYSA-N
Smiles
O=C(NC4=CC=CC=C4)C3(C2C3)OC1=CC=CC=C1/C2=N/O
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.
Solubility Data
Solvent
Max Conc. mg/mL
Max Conc. mM
Solubility
DMSO
29.43
100
Preparing Stock Solutions
The following data is based on the product molecular weight 294.31. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass
1 mg
5 mg
10 mg
1 mM
3.4 mL
16.99 mL
33.98 mL
5 mM
0.68 mL
3.4 mL
6.8 mL
10 mM
0.34 mL
1.7 mL
3.4 mL
50 mM
0.07 mL
0.34 mL
0.68 mL
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Product Datasheets
Certificate of Analysis / Product Datasheet
Safety Datasheet
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References
References are publications that support the products' biological activity.
Mao and Wang
(2001) Selective activation of group I metabotropic glutamate receptors upregulates preprodynorphin, substance P and preproenkephalin mRNA expression in rat dorsal striatum. Synapse 39 82 PMID: 11071713
Marinoet al (2003) Allosteric modulation of group III metabotropic glutamate receptor 4: a potential approach to Parkinson's disease treatment. Proc.Natl.Acad.Sci.USA 100 13668 PMID: 14593202
Annouraet al (1996) A novel class of antagonists for metabotropic glutamate receptors, 7-(hydroxyimino)cyclopropa[b]chromen-1a-carboxylates. Bioorg.Med.Chem.Lett. 6 763 PMID:
Floret al (2002) Positive allosteric modulators of metabotropic glutamate receptor subtype 4: pharmacological and molecular characterization. Neuropharmacology 43 286 Abstr.No. 47 PMID:
Keywords: PHCCC, supplier, Potent, group, I, mGlur, antagonists, Group, Receptors, mGlu1, mGlu5, Glutamate, Metabotropic, mGlu4, Glutamate, (Metabotropic), Group, I, Receptors, Glutamate, (Metabotropic), Group, I, Receptors, Tocris Bioscience
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