ChemicalBook--->CAS DataBase List--->179068-02-1

179068-02-1

179068-02-1 Structure

179068-02-1 Structure
IdentificationBack Directory
[Name]

PHCCC
[CAS]

179068-02-1
[Synonyms]

PHCCC >=97% (HPLC)
7,7a-Dihydro-7-(hydroxyimino)-N-phenylbenzo[b]cyclopropa[e]pyran-1a(1H)-carboxamide
Benzo[b]cyclopropa[e]pyran-1a(1H)-carboxamide, 7,7a-dihydro-7-(hydroxyimino)-N-phenyl-
[Molecular Formula]

C17H14N2O3
[MOL File]

179068-02-1.mol
[Molecular Weight]

294.3
Chemical PropertiesBack Directory
[Boiling point ]

579.135±50.00 °C(Press: 760.00 Torr)(predicted)
[density ]

1.415±0.14 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
[storage temp. ]

Inert atmosphere,2-8°C
[solubility ]

Soluble in DMSO
[form ]

Powder
[pka]

10.741±0.40(predicted)
[color ]

White to off-white
[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)/b19-15+
[InChIKey]

FPXPIEZPAXSELW-XDJHFCHBSA-N
[SMILES]

O=C(NC1=CC=CC=C1)C2(C/3C2)OC4=C(C=CC=C4)C3=N/O
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)Health Hazard (GHS08)
GHS06,GHS08
[Signal word ]

Danger
[Hazard statements ]

H301+H311-H320-H370
[Precautionary statements ]

P501-P260-P270-P264-P280-P337+P313-P305+P351+P338-P308+P311-P361+P364-P301+P310+P330-P302+P352+P312-P405
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Hazard InformationBack Directory
[Uses]

PHCCC is a Group I mGluR antagonist with an IC50 of 3 μM. PHCCC is a selective positive modulator of mGlu4 receptor. Antiparkinsonian effect[1][2].
[Definition]

ChEBI: 7-hydroxyimino-N-phenyl-1,7a-dihydrocyclopropa[b][1]benzopyran-1a-carboxamide is a 1-benzopyran.
[Biological Activity]

PHCCC is a positive allosteric modulator (PAM) at the mGluR4 subtype th at exhibits anxiolytic and anti-Parkinsonian effects in animal models. PHCCC is a potent group I metabotropic glutamate receptor antagonist.
[in vivo]

PHCCC (75 nmol/2.5 μl; intracerebroventricular) produces an antiparkinsonian effect in a dopamine depletion akinesia model[2].

[IC 50]

Group I mGluR receptors: 3 μM (IC50)
[storage]

Store at RT
[References]

[1] Récasens M, et al. Metabotropic glutamate receptors as drug targets. Curr Drug Targets. 2007;8(5):651-681. DOI:10.2174/138945007780618544
[2] Marino MJ et al. Allosteric modulation of group III metabotropic glutamate receptor 4: a potential approach to Parkinson's disease treatment. Proc Natl Acad Sci U S A. 2003 Nov 11;100(23):13668-73. DOI:10.1073/pnas.1835724100
Spectrum DetailBack Directory
[Spectrum Detail]

PHCCC(179068-02-1)1HNMR
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