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PCCG-4

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PCCG-4

Identifiers

IUPAC name

(2S,1'S,2'S,3'R)-2-(2'Carboxy-3'-phenylcyclopropyl)glycine

PubChem CID

5311344

IUPHAR/BPS

3335

ChemSpider

4470843^Y

ChEMBL

ChEMBL39573^Y

CompTox Dashboard (EPA)

DTXSID201029619

Chemical and physical data

Formula

C₁₂H₁₃NO₄

Molar mass

235.239 g·mol⁻¹

3D model (JSmol)

Interactive image

SMILES

C1=CC=C(C=C1)[C@@H]2[C@@H]([C@H]2C(=O)O)[C@@H](C(=O)O)N

InChI

InChI=1S/C12H13NO4/c13-10(12(16)17)8-7(9(8)11(14)15)6-4-2-1-3-5-6/h1-5,7-10H,13H2,(H,14,15)(H,16,17)/t7-,8+,9+,10+/m1/s1^Y

Key:IFLWVSHRWAIVQF-KATARQTJSA-N^Y

(verify)

PCCG-4 is a research drug which acts as a selective antagonist for the group II metabotropic glutamate receptors (mGluR_2/3), with slight selectivity for mGluR₂ although not sufficient to distinguish mGluR₂ and mGluR₃ responses from each other. It is used in research into the function of the group II metabotropic glutamate receptors.^[1]^[2]^[3]^[4]^[5]

References[edit]

^ Pellicciari R, Marinozzi M, Natalini B, Costantino G, Luneia R, Giorgi G, Moroni F, Thomsen C (May 1996). "Synthesis and pharmacological characterization of all sixteen stereoisomers of 2-(2'-carboxy-3'-phenylcyclopropyl)glycine. Focus on (2S,1'S,2'S,3'R)-2-(2'-carboxy-3'-phenylcyclopropyl)glycine, a novel and selective group II metabotropic glutamate receptors antagonist". Journal of Medicinal Chemistry. 39 (11): 2259–69. doi:10.1021/jm960059+. PMID 8667369.

^ Thomsen C, Bruno V, Nicoletti F, Marinozzi M, Pellicciari R (July 1996). "(2S,1'S,2'S,3'R)-2-(2'-carboxy-3'-phenylcyclopropyl)glycine, a potent and selective antagonist of type 2 metabotropic glutamate receptors". Molecular Pharmacology. 50 (1): 6–9. PMID 8700119.

^ Cozzi A, Attucci S, Peruginelli F, Marinozzi M, Luneia R, Pellicciari R, Moroni F (July 1997). "Type 2 metabotropic glutamate (mGlu) receptors tonically inhibit transmitter release in rat caudate nucleus: in vivo studies with (2S,1'S,2'S,3'R)-2-(2'-carboxy-3'-phenylcyclopropyl)glycine, a new potent and selective antagonist". The European Journal of Neuroscience. 9 (7): 1350–5. doi:10.1111/j.1460-9568.1997.tb01489.x. PMID 9240392. S2CID 39993000.

^ Ciccarelli R, Di Iorio P, Bruno V, Battaglia G, D'Alimonte I, D'Onofrio M, Nicoletti F, Caciagli F (September 1999). "Activation of A(1) adenosine or mGlu3 metabotropic glutamate receptors enhances the release of nerve growth factor and S-100beta protein from cultured astrocytes". Glia. 27 (3): 275–81. doi:10.1002/(SICI)1098-1136(199909)27:3<275::AID-GLIA9>3.0.CO;2-0. PMID 10457374. S2CID 42627448.

^ Vetter P, Garthwaite J, Batchelor AM (June 1999). "Regulation of synaptic transmission in the mossy fibre-granule cell pathway of rat cerebellum by metabotropic glutamate receptors". Neuropharmacology. 38 (6): 805–15. doi:10.1016/S0028-3908(99)00003-9. PMID 10465684. S2CID 10116115.