en 8A-PDHQ

8A-PDHQ
Identifiers
	IUPAC name 8a-phenyldecahydroquinoline;
CAS Number	131556-11-1 ;
PubChem CID	131397;
ChemSpider	116144 ;
UNII	8GBT78N4EC;
CompTox Dashboard (EPA)	DTXSID40927262 ;
Chemical and physical data
Formula	C15H21N
Molar mass	215.340 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1([C@]23CCCC[C@H]2CCCN3)=CC=CC=C1;
	InChI InChI=1S/C15H21N/c1-2-7-13(8-3-1)15-11-5-4-9-14(15)10-6-12-16-15/h1-3,7-8,14,16H,4-6,9-12H2 ; Key:QEXADSRMRUUCQJ-UHFFFAOYSA-N ;
	(what is this?) (verify)

8a-Phenyldecahydroquinoline (8A-PDHQ) is a high affinity NMDA antagonist developed by a team at Parke Davis in the 1950s.^[1] It is a structural analog of phencyclidine with slightly lower binding affinity than the parent compound. (−)-8a-Phenyldecahydroquinoline has an in vivo potency comparable to that of (+)-MK-801.^[2]^[3]

References

^ US Patent 3035059
^ Chen C, Kozikowski AP, Wood PL, Reynolds IJ, Ball RG, Pang YP (May 1992). "Synthesis and biological activity of 8a-phenyldecahydroquinolines as probes of PCP's binding conformation. A new PCP-like compound with increased in vivo potency". Journal of Medicinal Chemistry. 35 (9): 1634–8. doi:10.1021/jm00087a020. PMID 1315871.
^ Elhallaoui M, Laguerre M, Carpy A, Ouazzani FC (February 2002). "Molecular modeling of noncompetitive antagonists of the NMDA receptor: proposal of a pharmacophore and a description of the interaction mode". Journal of Molecular Modeling. 8 (2): 65–72. doi:10.1007/s00894-001-0067-4. PMID 12032600. S2CID 34882820.

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[1] US Patent 3035059

[2] Chen C, Kozikowski AP, Wood PL, Reynolds IJ, Ball RG, Pang YP (May 1992). "Synthesis and biological activity of 8a-phenyldecahydroquinolines as probes of PCP's binding conformation. A new PCP-like compound with increased in vivo potency". Journal of Medicinal Chemistry. 35 (9): 1634–8. doi:10.1021/jm00087a020. PMID 1315871.

[3] Elhallaoui M, Laguerre M, Carpy A, Ouazzani FC (February 2002). "Molecular modeling of noncompetitive antagonists of the NMDA receptor: proposal of a pharmacophore and a description of the interaction mode". Journal of Molecular Modeling. 8 (2): 65–72. doi:10.1007/s00894-001-0067-4. PMID 12032600. S2CID 34882820.

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8A-PDHQ

References

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