8A-PDHQ

8A-PDHQ
Identifiers
	IUPAC name 8a-phenyldecahydroquinoline;
CAS Number	131556-11-1 ;
PubChem CID	131397;
ChemSpider	116144 ;
Chemical and physical data
Formula	C15H21N
Molar mass	215.3339 g/mol
3D model (Jmol)	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 ;
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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[edit]

^ US Patent 3035059
^ Chen C; Kozikowski AP; Wood PL; Reynolds IJ; Ball RG; Pang YP (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 (2002). "Molecular modeling of noncompetitive antagonists of the NMDA receptor: proposal of a pharmacophore and a description of the interaction mode". J Mol Model. 8 (2): 65–72. doi:10.1007/s00894-001-0067-4. PMID 12032600.

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[1] US Patent 3035059

[2] Chen C; Kozikowski AP; Wood PL; Reynolds IJ; Ball RG; Pang YP (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 (2002). "Molecular modeling of noncompetitive antagonists of the NMDA receptor: proposal of a pharmacophore and a description of the interaction mode". J Mol Model. 8 (2): 65–72. doi:10.1007/s00894-001-0067-4. PMID 12032600.

[1]

[2]

[3]

8A-PDHQ

References[edit]

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Identifiers

IUPAC name 8a-phenyldecahydroquinoline
CAS Number	131556-11-1^N
PubChem CID	131397
ChemSpider	116144^Y
Chemical and physical data
Formula	C₁₅H₂₁N
Molar mass	215.3339 g/mol
3D model (Jmol)	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^Y Key:QEXADSRMRUUCQJ-UHFFFAOYSA-N^Y
^NY (what is this?) (verify)