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{{Drugbox {{Drugbox
| verifiedrevid = 424784867 | verifiedrevid = 448189696
| IUPAC_name = 8a-phenyldecahydroquinoline | IUPAC_name = 8a-phenyldecahydroquinoline
| image = Phenyldecahydroquinoline.svg | image = Phenyldecahydroquinoline.svg
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<!--Identifiers--> <!--Identifiers-->
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 131556-11-1 | CAS_number = 131556-11-1
| PubChem = 131397 | PubChem = 131397

Revision as of 12:27, 10 December 2011

Pharmaceutical compound
8A-PDHQ
Identifiers
IUPAC name
  • 8a-phenyldecahydroquinoline
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC15H21N
Molar mass215.3339 g/mol g·mol
3D model (JSmol)
SMILES
  • c1ccccc1C32NCCCC2CCCC3
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
  (verify)

8a-Phenyldecahydroquinoline (8A-PDHQ) is a high affinity NMDA antagonist. 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.

References

  1. 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". J Med Chem. 35 (9): 1634–8. doi:10.1021/jm00087a020. PMID 1315871.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  2. 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.{{cite journal}}: CS1 maint: multiple names: authors list (link)


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