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8A-PDHQ

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This is an old revision of this page, as edited by CheMoBot (talk | contribs) at 12:27, 10 December 2011 (Updating {{drugbox}} (no changed fields - added verified revid - updated 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref', 'CAS_number_Ref') per Chem/Drugbox validation (report [[Misplaced Pages talk:WikiProject_Pharmac...). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Revision as of 12:27, 10 December 2011 by CheMoBot (talk | contribs) (Updating {{drugbox}} (no changed fields - added verified revid - updated 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref', 'CAS_number_Ref') per Chem/Drugbox validation (report [[Misplaced Pages talk:WikiProject_Pharmac...)(diff) ← Previous revision | Latest revision (diff) | Newer revision → (diff) 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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