HP-505

Chemical compound From Wikipedia, the free encyclopedia

HP-505 is a triple reuptake inhibitor that was investigated by Hoechst-Roussel Pharmaceuticals.[1] In mice, HP-505 was a potent inhibitor of tetrabenazine-induced ptosis which may indicate antidepressant activity.[2]

CAS Number
Quick facts Identifiers, CAS Number ...
HP-505
Identifiers
  • 3-phenyl-3H-spiro[isobenzofuran-1,4'-piperidine]
CAS Number
PubChem CID
ChemSpider
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC18H19NO
Molar mass265.356 g·mol−1
3D model (JSmol)
  • C1(C2OC3(CCNCC3)C4=C2C=CC=C4)=CC=CC=C1
  • InChI=1S/C18H19NO/c1-2-6-14(7-3-1)17-15-8-4-5-9-16(15)18(20-17)10-12-19-13-11-18/h1-9,17,19H,10-13H2
  • Key:ZFJQWOMHWFYLPD-UHFFFAOYSA-N
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Pharmacology

More information 5-HT, NE ...
HP-505 IC50 (μM)[1]
5-HTNEDANE:5-HTDA:5-HT
0.19 ± 0.040.34 ± 0.10.66 ± 0.151.83.5
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The inhibitory effect of HP-505 on serotonin reuptake is approximately 1.8 and 3.5 times stronger than on norepinephrine and dopamine, respectively.[1] Subsequent investigations have found that HP-505 acts on presynaptic dopamine transporters and is devoid of anticholinergic effects.[3]

Synthesis

The N-methylated analog is called HP-365 [59142-29-9].

An older synthesis is available, although more modern methods exist now:[4]

HP-365 patent:[5]

References

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