zh HP-505

HP-505
识别信息
	IUPAC命名法 3-phenyl-3H-spiro[isobenzofuran-1,4'-piperidine]; ;
CAS号	59142-94-8
PubChem CID	191510;
ChemSpider	166303;
ChEMBL	ChEMBL436281;
CompTox Dashboard（英语：CompTox Chemicals Dashboard） (EPA)	DTXSID20974577 ;
化学信息
化学式	C18H19NO
摩尔质量	265.36 g·mol−1
3D模型（JSmol（英语：JSmol））	交互式图像;
	SMILES C1(C2OC3(CCNCC3)C4=C2C=CC=C4)=CC=CC=C1;
	InChI 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;

HP-505是一种有机化合物，化学式为C₁₈H₁₉NO。它是由赫美罗制药公司（英语：Hoechst-Marion-Roussel）研发的三重再摄取抑制剂。^[1]HP-505在小鼠试验中发现是丁苯那嗪（英语：tetrabenazine）诱导的上睑下垂（英语：ptosis）的有效抑制剂，这表明它可能具有抗抑郁活性。^[2]

药理学

HP-505 IC₅₀ (µM)^[1]
5-HT	NE	DA	NE:5-HT	DA:5-HT
0.19 ± 0.04	0.34 ± 0.1	0.66 ± 0.15	1.8	3.5

HP-505在碳酸氢钠存在下，可以和2-氯-4-硝基吡啶-1-氧化物反应，得到N-(1-氧化-4-硝基吡啶-2-基)-HP-505。^[3]

^ ^1.0 ^1.1 Meyerson, Laurence R; Ong, Helen H; Martin, Lawrence L; Ellis, Daniel B. Effect of antidepressant agents on β-adrenergic receptor and neurotransmitter regulatory systems. Pharmacology Biochemistry and Behavior. June 1980, 12 (6): 943–948. PMID 6105676. S2CID 45400599. doi:10.1016/0091-3057(80)90457-8.
^ Klioze, SS; Bauer, VJ; Geyer HM, 3rd. Synthesis of spiro[isobenzofuran-1(3H),4'-piperidines] as potential central nervous system agents. 2. Compounds containing a heteroatom attached to nitrogen.. Journal of Medicinal Chemistry. April 1977, 20 (4): 610–2. PMID 850252. doi:10.1021/jm00214a039.
^ Allerton, Charlotte Moira Norfor; Owen, Dafydd Rhys; Ryckmans, Thomas; Stammen, Blanda Luzia Christa. Spiropiperidine derivatives, processes for preparing them, pharmaceutical compositions containing them, and their use as delta opioid receptor agonists. 2007 WO 2007057775 A1.