8-OH-DPAT

8-OH-DPAT is a research chemical of the aminotetralin chemical class which was developed in the 1980s and has been widely used to study the function of the 5-HT_1A receptor. It was one of the first major 5-HT_1A receptor full agonists to have been discovered.

8-OH-DPAT

Kekulé, skeletal formula of 8-OH-DPAT
Names
Systematic IUPAC name 7-(Dipropylamino)-5,6,7,8-tetrahydronaphthalen-1-ol[1]
Identifiers
CAS Number	78950-78-4 Y
3D model (JSmol)	Interactive image Interactive image
Abbreviations	8-OH-DPAT
ChEBI	CHEBI:73364 N
ChEMBL	ChEMBL56 Y
ChemSpider	1183 Y 5036174 (R) Y 8301316 (S) Y
IUPHAR/BPS	7
MeSH	8-Hydroxy-2-(di-n-propylamino)tetralin
PubChem CID	1220 6603866 (R) 10125797 (S)
UNII	IWS1724PX6 Y
CompTox Dashboard (EPA)	DTXSID30897384
InChI InChI=1S/C16H25NO/c1-3-10-17(11-4-2)14-9-8-13-6-5-7-16(18)15(13)12-14/h5-7,14,18H,3-4,8-12H2,1-2H3 Y Key: ASXGJMSKWNBENU-UHFFFAOYSA-N Y InChI=1/C16H25NO/c1-3-10-17(11-4-2)14-9-8-13-6-5-7-16(18)15(13)12-14/h5-7,14,18H,3-4,8-12H2,1-2H3 Key: ASXGJMSKWNBENU-UHFFFAOYAY
SMILES CCCN(CCC)C1CCc2cccc(O)c2C1 CCCN(CCC)C1CCC2=C(C1)C(O)=CC=C2
Properties
Chemical formula	C16H25NO
Molar mass	247.382 g·mol−1
log P	3.711
Acidity (pKa)	10.539
Basicity (pKb)	3.458
Pharmacology
Pharmacokinetics:
Biological half-life	1.5 hours
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Originally believed to be selective for the 5-HT_1A receptor, 8-OH-DPAT was later found to act as a 5-HT₇ receptor agonist and serotonin reuptake inhibitor/releasing agent as well.^{[2][3][4][5][6]}

In animal studies, 8-OH-DPAT has been shown to possess antidepressant,^[7] anxiolytic,^[8] serenic,^[9] anorectic,^[10] antiemetic,^[11] hypothermic,^[12] hypotensive,^[13] bradycardic,^[13] hyperventilative,^[14][15][16] and analgesic effects.^[17]

See also

• 5-OH-DPAT
• 7-OH-DPAT
• Bay R 1531
• MDAT
• RDS-127
• UH-301