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8-OH-DPAT

From Wikipedia, the free encyclopedia

Pharmaceutical compound
8-OH-DPAT
Clinical data
Other names8-Hydroxy-2-(di-n-propylamino)tetralin
Drug classSerotonin5-HT1A receptoragonist;Serotonin5-HT7 receptoragonist;Serotonin reuptake inhibitor orreleasing agent
ATC code
  • None
Identifiers
  • 7-(dipropylamino)-5,6,7,8-tetrahydronaphthalen-1-ol
CAS Number
PubChemCID
IUPHAR/BPS
ChemSpider
UNII
ChEBI
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC16H25NO
Molar mass247.382 g·mol−1
3D model (JSmol)
  • CCCN(CCC)C1CCc2cccc(O)c2C1
  • 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 checkY
  • Key:ASXGJMSKWNBENU-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

8-OH-DPAT is aserotonin5-HT1A receptoragonist of the2-aminotetralin family which was developed in the 1980s and has been widely used to study the function of the 5-HT1A receptor.[1][2] It was one of the first major 5-HT1A receptorfull agonists to have been discovered.

Originally believed to beselective for the 5-HT1A receptor, 8-OH-DPAT was later found to act as a serotonin5-HT7 receptor agonist andserotonin reuptake inhibitor orreleasing agent as well.[3][4][5][6][7]

In animal studies, 8-OH-DPAT has been shown to possessantidepressant,[8]anxiolytic,[9]serenic,[10]anorectic,[11]antiemetic,[12]hypothermic,[13]hypotensive,[14]bradycardic,[14]hyperventilative,[15][16][17] andanalgesic effects.[18]

See also

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References

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  1. ^Glennon RA (1992)."Concepts for the design of 5-HT 1A serotonin agonists and antagonists".Drug Development Research.26 (3):251–274.doi:10.1002/ddr.430260306.ISSN 0272-4391. Retrieved19 November 2025.
  2. ^Shulgin A, Manning T, Daley P (2011).The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds. Vol. 1. Berkeley:Transform Press.ISBN 978-0-9630096-3-0.
  3. ^Larsson LG, Rényi L, Ross SB, Svensson B, Angeby-Möller K (February 1990). "Different effects on the responses of functional pre- and postsynaptic 5-HT1A receptors by repeated treatment of rats with the 5-HT1A receptor agonist 8-OH-DPAT".Neuropharmacology.29 (2):85–91.doi:10.1016/0028-3908(90)90047-U.PMID 1691832.S2CID 39066002.
  4. ^Sprouse J, Reynolds L, Li X, Braselton J, Schmidt A (January 2004). "8-OH-DPAT as a 5-HT7 agonist: phase shifts of the circadian biological clock through increases in cAMP production".Neuropharmacology.46 (1):52–62.doi:10.1016/j.neuropharm.2003.08.007.PMID 14654097.S2CID 41623573.
  5. ^"IUPHAR DATABASE - 5-Hydroxytryptamine receptors - 5-HT7". Archived fromthe original on 2016-03-03. Retrieved2009-09-23.
  6. ^Assié MB, Koek W (November 1996)."Possible in vivo 5-HT reuptake blocking properties of 8-OH-DPAT assessed by measuring hippocampal extracellular 5-HT using microdialysis in rats".British Journal of Pharmacology.119 (5):845–850.doi:10.1111/j.1476-5381.1996.tb15749.x.PMC 1915946.PMID 8922730.
  7. ^Wölfel R, Graefe KH (February 1992). "Evidence for various tryptamines and related compounds acting as substrates of the platelet 5-hydroxytryptamine transporter".Naunyn-schmiedeberg's Archives of Pharmacology.345 (2):129–136.doi:10.1007/BF00165727.PMID 1570019.S2CID 2984583.
  8. ^Luscombe GP, Martin KF, Hutchins LJ, Gosden J, Heal DJ (March 1993)."Mediation of the antidepressant-like effect of 8-OH-DPAT in mice by postsynaptic 5-HT1A receptors".British Journal of Pharmacology.108 (3):669–677.doi:10.1111/j.1476-5381.1993.tb12859.x.PMC 1908013.PMID 8467355.
  9. ^Schreiber R, De Vry J (November 1993). "Neuronal circuits involved in the anxiolytic effects of the 5-HT1A receptor agonists 8-OH-DPAT ipsapirone and buspirone in the rat".European Journal of Pharmacology.249 (3):341–351.doi:10.1016/0014-2999(93)90531-L.PMID 7904566.
  10. ^de Boer SF, Koolhaas JM (December 2005). "5-HT1A and 5-HT1B receptor agonists and aggression: a pharmacological challenge of the serotonin deficiency hypothesis".European Journal of Pharmacology.526 (1–3):125–139.doi:10.1016/j.ejphar.2005.09.065.PMID 16310183.
  11. ^Dourish CT, Hutson PH, Curzon G (October 1985). "Characteristics of feeding induced by the serotonin agonist 8-hydroxy-2-(di-n-propylamino) tetralin (8-OH-DPAT)".Brain Research Bulletin.15 (4):377–384.doi:10.1016/0361-9230(85)90005-X.PMID 2933126.S2CID 11047288.
  12. ^Lucot JB (February 1994). "Antiemetic effects of flesinoxan in cats: comparisons with 8-hydroxy-2-(di-n-propylamino)tetralin".European Journal of Pharmacology.253 (1–2):53–60.doi:10.1016/0014-2999(94)90756-0.PMID 8013549.
  13. ^O'Connell MT, Sarna GS, Curzon G (July 1992)."Evidence for postsynaptic mediation of the hypothermic effect of 5-HT1A receptor activation".British Journal of Pharmacology.106 (3):603–609.doi:10.1111/j.1476-5381.1992.tb14382.x.PMC 1907559.PMID 1387027.
  14. ^abFozard JR, Mir AK, Middlemiss DN (March 1987)."Cardiovascular response to 8-hydroxy-2-(di-n-propylamino) tetralin (8-OH-DPAT) in the rat: site of action and pharmacological analysis".Journal of Cardiovascular Pharmacology.9 (3):328–347.doi:10.1097/00005344-198703000-00010.PMID 2437400.S2CID 24327371.
  15. ^Sahibzada N, Ferreira M, Wasserman AM, Taveira-DaSilva AM, Gillis RA (February 2000). "Reversal of morphine-induced apnea in the anesthetized rat by drugs that activate 5-hydroxytryptamine(1A) receptors".The Journal of Pharmacology and Experimental Therapeutics.292 (2):704–713.doi:10.1016/S0022-3565(24)35342-X.PMID 10640309.
  16. ^Meyer LC, Fuller A, Mitchell D (February 2006). "Zacopride and 8-OH-DPAT reverse opioid-induced respiratory depression and hypoxia but not catatonic immobilization in goats".American Journal of Physiology. Regulatory, Integrative and Comparative Physiology.290 (2):R405 –R413.doi:10.1152/ajpregu.00440.2005.PMID 16166206.S2CID 224414.
  17. ^Guenther U, Manzke T, Wrigge H, Dutschmann M, Zinserling J, Putensen C, et al. (April 2009)."The counteraction of opioid-induced ventilatory depression by the serotonin 1A-agonist 8-OH-DPAT does not antagonize antinociception in rats in situ and in vivo".Anesthesia and Analgesia.108 (4):1169–1176.doi:10.1213/ane.0b013e318198f828.PMID 19299781.S2CID 25951835.
  18. ^Xu W, Qiu XC, Han JS (June 1994)."Serotonin receptor subtypes in spinal antinociception in the rat".The Journal of Pharmacology and Experimental Therapeutics.269 (3):1182–1189.doi:10.1016/S0022-3565(25)38857-9.PMID 8014862.

External links

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5-HT3–7
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