8-OH-DPAT

In today's world, 8-OH-DPAT has become a topic of great relevance and interest to people of all ages and backgrounds. Whether on a personal, professional, social or cultural level, 8-OH-DPAT has captured attention and generated important debates and reflections. Its impact has been felt in different areas of daily life, triggering discussions around its implications and consequences. Over the years, 8-OH-DPAT has taken different forms and has evolved depending on the circumstances and trends of the moment, remaining a crucial topic for contemporary society. In this article, we will thoroughly explore the importance of 8-OH-DPAT and its influence on various aspects of our lives, offering detailed analysis and insights that invite thought and debate.

8-OH-DPAT
Kekulé, skeletal formula of 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
3D model (JSmol)
Abbreviations 8-OH-DPAT
ChEBI
ChEMBL
ChemSpider
MeSH 8-Hydroxy-2-(di-n-propylamino)tetralin
UNII
  • 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
  • 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
  • CCCN(CCC)C1CCc2cccc(O)c2C1
  • CCCN(CCC)C1CCC2=C(C1)C(O)=CC=C2
Properties
C16H25NO
Molar mass 247.382 g·mol−1
log P 3.711
Acidity (pKa) 10.539
Basicity (pKb) 3.458
Pharmacology
Pharmacokinetics:
1.5 hours
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa).
☒N verify (what is checkY☒N ?)

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-HT1A receptor. It was one of the first major 5-HT1A receptor full agonists to have been discovered.

Originally believed to be selective for the 5-HT1A 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

References

  1. ^ "8-hydroxy-2-(di-n-propylamino)tetralin - PubChem Public Chemical Database". The PubChem Project. USA: National Center for Biotechnology Information.
  2. ^ 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.
  3. ^ 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.
  4. ^ "IUPHAR DATABASE - 5-Hydroxytryptamine receptors - 5-HT7". Archived from the original on 2016-03-03. Retrieved 2009-09-23.
  5. ^ 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): 845–50. doi:10.1111/j.1476-5381.1996.tb15749.x. PMC 1915946. PMID 8922730.
  6. ^ 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): 129–36. doi:10.1007/BF00165727. PMID 1570019. S2CID 2984583.
  7. ^ 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): 669–77. doi:10.1111/j.1476-5381.1993.tb12859.x. PMC 1908013. PMID 8467355.
  8. ^ 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): 341–51. doi:10.1016/0014-2999(93)90531-L. PMID 7904566.
  9. ^ 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): 125–39. doi:10.1016/j.ejphar.2005.09.065. PMID 16310183.
  10. ^ 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): 377–84. doi:10.1016/0361-9230(85)90005-X. PMID 2933126. S2CID 11047288.
  11. ^ 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.
  12. ^ 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): 603–9. doi:10.1111/j.1476-5381.1992.tb14382.x. PMC 1907559. PMID 1387027.
  13. ^ a b Fozard 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): 328–47. doi:10.1097/00005344-198703000-00010. PMID 2437400. S2CID 24327371.
  14. ^ 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): 704–13. PMID 10640309.
  15. ^ 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): R405–13. doi:10.1152/ajpregu.00440.2005. PMID 16166206. S2CID 224414.
  16. ^ Guenther U; Manzke T; Wrigge H; Dutschmann M; Zinserling J; Putensen C; Hoeft A (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): 1169–76. doi:10.1213/ane.0b013e318198f828. PMID 19299781. S2CID 25951835.
  17. ^ 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): 1182–9. PMID 8014862.



Stub icon

This drug article relating to the nervous system is a stub. You can help Wikipedia by expanding it.

Stub icon

This article about an organic compound is a stub. You can help Wikipedia by expanding it.