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{{short description|Chemical compound}}
{{Drugbox
{{Drugbox
| IUPAC_name = 3-[2-[cyclobutylmethyl(2-phenylethyl)amino]ethyl]phenol
| IUPAC_name = 3-[2-[cyclobutylmethyl(2-phenylethyl)amino]ethyl]phenol
| image = HS665_structure.png
| image = HS665.svg
| width = 200
| width = 200


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}}
}}


'''HS665''' is a drug which acts as a potent and selective [[kappa opioid receptor|κ-opioid]] [[Receptor (biochemistry)|receptor]] [[agonist]], and has [[analgesic]] effects in animal studies.<ref>Spetea M, Berzetei-Gurske IP, Guerrieri E, Schmidhammer H. Discovery and pharmacological evaluation of a diphenethylamine derivative (HS665), a highly potent and selective κ opioid receptor agonist. ''J Med Chem''. 2012 Nov 26;55(22):10302-6. {{doi|10.1021/jm301258w}} {{pmid|23134120}}</ref><ref>Spetea M, Eans SO, Ganno ML, Lantero A, Mairegger M, Toll L, Schmidhammer H, McLaughlin JP. Selective κ receptor partial agonist HS666 produces potent antinociception without inducing aversion after i.c.v. administration in mice. ''Br J Pharmacol''. 2017 Aug;174(15):2444-2456. {{doi|10.1111/bph.13854}} {{pmid|28494108}}</ref><ref>Erli F, Guerrieri E, Ben Haddou T, Lantero A, Mairegger M, Schmidhammer H, Spetea M. Highly Potent and Selective New Diphenethylamines Interacting with the κ-Opioid Receptor: Synthesis, Pharmacology, and Structure-Activity Relationships. ''J Med Chem''. 2017 Sep 14;60(17):7579-7590. {{doi|10.1021/acs.jmedchem.7b00981}} {{pmid|28825813}}</ref><ref>Zhu L, Cui Z, Zhu Q, Zha X, Xu Y. Novel Opioid Receptor Agonists with Reduced Morphine-like Side Effects. ''Mini Rev Med Chem''. 2018;18(19):1603-1610. {{doi|10.2174/1389557518666180716124336}} {{pmid|30009707}}</ref>
'''HS665''' is a drug which acts as a potent and selective [[kappa opioid receptor|κ-opioid]] [[Receptor (biochemistry)|receptor]] [[agonist]], and has [[analgesic]] effects in animal studies.<ref>{{cite journal | vauthors = Spetea M, Berzetei-Gurske IP, Guerrieri E, Schmidhammer H | title = Discovery and pharmacological evaluation of a diphenethylamine derivative (HS665), a highly potent and selective κ opioid receptor agonist | journal = Journal of Medicinal Chemistry | volume = 55 | issue = 22 | pages = 10302–10306 | date = November 2012 | pmid = 23134120 | doi = 10.1021/jm301258w }}</ref><ref>{{cite journal | vauthors = Spetea M, Eans SO, Ganno ML, Lantero A, Mairegger M, Toll L, Schmidhammer H, McLaughlin JP | display-authors = 6 | title = Selective κ receptor partial agonist HS666 produces potent antinociception without inducing aversion after i.c.v. administration in mice | journal = British Journal of Pharmacology | volume = 174 | issue = 15 | pages = 2444–2456 | date = August 2017 | pmid = 28494108 | pmc = 5513865 | doi = 10.1111/bph.13854 | doi-access = free }}</ref><ref>{{cite journal | vauthors = Erli F, Guerrieri E, Ben Haddou T, Lantero A, Mairegger M, Schmidhammer H, Spetea M | title = Highly Potent and Selective New Diphenethylamines Interacting with the κ-Opioid Receptor: Synthesis, Pharmacology, and Structure-Activity Relationships | journal = Journal of Medicinal Chemistry | volume = 60 | issue = 17 | pages = 7579–7590 | date = September 2017 | pmid = 28825813 | pmc = 5601360 | doi = 10.1021/acs.jmedchem.7b00981 | doi-access = free }}</ref><ref>{{cite journal | vauthors = Zhu L, Cui Z, Zhu Q, Zha X, Xu Y | title = Novel Opioid Receptor Agonists with Reduced Morphine-like Side Effects | journal = Mini Reviews in Medicinal Chemistry | volume = 18 | issue = 19 | pages = 1603–1610 | year = 2018 | pmid = 30009707 | doi = 10.2174/1389557518666180716124336 | s2cid = 51628100 }}</ref> HS665 is not an agonist for the mu receptor, leading to less potential for abuse.<ref>{{cite book | vauthors = Advokat CD, Comaty JE, Julien RM |title=Julien's Primer of Drug Action: A comprehensive guide to the actions, uses, and side effects of psychoactive drugs |date=2019 |publisher=Worth Publishers |location=New York |isbn=978-1-319-20054-1 |page=564 |edition=14th }}</ref>


== References ==
== References ==
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{{Opioidergics}}
{{Opioidergics}}


⚫
[[Category:Kappa-opioid receptor agonists]]

⚫
[[Category:Kappa agonists]]
[[Category:Phenyl compounds]]
[[Category:Phenyl compounds]]



{{hallucinogen-stub}}
{{hallucinogen-stub}}

Latest revision as of 22:03, 4 February 2024

HS665
Identifiers
  • 3-[2-[cyclobutylmethyl(2-phenylethyl)amino]ethyl]phenol
CAS Number
PubChem CID
ChemSpider
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC21H27NO
Molar mass309.453 g·mol−1
3D model (JSmol)
  • C1CC(C1)CN(CCC2=CC=CC=C2)CCC3=CC(=CC=C3)O
  • InChI=1S/C21H27NO/c23-21-11-5-8-19(16-21)13-15-22(17-20-9-4-10-20)14-12-18-6-2-1-3-7-18/h1-3,5-8,11,16,20,23H,4,9-10,12-15,17H2
  • Key:YNVKFHIWFDRVNY-UHFFFAOYSA-N

HS665 is a drug which acts as a potent and selective κ-opioid receptor agonist, and has analgesic effects in animal studies.[1][2][3][4] HS665 is not an agonist for the mu receptor, leading to less potential for abuse.[5]

References

[edit]
  1. ^ Spetea M, Berzetei-Gurske IP, Guerrieri E, Schmidhammer H (November 2012). "Discovery and pharmacological evaluation of a diphenethylamine derivative (HS665), a highly potent and selective κ opioid receptor agonist". Journal of Medicinal Chemistry. 55 (22): 10302–10306. doi:10.1021/jm301258w. PMID 23134120.
  2. ^ Spetea M, Eans SO, Ganno ML, Lantero A, Mairegger M, Toll L, et al. (August 2017). "Selective κ receptor partial agonist HS666 produces potent antinociception without inducing aversion after i.c.v. administration in mice". British Journal of Pharmacology. 174 (15): 2444–2456. doi:10.1111/bph.13854. PMC 5513865. PMID 28494108.
  3. ^ Erli F, Guerrieri E, Ben Haddou T, Lantero A, Mairegger M, Schmidhammer H, Spetea M (September 2017). "Highly Potent and Selective New Diphenethylamines Interacting with the κ-Opioid Receptor: Synthesis, Pharmacology, and Structure-Activity Relationships". Journal of Medicinal Chemistry. 60 (17): 7579–7590. doi:10.1021/acs.jmedchem.7b00981. PMC 5601360. PMID 28825813.
  4. ^ Zhu L, Cui Z, Zhu Q, Zha X, Xu Y (2018). "Novel Opioid Receptor Agonists with Reduced Morphine-like Side Effects". Mini Reviews in Medicinal Chemistry. 18 (19): 1603–1610. doi:10.2174/1389557518666180716124336. PMID 30009707. S2CID 51628100.
  5. ^ Advokat CD, Comaty JE, Julien RM (2019). Julien's Primer of Drug Action: A comprehensive guide to the actions, uses, and side effects of psychoactive drugs (14th ed.). New York: Worth Publishers. p. 564. ISBN 978-1-319-20054-1.


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