HS665: Difference between revisions
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{{short description|Chemical compound}} |
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{{Drugbox |
{{Drugbox |
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| IUPAC_name = 3-[2-[cyclobutylmethyl(2-phenylethyl)amino]ethyl]phenol |
| IUPAC_name = 3-[2-[cyclobutylmethyl(2-phenylethyl)amino]ethyl]phenol |
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| image = |
| image = HS665.svg |
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| width = 200 |
| width = 200 |
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| DrugBank_Ref = {{drugbankcite|correct|drugbank}} |
| DrugBank_Ref = {{drugbankcite|correct|drugbank}} |
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| DrugBank = |
| DrugBank = |
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| ChEMBL = 2180639 |
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<!--Chemical data--> |
<!--Chemical data--> |
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| C=21 | H=27 | N=1 | O=1 |
| C=21 | H=27 | N=1 | O=1 |
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| StdInChI=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 |
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| StdInChIKey = YNVKFHIWFDRVNY-UHFFFAOYSA-N |
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| smiles = C1CC(C1)CN(CCC2=CC=CC=C2)CCC3=CC(=CC=C3)O |
| smiles = C1CC(C1)CN(CCC2=CC=CC=C2)CCC3=CC(=CC=C3)O |
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'''HS665''' is a drug which acts as a selective [[kappa opioid receptor|κ-opioid]] [[agonist]], and has [[analgesic]] effects in animal studies.<ref>Spetea M, Berzetei-Gurske IP, Guerrieri E, Schmidhammer H |
'''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> |
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== References == |
== References == |
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{{Opioidergics}} |
{{Opioidergics}} |
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[[Category:Phenyl compounds]] |
[[Category:Phenyl compounds]] |
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{{hallucinogen-stub}} |
{{hallucinogen-stub}} |
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Latest revision as of 22:03, 4 February 2024
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| Chemical and physical data | |
| Formula | C21H27NO |
| Molar mass | 309.453 g·mol−1 |
| 3D model (JSmol) | |
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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]- ^ 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.
- ^ 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.
- ^ 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.
- ^ 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.
- ^ 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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