Article · Wikipedia archive · Last revised Jul 17, 2026

SN-22

SN-22 is a piperidinylindole which acts as a moderately selective agonist at the 5-HT2 family of serotonin receptors, with a Ki of 19 nM at 5-HT2 subtypes versus 514 nM at 5-HT1A receptors. Many related derivatives are known, most of which are ligands for 5-HT1A, 5-HT6 or dopamine D2 receptors or show SSRI activity.

Last revised
Jul 17, 2026
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≈ 2 min
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Citations
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Wikipedia ↗
SN-22
Clinical data
Drug classSerotonin receptor agonist
Identifiers
  • 3-(1-methylpiperidin-4-yl)-1H-indole
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC14H18N2
Molar mass214.312 g·mol−1
3D model (JSmol)
  • CN1CCC(CC1)c1c[nH]c2c1cccc2
  • InChI=1S/C14H18N2/c1-16-8-6-11(7-9-16)13-10-15-14-5-3-2-4-12(13)14/h2-5,10-11,15H,6-9H2,1H3
  • Key:KYSCKYJNMTUJPA-UHFFFAOYSA-N

SN-22 is a piperidinylindole which acts as a moderately selective agonist at the 5-HT2 family of serotonin receptors, with a Ki of 19 nM at 5-HT2 subtypes versus 514 nM at 5-HT1A receptors.12 Many related derivatives are known, most of which are ligands for 5-HT1A, 5-HT6 or dopamine D2 receptors or show SSRI activity.34567

See also

See also

References

References

  1. Taylor EW, Nikam SS, Lambert G, Martin AR, Nelson DL (July 1988). "Molecular determinants for recognition of RU 24969 analogs at central 5-hydroxytryptamine recognition sites: use of a bilinear function and substituent volumes to describe steric fit". Molecular Pharmacology. 34 (1): 42–53. doi:10.1016/S0026-895X(25)08646-8. PMID 3393140.
  2. Sabnis RW (2025). "Novel Serotonergic Psychedelic Agents as 5‑HT2A Agonists for Treating Psychosis, Mental Illness, and CNS Disorders". ACS Med Chem Lett. 16 (9): 1729–1730. doi:10.1021/acsmedchemlett.5c00484. PMC 12434528. PMID 40959237.
  3. Agarwal A, Pearson PP, Taylor EW, Li HB, Dahlgren T, Herslöf M, et al. (December 1993). "Three-dimensional quantitative structure-activity relationships of 5-HT receptor binding data for tetrahydropyridinylindole derivatives: a comparison of the Hansch and CoMFA methods". Journal of Medicinal Chemistry. 36 (25): 4006–14. doi:10.1021/jm00077a003. PMID 8258822.
  4. Cole DC, Ellingboe JW, Lennox WJ, Mazandarani H, Smith DL, Stock JR, et al. (January 2005). "N1-arylsulfonyl-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole derivatives are potent and selective 5-HT6 receptor antagonists". Bioorganic & Medicinal Chemistry Letters. 15 (2): 379–83. doi:10.1016/j.bmcl.2004.10.064. PMID 15603958.
  5. Deskus JA, Epperson JR, Sloan CP, Cipollina JA, Dextraze P, Qian-Cutrone J, et al. (June 2007). "Conformationally restricted homotryptamines 3. Indole tetrahydropyridines and cyclohexenylamines as selective serotonin reuptake inhibitors". Bioorganic & Medicinal Chemistry Letters. 17 (11): 3099–104. doi:10.1016/j.bmcl.2007.03.040. PMID 17391962.
  6. Mattsson C, Andreasson T, Waters N, Sonesson C (November 2012). "Systematic in vivo screening of a series of 1-propyl-4-arylpiperidines against dopaminergic and serotonergic properties in rat brain: a scaffold-jumping approach". Journal of Medicinal Chemistry. 55 (22): 9735–50. doi:10.1021/jm300975f. PMID 23043306.
  7. US 6046215, "Inhibition of serotonin reuptake" 
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