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SN-22

From Wikipedia, the free encyclopedia
Chemical compound

Pharmaceutical compound
SN-22
Clinical data
Drug classSerotonin receptor agonist
Identifiers
  • 3-(1-methylpiperidin-4-yl)-1H-indole
CAS Number
PubChemCID
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 apiperidinylindole which acts as a moderatelyselectiveagonist at the5-HT2 family ofserotoninreceptors, with a Ki of 19 nM at 5-HT2 subtypes versus 514 nM at 5-HT1A receptors.[1][2] Many related derivatives are known, most of which are ligands for5-HT1A,5-HT6 or dopamineD2 receptors or showSSRI activity.[3][4][5][6][7]

See also

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References

[edit]
  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" 

External links

[edit]
5-HT1
5-HT1A
5-HT1B
5-HT1D
5-HT1E
5-HT1F
5-HT2
5-HT2A
5-HT2B
5-HT2C
5-HT3–7
5-HT3
5-HT4
5-HT5A
5-HT6
5-HT7
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