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MS-245

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MS-245
Clinical data

ATC code	none
Identifiers
IUPAC name 2-[5-methoxy-1-(phenylsulfonyl)-1H-indol-3-yl]-N,N-dimethylethanamine
CAS Number	263384-65-2^Y
PubChem CID	6918542
ChemSpider	5293739
UNII	L7TKH887Y7
CompTox Dashboard (EPA)	DTXSID501027131
Chemical and physical data
Formula	C₁₉H₂₂N₂O₃S
Molar mass	358.46 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES COc2cc1c(CCN(C)C)cn(c1cc2)S(=O)(=O)c3ccccc3
InChI InChI=1S/C19H22N2O3S/c1-20(2)12-11-15-14-21(19-10-9-16(24-3)13-18(15)19)25(22,23)17-7-5-4-6-8-17/h4-10,13-14H,11-12H2,1-3H3 Key:AIJIQCBYMBZLJD-UHFFFAOYSA-N
(verify)

MS-245 is a tryptamine derivative used in scientific research. It acts as a selective 5-HT₆ receptor antagonist with a K_i of 2.3 nM, and was derived through structure-activity relationship development of the selective 5-HT₆ agonist EMDT.^[1] It has been used as a lead compound for further development of tryptamine-derived 5-HT₆ antagonists.^[2]^[3] In animal studies it has been shown to boost the activity of, but not substitute for, both amphetamine and nicotine.^[4]^[5]

References

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^ Tsai Y, Dukat M, Slassi A, MacLean N, Demchyshyn L, Savage JE, et al. (October 2000). "N1-(Benzenesulfonyl)tryptamines as novel 5-HT6 antagonists". Bioorganic & Medicinal Chemistry Letters. 10 (20): 2295–9. doi:10.1016/S0960-894X(00)00453-4. PMID 11055342.

^ Abate C, Kolanos R, Dukat M, Setola V, Roth BL, Glennon RA (August 2005). "Interaction of chiral MS-245 analogs at h5-HT6 receptors". Bioorganic & Medicinal Chemistry Letters. 15 (15): 3510–3. doi:10.1016/j.bmcl.2005.05.092. PMID 15990303.

^ Dukat M, Mosier PD, Kolanos R, Roth BL, Glennon RA (February 2008). "Binding of serotonin and N1-benzenesulfonyltryptamine-related analogs at human 5-HT6 serotonin receptors: receptor modeling studies". Journal of Medicinal Chemistry. 51 (3): 603–11. doi:10.1021/jm070910s. PMC 5994921. PMID 18201064.

^ Pullagurla M, Bondareva T, Young R, Glennon RA (June 2004). "Modulation of the stimulus effects of (+)amphetamine by the 5-HT6 antagonist MS-245". Pharmacology, Biochemistry, and Behavior. 78 (2): 263–8. doi:10.1016/j.pbb.2004.03.017. PMID 15219766. S2CID 25350474.

^ Young R, Bondareva T, Wesolowska A, Young S, Glennon RA (September 2006). "Effect of the 5-HT(6) serotonin antagonist MS-245 on the actions of (-)nicotine". Pharmacology, Biochemistry, and Behavior. 85 (1): 170–7. doi:10.1016/j.pbb.2006.07.029. PMID 16950502. S2CID 38662192.