LY-334370

LY-334370
Identifiers
IUPAC name
  • 4-fluoro-N-[3-(1-methylpiperidin-4-yl)-1H-indol-5-yl]benzamide
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC21H22FN3O
Molar mass351.425 g·mol−1
SMILES
  • None
InChI
  • InChI=InChI=1S/C21H22FN3O/c1-25-10-8-14(9-11-25)19-13-23-20-7-6-17(12-18(19)20)24-21(26)15-2-4-16(22)5-3-15/h2-7,12-14,23H,8-11H2,1H3,(H,24,26)
  • Key:MDMJLMDBRQXOOI-UHFFFAOYSA-N

LY-334370 is a selective serotonin 5-HT1F receptor agonist[1] of the triptan and piperidinylindole families which was under development by Eli Lilly and Company for the treatment of migraine headaches.[2] The drug showed efficacy in a phase II clinical trial[3] but further development was halted due to toxicity detected in animals.[4] It is closely related to tryptamines like the psychedelic drug dimethyltryptamine (DMT), but is not technically a tryptamine itself and is instead a piperidinylindole similarly to naratriptan.[5]

See also

References

  1. ↑ Dupuis DS, Colpaert FC, Pauwels PJ (1998). "G-protein activation at 5-HT1A receptors by the 5-HT1F ligand LY-334,370 in guinea-pig brain sections and recombinant cell lines". Br. J. Pharmacol. 124 (2): 283–90. doi:10.1038/sj.bjp.0701832. PMC 1565387. PMID 9641544.
  2. ↑ Shepheard S, Edvinsson L, Cumberbatch M, Williamson D, Mason G, Webb J, et al. (1999). "Possible antimigraine mechanisms of action of the 5HT1F receptor agonist LY-334,370". Cephalalgia. 19 (10): 851–8. doi:10.1046/j.1468-2982.1999.1910851.x. PMID 10668103. S2CID 8439008.
  3. ↑ Goldstein DJ, Roon KI, Offen WW, Ramadan NM, Phebus LA, Johnson KW, et al. (2001). "Selective seratonin 1F (5-HT1F) receptor agonist LY334370 for acute migraine: a randomised controlled trial". Lancet. 358 (9289): 1230–4. doi:10.1016/S0140-6736(01)06347-4. PMID 11675061. S2CID 39926402.
  4. ↑ Ramadan NM, Buchanan TM (2006). "New and future migraine therapy". Pharmacol. Ther. 112 (1): 199–212. doi:10.1016/j.pharmthera.2005.04.010. PMID 16797716.
  5. ↑ "4-Fluoro-N-(3-(1-methyl-4-piperidinyl)-1H-indol-5-yl)benzamide". PubChem. Retrieved 29 July 2025.
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