Avitriptan

Avitriptan (INN; development code BMS-180,048) is an antimigraine drug of the triptan family which was never marketed.^[1] It acts as a serotonin 5-HT_1B and 5-HT_1D receptor agonist.^[1] It is also notable in being a weak serotonin 5-HT_2A receptor agonist (EC₅₀Tooltip half-maximal effective concentration = 123 nM), albeit with about two orders of magnitude lower activational potency than at the serotonin 5-HT_1B and 5-HT_1D receptors.^[2]

Avitriptan

Clinical data
ATC code	none
Legal status
Legal status	Never marketed
Identifiers
IUPAC name 1-[3-[3-[4-(5-methoxypyrimidin-4-yl)piperazin-1-yl]propyl]-1H-indol-5-yl]-N-methyl-methanesulfonamide
CAS Number	151140-96-4 N
PubChem CID	133081
ChemSpider	117442 Y
UNII	6RS056L04P
KEGG	D03014 N
ChEMBL	ChEMBL2105880 N
CompTox Dashboard (EPA)	DTXSID60164718
Chemical and physical data
Formula	C22H30N6O3S
Molar mass	458.58 g·mol−1
3D model (JSmol)	Interactive image
SMILES O=S(=O)(NC)Cc1ccc2c(c1)c(c[nH]2)CCCN4CCN(c3ncncc3OC)CC4
InChI InChI=1S/C22H30N6O3S/c1-23-32(29,30)15-17-5-6-20-19(12-17)18(13-25-20)4-3-7-27-8-10-28(11-9-27)22-21(31-2)14-24-16-26-22/h5-6,12-14,16,23,25H,3-4,7-11,15H2,1-2H3 Y Key:WRZVGHXUPBWIOO-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

See also

• Donitriptan