سوماتریپتان

Also known as GR-43175C, Imigran®, 3-(2-(dimethylamino)ethyl)-N-methyl-1H-indole-5-methanesulfonamide, 3-[2-(dimethylamino)ethyl]-N-methylindole-5-methanesulfonamide, (3-[2-(dimethylamino)ethyl]-1H-indol-5-yl)-N-methylmethanesulfonamide, 1-[3-(2-dimethylaminoethyl)-1H-indol-5-yl]-N-methyl-methanesulfonamide, Sumatran, Sumax

Sumatriptan, sold under the brand name Imitrex among others, is a medication used to treat migraine headaches and cluster headaches. It is taken orally, intranasally, or by subcutaneous injection. Therapeutic effects generally occur within three hours. Sumatriptan is a serotonin (5-HT1B/1D) receptor agonist (triptan).

Chemical data

Formula: C14H21N3O2S
Molecular weight: 295.4 g/mol
IUPAC name: 1-[3-[2-(dimethylamino)ethyl]-1H-indol-5-yl]-N-methylmethanesulfonamide
SMILES: CNS(=O)(=O)CC1=CC2=C(C=C1)NC=C2CCN(C)C
InChIKey: KQKPFRSPSRPDEB-UHFFFAOYSA-N
XLogP: 0.9
Polar surface area: 73.6 Å²
H-bond donors: 2
H-bond acceptors: 4
Formal charge: 0