small molecule

Sumatriptan

Synonyms/Brands: Sumax, NP101, Imigran, Imitrex, triptan, Sumatran, Sumatriptn, Sumatriptan, Sumatriptanum, sumavel dosepr, phl-sumatriptan, Sumatriptan Succinate, 3-[2-(dimethylamino)Ethyl]-N-methylindole-5-methanesulfonamide, 3-(2-(dimethylamino)Ethyl)-N-methyl-1H-indole-5-methanesulfonamide, (3-[2-(dimethylamino)Ethyl]-1H-indol-5-yl)-N-methylmethanesulfonamide, 1-[3-(2-Dimethylaminoethyl)-1H-indol-5-yl]-N-methyl-methanesulfonamide

A serotonin agonist that acts selectively at 5HT1 receptors. It is used in the treatment of migraine disorders. A transdermal patch version of sumatriptan is currently in phase I trials in the U.S. under the code name NP101 (NuPathe).

Molecular Formula: C₁₄H₂₁N₃O₂S

Molecular Weight:: 295.4

CAS:: 103628-46-2

ATC:: N02CC01

InChiKey:: KQKPFRSPSRPDEB-UHFFFAOYSA-N

InChi:: InChI=1S/C14H21N3O2S/c1-15-20(18,19)10-11-4-5-14-13(8-11)12(9-16-14)6-7-17(2)3/h4-5,8-9,15-16H,6-7,10H2,1-3H3

SMILES:: CNS(=O)(=O)CC1=CC2=C(NC=C2CCN(C)C)C=C1

IUPAC Name:: 1-{3-[2-(dimethylamino)ethyl]-1H-indol-5-yl}-N-methylmethanesulfonamide

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659

Interactors 4
Chemical Interactions 31
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Chemical Summary

Sumatriptan