Sumatriptan is a medication used for the treatment of migraine headaches.
It is a synthetic drug belonging to the triptan class. Structurally, it is an analog of the naturally occurring neuro-active alkaloids dimethyltryptamine (DMT), bufotenine, and 5-methoxy-dimethyltryptamine, with an N-methyl sulfonamidomethyl- group at position C-5 on the indole ring.
Sumatriptan is produced and marketed by various drug manufacturers with many different trade names such as Imitrex , Imigran , and Treximet as a combination product with naproxen
Starting at
1-[3-(2-Dimethylaminoethyl)-1H-indol-5-yl]-N-methyl-methanesulfonamide |
Trade names | Imitrex, Imigran,Treximet |
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AHFS/Drugs.com | monograph |
Licence data | US FDA:link |
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Routes of administration | tablet, subcutaneous injection, nasal spray, transdermal electrophoresis |
Bioavailability | 15% (oral)/ 96% (s.c) |
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Protein binding | 14–21% |
Metabolism | MAO |
Biological half-life | 2.5 hours |
Excretion | 60% urine; 40% feces |
CAS Number | 103628-46-2 |
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ATC code | N02CC01 |
PubChem | CID: 5358 |
IUPHAR/BPS | 54 |
DrugBank | DB00669 |
ChemSpider | 5165 |
UNII | 8R78F6L9VO |
KEGG | D00451 |
ChEBI | CHEBI:10650 |
ChEMBL | CHEMBL128 |
Chemical data | |
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Formula | C14H21N3O2S |
Molecular mass | 295.402 g/mol |
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