| Sumatriptan | |
|---|---|
| Salts [] | |
|---|---|
| Sumatriptan succinate | |
| Molecular structure via molpic based on CDK |
| Physical properties [] | |
|---|---|
| Molecular mass | 295.40 g/mol [1] |
| Melting point | 169-170 [1] |
| Solubility | 40.3 [ug/mL] (The mean of the results at pH 7.4) [1] |
| Predicted LogP | 0.9 [1] |
| Structural Identifiers [] | |
|---|---|
| Molecular formula | C14H21N3O2S [1] |
| IUPAC name | 1-[3-[2-(dimethylamino)ethyl]-1H-indol-5-yl]-N-methylmethanesulfonamide [1] |
| SMILES | CNS(=O)(=O)CC1=CC2=C(C=C1)NC=C2CCN(C)C [1] |
| 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 [1] |
| InChIKey | KQKPFRSPSRPDEB-UHFFFAOYSA-N [1] |
| Pharmacokinetics[] | |
|---|---|
| Elimination half-life | 2.5 hours |
| Toxicity [] | |
|---|---|
| TDLo | Human - male: - subcutaneous: 86 mg/kg - subcutaneous: 429 μg/kg/2W-I Human - female: - subcutaneous: 120 μg/kg - subcutaneous: 240 μg/kg/1H-I - subcutaneous: 120 μg/kg |
| LDLo | Rat: - oral: >2 gm/kg Mouse: - oral: >500 mg/kg - subcutaneous: >100 mg/kg |
Sumatriptan
Sumatriptan (also known as Imitrex, Sumatran, Sumax, Imigran, Sumatriptanum, 1H-Indole-5-methanesulfonamide, 3-[2-(dimethylamino)ethyl]-N-methyl-, 3-(2-(Dimethylamino)ethyl)-N-methyl-1H-indole-5-methanesulfonamide, Imigran Recovery, 1-[3-(2-dimethylaminoethyl)-1H-indol-5-yl]-N-methyl-methanesulfonamide or 1-{3-[2-(dimethylamino)ethyl]-1H-indol-5-yl}-N-methylmethanesulfonamide) is a
Chemistry
Salts []
Sumatriptan is typically found in the form of its succinate salt.
Stereochemistry []
Sumatriptan is a achiral mixture
| Anodyne Usernotes [] | |
|---|---|
| 0xea / Sumatriptan[succinate] via Intravenous at 5mg |
|
Legal status
See also []
External links []
References []
National Center for Biotechnology Information. PubChem Compound Summary for CID 5358, Sumatriptan. Accessed October 14, 2025. https://pubchem.ncbi.nlm.nih.gov/compound/5358
U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Sumatriptan. UNII: 8R78F6L9VO. Global Substance Registration System. Accessed October 14, 2025. https://gsrs.ncats.nih.gov/ginas/app/beta/substances/8R78F6L9VO
Imitrex- sumatriptan injection. February 8, 2023. Accessed October 14, 2025. https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=fee7d073-0b99-48f2-7985-0d8cf970894b
Imitrex- sumatriptan spray. March 22, 2024. Accessed October 14, 2025. https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=cc11b09d-e6cc-4cf8-1495-5ac64d5aae5f
Imitrex- sumatriptan tablet, film coated. February 21, 2024. Accessed October 14, 2025. https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=584abe73-8290-4484-ff8e-5890831c095e
Anodyne