1.0 2016-09-30 23:14:55 UTC 2020-05-11 19:32:27 UTC BMDB0005037 BMDB05037 Sumatriptan (3-[2-(Dimethylamino)ethyl]-1H-indol-5-yl)-N-methylmethanesulfonamide 1-[3-(2-Dimethylaminoethyl)-1H-indol-5-yl]-N-methyl-methanesulfonamide 3-(2-(Dimethylamino)ethyl)-N-methyl-1H-indole-5-methanesulfonamide 3-[2-(Dimethylamino)ethyl]-N-methylindole-5-methanesulfonamide Imigran Imitrex Sumatran Sumatriptanum Sumax (3-[2-(Dimethylamino)ethyl]-1H-indol-5-yl)-N-methylmethanesulphonamide 1-[3-(2-Dimethylaminoethyl)-1H-indol-5-yl]-N-methyl-methanesulphonamide 3-(2-(Dimethylamino)ethyl)-N-methyl-1H-indole-5-methanesulphonamide 3-[2-(Dimethylamino)ethyl]-N-methylindole-5-methanesulphonamide Imigran recovery Glaxo wellcome brand OF sumatriptan Sumatriptan GSK brand GSK Brand OF sumatriptan Sumatriptan succinate Succinate, sumatriptan C14H21N3O2S 295.4 295.135447621 1-{3-[2-(dimethylamino)ethyl]-1H-indol-5-yl}-N-methylmethanesulfonamide sumatriptan 103628-46-2 CNS(=O)(=O)CC1=CC2=C(NC=C2CCN(C)C)C=C1 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 KQKPFRSPSRPDEB-UHFFFAOYSA-N belongs to the class of organic compounds known as tryptamines and derivatives. Tryptamines and derivatives are compounds containing the tryptamine backbone, which is structurally characterized by an indole ring substituted at the 3-position by an ethanamine. Organic compounds Organoheterocyclic compounds Indoles and derivatives Tryptamines and derivatives Tryptamines and derivatives 3-alkylindoles Aminosulfonyl compounds Aralkylamines Azacyclic compounds Benzenoids Heteroaromatic compounds Hydrocarbon derivatives Organic oxides Organic sulfonamides Organopnictogen compounds Organosulfonamides Substituted pyrroles Trialkylamines 3-alkylindole Amine Aminosulfonyl compound Aralkylamine Aromatic heteropolycyclic compound Azacycle Benzenoid Heteroaromatic compound Hydrocarbon derivative Indole Organic nitrogen compound Organic oxide Organic oxygen compound Organic sulfonic acid amide Organic sulfonic acid or derivatives Organonitrogen compound Organopnictogen compound Organosulfonic acid amide Organosulfonic acid or derivatives Organosulfur compound Pyrrole Substituted pyrrole Sulfonyl Tertiary aliphatic amine Tertiary amine Tryptamine Aromatic heteropolycyclic compounds sulfonamide tryptamines Solid melting_point 169 - 171 °C logp 0.93 ADLARD,M ET AL. (1995) logp 1.17 ALOGPS logs -3.37 ALOGPS logp 0.74 ChemAxon pka_strongest_acidic 11.24 ChemAxon pka_strongest_basic 9.54 ChemAxon iupac 1-{3-[2-(dimethylamino)ethyl]-1H-indol-5-yl}-N-methylmethanesulfonamide ChemAxon average_mass 295.4 ChemAxon mono_mass 295.135447621 ChemAxon smiles CNS(=O)(=O)CC1=CC2=C(NC=C2CCN(C)C)C=C1 ChemAxon formula C14H21N3O2S ChemAxon 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 ChemAxon inchikey KQKPFRSPSRPDEB-UHFFFAOYSA-N ChemAxon polar_surface_area 65.2 ChemAxon refractivity 82.08 ChemAxon polarizability 32.31 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon number_of_rings 2 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::EiMs 417 Specdb::MsMs 107388 Specdb::MsMs 107389 Specdb::MsMs 107390 Specdb::MsMs 174360 Specdb::MsMs 174361 Specdb::MsMs 174362 Specdb::MsMs 374435 Specdb::MsMs 374826 Specdb::MsMs 451096 Specdb::MsMs 451526 Specdb::MsMs 2233568 Specdb::MsMs 2235349 Specdb::MsMs 2379255 Specdb::MsMs 2379256 Specdb::MsMs 2379257 Specdb::MsMs 2556642 Specdb::MsMs 2556643 Specdb::MsMs 2556644 Specdb::CMs 23533 Specdb::CMs 152288 Brain Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 5165 DB00669 FDB023604 10650 5358 C07319 Sumatriptan 2612 Torner Montoya, Miguel. Process for the synthesis of 3-[2-(dimethylamino)ethyl]-N-methyl-1H-indole-5-methanesulfonamide [sumatriptan]. Span. (1994), 6 pp. CODEN: SPXXAD ES 2059236 A1 19941101 CAN 122:265245 AN 1995:520544