Chemical Component Summary

Name(3-ENDO)-8-METHYL-8-AZABICYCLO[3.2.1]OCT-3-YL 1H-INDOLE-3-CARBOXYLATE
SynonymsTROPISETRON
Identifiers[(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 1H-indole-3-carboxylate
FormulaC17 H20 N2 O2
Molecular Weight284.353
TypeNON-POLYMER
Isomeric SMILESCN1[C@H]2CC[C@@H]1CC(C2)OC(=O)c3c[nH]c4c3cccc4
InChIInChI=1S/C17H20N2O2/c1-19-11-6-7-12(19)9-13(8-11)21-17(20)15-10-18-16-5-3-2-4-14(15)16/h2-5,10-13,18H,6-9H2,1H3/t11-,12+,13+
InChIKeyZNRGQMMCGHDTEI-ITGUQSILSA-N

Chemical Details

Formal Charge0
Atom Count41
Chiral Atom Count2
Bond Count44
Aromatic Bond Count10

Drug Info: DrugBank

DrugBank IDDB11699 
NameTropisetron
Groups
  • approved
  • investigational
DescriptionTropisetron is an indole derivative with antiemetic activity. As a selective serotonin receptor antagonist, tropisetron competitively blocks the action of serotonin at 5HT3 receptors, resulting in suppression of chemotherapy- and radiotherapy-induced nausea and vomiting. Tropisetron appears to be well tolerated with the most frequently reported adverse effect being headache. Extrapyramidal side effects are rare upon using tropisetron.
Synonyms
  • Tropisetron Mesylate
  • Tropisetron
  • Tropisetron Hydrochloride
IndicationFor the prevention of nausea and vomiting induced by cytotoxic therapy and postoperative.
Categories
  • Alimentary Tract and Metabolism
  • Antiarrhythmic agents
  • Antidepressive Agents
  • Antiemetics
  • Antiemetics and Antinauseants
ATC-CodeA04AA03
CAS number89565-68-4

Drug Targets

NameTarget SequencePharmacological ActionActions
5-hydroxytryptamine receptor 3AMLLWVQQALLALLLPTLLAQGEARRSRNTTRPALLRLSDYLLTNYRKGVR...unknownantagonist
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682