Tropanserin

Tropanserin
Systematic (IUPAC) name
	[(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 3,5-dimethylbenzoate
Identifiers
CAS Number	85181-40-4; Template:CAS (HCl)
ATC code	None
PubChem	CID: 68600
ChemSpider	19969918
Chemical data
Formula	C17H23NO2
Molecular mass	273.370 g/mol
	SMILES CN3[C@H]1CC[C@@H]3C[C@@H](C1)OC(=O)c2cc(C)cc(C)c2 ;
	InChI InChI=1S/C17H23NO2/c1-11-6-12(2)8-13(7-11)17(19)20-16-9-14-4-5-15(10-16)18(14)3/h6-8,14-16H,4-5,9-10H2,1-3H3/t14-,15+,16+ ; Key:HDDNYFLPWFSBLN-ZSHCYNCHSA-N ;

Tropanserin (INN; MDL-72,422) is a drug which acts as a potent and selective 5-HT₃ receptor antagonist.^[1] It was investigated in clinical trials for the treatment of migraine in the 1980s but was never marketed.^[2]

Synthesis

Tropanserin can be prepared by the reaction of tropine with 3,5-dimethylbenzoyl chloride.

Tropanserin synthesis^[3]

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↑ J. R. Fozard and M. W. Gittos, U.S. Patent 4,563,465 (1986) via Chem. Abstr., 105:54,608j(1986)

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