42408-80-0

Usage

Uses

Antidepressant.

InChI:InChI=1/C18H26N2S/c1-5-20-16-9-7-6-8-14(16)15-10-13-21-18(2,17(15)20)11-12-19(3)4/h6-9H,5,10-13H2,1-4H3

Upstream product

• 74-96-4 ethyl bromide 
• 64733-10-4 dimethyl-[2-(1-methyl-1,3,4,9-tetrahydro-thiopyrano[3,4-b]indol-1-yl)-ethyl]-amine 
• 41339-53-1 (1-methyl-1,3,4,9-tetrahydro-thiopyrano[3,4-b]indol-1-yl)-acetic acid 
• 42820-36-0 N,N-dimethyl-2-(1-methyl-1,3,4,9-tetrahydro-thiopyrano[3,4-b]indol-1-yl)-acetamide 
• 59127-87-6 2-(1-ethyl-1H-indol-3-yl)ethanol 
• 2543-57-9 1-Dimethylamino-3-butanon 

Relevant academic research and scientific papers

Pyranoindole derivatives as antiulcer agents

Pyranoindole and thiopyranoindole derivatives characterized by having an amino(lower)alkyl radical attached to either or both the 1 and 9 position of a pyrano[3,4-b]indole or thiopyrano[3,4-b]indole nucleus or having said radical attached to the 1 positio

Syntheses and primary pharmacological screening of tandamine and related tetrahydrothiopyranoindoles with potential antidepressant properties

A series of novel 1,3,4,9-tetrahydro-1-methyl-thiopyrano-[3,4-b]indole-1-ethanamine has been synthesized and examined for effects on reserpine-induced ptosis and reserpine-induced hypothermia in mice. One member of the series, the 9-ethyl-N,N-dimethyl derivative (tandamine), was selected for further studies in regard to its possible use as an antidepressant agent. Tandamine has been resolved, and the levorotatory enantiomer was found to be more active than the racemic compound. The N-desmethyl derivative, a metabolite of tandamine, has been prepared. The 5-ethyl-1,3,4,5-tetrahydro-N,N,1-trimethylthiopyrano [4,3-b]indole-1-ethanamine, an analog of tandamine with the isomeric ring system, has also been synthesized and evaluated. In the primary pharmacological screening and in the drug-interaction studies with reserpine, tetrabenazine, and tremorine, tandamine was compared to the clinically effective tricyclic antidepressants - desipramine, imipramine, and amitriptyline. Tandamine was more effective than these agents in several screening procedures indicative of potential antidepressant activity.

Pyrano- and thiopyranoindole derivatives, compositions and methods of use

Pyranoindole and thiopyranoindole derivatives characterized by having an amino(lower)alkyl radical attached to either or both the 1 and 9 position of a pyrano[3,4-b]indole or thiopyrano[3,4-b]indole nucleus or having said radical attached to the 1 positio