88919-22-6

Usage

Uses

Used in Pharmaceutical Industry:
3-(2-Aminoethyl)-N-methyl-1H-indole-5-methanesulfonamide is used as an intermediate in the synthesis of Sumatriptan, an antimigraine agent. It contributes to the production of medications that help alleviate the symptoms of migraines and improve the quality of life for those suffering from this condition.
Used in Antimigraine Applications:
3-(2-Aminoethyl)-N-methyl-1H-indole-5-methanesulfonamide is used as a precursor in the development of Sumatriptan, a medication specifically designed to treat migraines. It plays a vital role in the formulation of drugs that target the underlying causes of migraines, providing relief and reducing the frequency of these debilitating headaches.

InChI:InChI=1/C12H17N3O2S/c1-8-3-4-11-10(7-8)9(5-6-13)12(15(11)2)18(14,16)17/h3-4,7H,5-6,13H2,1-2H3,(H2,14,16,17)

Upstream product

• 88918-76-7 3-(Cyanomethyl)-N-methyl-1H-indole-5-methanesulphonamide 
• 6346-09-4 4-aminobutyrylaldehyde diethylacetal 
• 139272-29-0 4-hydrazinobenzyl methyl sulfone 

Downstream Products

• 103628-46-2 sumatripan 
• 88918-76-7 3-(Cyanomethyl)-N-methyl-1H-indole-5-methanesulphonamide 

Relevant academic research and scientific papers

N-Desmethyltriptans: One pot efficient synthesis of N-methyl-2-5- [substituted- 1H- indole-3-yl]ethanamines

A straightforward and highly improved method to synthesize N-methyl-2-[5-[substituted-lH-indole-3-yl]ethanamines 4-6, which are the metabolites of tryptans 1-3, is reported. The significance of the process is its simplicity and efficiency in isolating the N- desmethyltriptans derivatives as a free base.

HETEROCYCLIC COMPOUNDS

Indole derivatives of the general formula (I) are disclosed: where R1 is H or an alkyl or alkenyl group, R2 is H, or an alkyl, alkenyl, aryl, aralkyl or cycloalkyl group; R3 is H or an alkyl group; R4 and R5 are independently H or an alkyl or propenyl group or together form an aralkylidene group; and Alk is an optionally substituted alkylene chain; and their physiologically acceptable salts and solutes. These compounds are potentially useful for the treatment of migraine and may be formulated as pharmaceutical compositions in conventional manner. Various methods for the production of the compounds are disclosed including a Fischer-indole cyclization process