199659-03-5

Usage

Uses

Used in Pharmaceutical Industry:
3-(N-benzyloxycarbonylpyrrolidin-2S-ylcarbonyl)-5-bromo-1H-indole is used as a building block for the synthesis of drug-like molecules. Its unique structure and functional groups make it a valuable component in the development of new pharmaceutical compounds with potential therapeutic applications.
Used in Chemical Research and Development:
3-(N-benzyloxycarbonylpyrrolidin-2S-ylcarbonyl)-5-bromo-1H-indole is also used as an Informer compound X5 in the Aryl Halide Chemistry Informer Library developed by chemists at Merck & Co., Inc. By screening new reactions against the Informer Library, chemists can directly compare and analyze a reaction's successes and shortcomings among different methods and various research teams. It may also be used to facilitate deeper method development for performance or utility in the field of chemical research and development.

Upstream product

• 10075-50-0 5-bromo-1H-indole 
• 61350-60-5 (S)-benzyloxycarbonyl-proline acid chloride 

Downstream Products

• 199659-06-8 2-(5-thiophen-2-yl-1H-indole-3-carbonyl)-pyrrolidine-1-carboxylic acid benzyl ester 
• 82354-30-1 benzyl (S)-2-(1H-indole-3-carbonyl)pyrrolidine-1-carboxylate 
• 208464-41-9 (S)-5-Bromo-3-[(N-methylpyrrolidin-2-yl)methyl]-1H-indole 
• 208464-80-6 C₂₆H₂₈N₂O₂ 
• 208465-04-7 (S)-5-(1-aza-1-tert-butoxycarbonylcyclohex-3-en-4-yl)-3-[(N-methylpyrrolidin-2-yl)methyl]-1-benzoylindole 
• 208464-45-3 (S)-5-bromo-3-[(N-methylpyrrolidin-2-yl)methyl]-1-benzoylindole 

Relevant academic research and scientific papers

5-CYCLO INDOLE COMPOUNDS AS 5-HT1D RECEPTOR LIGANDS

Described herein are compounds selective for a 5-HT1D-like receptor, which have general formula (I), wherein A is selected from a six-membered, non-aromatic, optionally substituted carbocycle and a six-membered, non-aromatic, optionally substituted heterocycle having one or two heteroatoms selected from O, S, SO, SO2 and NR; R is selected from H and OH; n is 0 or 1 as permitted by chemical structure; R is selected from CRRCH2NRR or a group of formula (II), (III) or (IV); R is selected from H and benzoyl; R is selected from H, loweralkyl, benzyl, loweralkylcarbonyl, loweralkylaminocarbonyl; loweralkylaminothiocarbonyl, loweralkanoyl, loweralkylaminoimide and loweralkoxy-substituted loweralkylene; R and R are independently selected from H, loweralkoxy and hydroxy; R and R are independently selected from H and loweralkyl or R and R form an alkylene bridge which, together with the nitrogen atom to which they are attached, creates an optionally substituted 3- to 6-membered ring; ----- denotes a single or double bond; and R, R and R are independently selected from H and loweralkyl. Also described is the use of these compounds as pharmaceuticals to treat indications where stimulation of a 5-HT1D-like receptor is implicated, such as migraine.

Conformationally constrained 5-(thienyl)tryptamine derivatives as serotonin 5-HT(1B/1D) receptor agonists: Potential treatments for migraine

In the search for human 5-HT(1D) selective agonists, a series of conformationally constrained 5-(2- or 3-thienyl)tryptamine derivatives 7, 10, and 12 have been synthesized. In vitro binding experiments at the cloned human 5-HT(1D) and 5-HT(1B) receptors h