53370-90-4

Usage

Uses

Used in Pharmaceutical Industry:
Exalamide is used as a topical antifungal agent for treating various fungal infections. It is particularly effective in targeting and eliminating fungi that cause skin and nail infections, providing relief and promoting healing in the affected areas.

Originator

Hyperan,S.S. Pharm,Japan,1980

Manufacturing Process

4.6 g sodium were dissolved in 150 ml ethanol and 27.4 g (0.2 mol) salicylamide added. The solution was refluxed gently and 24.6 g (0.2mol) nhexyl- bromide added gradually. The mixture was refluxed for six hours, the precipitated sodium bromide filtered off, and most of the alcohol removed by distillation. Water was then added to the residue, and the 2-nhexyloxybenzamide filtered off. It crystallized from 50% aqueous ethanol in colorless crystals, MP 71°C.

Therapeutic Function

Antifungal

InChI:InChI=1/C13H19NO2/c1-2-3-4-7-10-16-12-9-6-5-8-11(12)13(14)15/h5-6,8-9H,2-4,7,10H2,1H3,(H2,14,15)

Upstream product

• 201230-82-2 carbon monoxide 
• 105474-59-7 1-bromo-2-(hexyloxy)benzene 
• 15226-74-1 dicobalt octacarbonyl 

Relevant academic research and scientific papers

Synthesis of primary amides by aminocarbonylation of aryl/hetero halides using non-gaseous NH3 and CO sources

Abstract A practically simple method for the synthesis of primary amides via the palladium-catalysed aminocarbonylation of aromatic halides by using solid sources of gaseous ammonia and carbon monoxide is described. The system tolerated a wide variety of hindered and functionalized aryl/hetero halides and afforded good to excellent yields (69-94%) of the amide. Pharmacologically active Exalamide and Pyrazinecarboxamide were synthesised in high yields to demonstrate the effectiveness of this method.

Palladium-catalyzed approach to primary amides using nongaseous precursors

A simple protocol is reported for the preparation of primary aryl amides under Pd-catalyzed carbonylation chemistry applying a two-chamber system with crystalline and nontransition metal based sources of carbon monoxide and ammonia. The method is suitable for the synthesis of a number of primary amides with good functional group tolerance. Incorporation of 13CO into the primary amide group was also found to be effective making this approach useful for accessing carbon isotope labeled derivatives.