1448321-06-9

Upstream product

• 501-53-1 benzyl chloroformate 
• 1002-57-9 8-Aminooctanoic acid 
• 1448321-04-7 benzyl N-[8-oxo-8-(prop-2-enylamino)octyl]carbamate 
• 23434-40-4 8-(benzyloxycarbonylamino)octanoic acid 

Downstream Products

• 1448321-08-1 benzyl N-[8-[[N'-[(2-methylpropan-2-yl)oxycarbonyl]-N-[(2-prop-2-enoxyphenyl)methyl]carbamimidoyl]carbamoyl-prop-2-enylamino]octyl]carbamate 
• 1448321-09-2 C₃₇H₅₃N₅O₆ 
• 1448321-11-6 C₃₈H₅₅N₅O₆ 
• 1448321-13-8 C₃₃H₅₁N₅O₇ 
• 1448321-15-0 C₃₄H₅₃N₅O₇ 
• 1448321-16-1 benzyl N-[8-[4-[(2-methylpropan-2-yl)oxycarbonylimino]-6-oxo-12-oxa-3,5,7-triazabicyclo[11,4,0]heptadeca-1⁽¹³⁾,9,14,16-tetraen-7-yl]octyl]carbamate 
• 1448321-17-2 C₃₅H₄₉N₅O₆ 
• 1448321-20-7 C₃₆H₅₁N₅O₆ 
• 1448321-21-8 C₃₁H₄₇N₅O₇ 
• 1448321-22-9 C₃₂H₄₉N₅O₇ 

Relevant academic research and scientific papers

MACROCYCLIC COMPOUNDS USEFUL AS CHITINASE INHIBITORS

The present invention relates to macrocyclic compounds of formula (I) and their use as chitinase inhibitors as well as to pharmaceutical compositions and methods of preparation thereof. The compounds can in particular be used in the treatment, prevention and/or amelioration of asthma.

Design and synthesis of a novel inhibitor of T. Viride chitinase through an in silico target fishing protocol

In the last ten years, we identified and developed a new therapeutic class of antifungal agents, the macrocyclic amidinoureas. These compounds are active against several Candida species, including clinical isolates resistant to currently available antifungal drugs. The mode of action of these molecules is still unknown. In this work, we developed an in-silico target fishing procedure to identify a possible target for this class of compounds based on shape similarity, inverse docking procedure and consensus score rank-by-rank. Chitinase enzyme emerged as possible target. To confirm this hypothesis a novel macrocyclic derivative has been produced, specifically designed to increase the inhibition of the chitinase. Biological evaluation highlights a stronger enzymatic inhibition for the new derivative, while its antifungal activity drops probably because of pharmacokinetic issues. Collectively, our data suggest that chitinase represent at least one of the main target of macrocyclic amidinoureas.

NEW MACROCYCLIC AMIDINOUREA DERIVATIVES, METHODS OF PREPARATION AND USES THEREOF AS CHITINASE INHIBITORS

The present invention relates to macrocyclic amidinourea derivatives of formula 8, methods of preparation and uses thereof, pharmaceutical compositions in particular to be used as chitinase inhibitors in the treatment of a fungal infection.

Novel macrocyclic amidinoureas: Potent non-azole antifungals active against wild-type and resistant Candida species

Novel macrocyclic amidinourea derivatives 11, 18, and 25 were synthesized and evaluated as antifungal agents against wild-type and fluconazole resistant Candida species. Macrocyclic compounds 11 and 18 were synthesized through a convergent approach using as a key step a ring-closing metathesis macrocyclization reaction, whereas compounds 25 were obtained by our previously reported synthetic pathway. All the macrocyclic amidinoureas showed antifungal activity toward different Candida species higher or comparable to fluconazole and resulted highly active against fluconazole resistant Candida strains showing in many cases minimum inhibitory concentration values lower than voriconazole.