I-A09 [1143579-76-3]

MedChem Express

I-A09 [1143579-76-3]

5

1143579-76-3

Research Use Only

C29H25N5O6

539.54

I-A09 and its derivatives, specifically 1,2,3-triazole-adamantylacetamide hybrids (5a-u), exhibit significant antitubercular activity. These hybrids were synthesized using copper-catalyzed click chemistry, combining bioactive fragments from antitubercular I-A09 and substituted adamantyl urea. The compound N-(1-adamantyl)-2-azido acetamide was reacted with various alkyl/aryl acetylenes to produce new analogues. Among them, N-(1-adamantan-1-yl)-2-(4-(phenanthren-2-yl)-1H-1,2,3-triazol-1-yl)acetamide (5t) showed the most promise with a minimum inhibitory concentration (MIC) of 3.12 microg/mL against Mycobacterium tuberculosis H37Rv, and a selectivity index greater than 15[1].

O=C(C1=CC2=C(C=C1O)OC(C3=CC=CC=C3)=C2C4=CN(CC(NC5=CC=C(N6CCOCC6)C=C5)=O)N=N4)O

12131703