<p>A series of novel amide derivatives incorporating an indenamine moiety were synthesized and evaluated for their biological activity. The results demonstrated that these target compounds possess notable antibacterial and moderate antifungal activities. Specifically, compounds <i>N</i>-((1<i>R</i>,2<i>S</i>)-2,6-dimethyl-2,3-dihydro-1<i>H</i>-indenyl)-3-nitrobenzamide (<b>8a</b>), (<i>R</i>)-<i>N</i>-(2,3-dihydro-1<i>H</i>-indenyl)-4-(trifluoromethyl)benzamide (<b>8f</b>), (<i>R</i>)-2-chloro-<i>N</i>-(2,3-dihydro-1<i>H</i>-indenyl)benzamide (<b>8g</b>), (<i>R</i>)-<i>N</i>-(2,3-dihydro-1<i>H</i>-indenyl)-3-methoxybenzamide (<b>8k</b>) and (<i>S</i>)-<i>N</i>-(2,3- dihydro-1<i>H</i>-indenyl)-3-fluorobenzamide (<b>8s</b>) exhibited potent antibacterial effects with EC₅₀ values of 36.04, 36.03, 45.46, 65.45 and 19.68&#xa0;µg/mL, respectively, all of which were superior to the reference agent thiodiazole-copper (73.1&#xa0;µg/mL). Furthermore, several compounds showed significant activity against <i>Xanthomonas citri</i> subsp. <i>Citri</i> (Xac). Compounds, (<i>R</i>)-<i>N</i>-(2,3-dihy dro-1<i>H</i>-indenyl)-3-methylbenzamide (<b>8e</b>), <b>8f</b>, (<i>R</i>)-<i>N</i>-(2,3-dihydro-1<i>H</i>-indenyl)-4-methoxybenz-amide (<b>8h</b>) and (<i>S</i>)-<i>N</i>-(2,3-dihydro-1<i>H</i>-indenyl)-4-methoxybenzamide (<b>8o</b>) displayed EC₅₀ values of 57.49, 52.34, 52.15, and 76.61&#xa0;µg/mL, respectively, demonstrating efficacy comparable to that of thiodiazole-copper (70.36&#xa0;µg/mL). These results highlight the potential of this structural class as promising candidates for the development of new agrochemicals, offering a potential strategy for managing resistant bacterial diseases in agriculture.</p>