Syntheses, protonation constants and antimicrobial activity of 2-substituted N-alkylimidazole derivatives was written by Kleyi, Phumelele;Walmsley, Ryan S.;Gundhla, Isaac Z.;Walmsley, Tara A.;Jauka, Tembisa I.;Dames, Joanna;Walker, Roderick B.;Torto, Nelson;Tshentu, Zenixole R.. And the article was included in South African Journal of Chemistry in 2012.Computed Properties of C11H20N2 This article mentions the following:
A series of N-alkylimidazole-2-carboxylic acid, N-alkylimidazole-2-carboxaldehyde and N-alkylimidazole-2-methanol derivatives [alkyl = benzyl, Me, Et, Pr, Bu, heptyl, octyl and decyl] have been synthesized and the protonation constants determined The antimicrobial properties of the compounds were tested against Gram-neg. (Escherichi coli), Gram-pos. (Staphylococcus aureus & Bacillus subtilis subsp. spizizenii) bacterial strains and yeast (C. albicans). Both the disk diffusion and broth microdilution methods for testing the antimicrobial activity showed that N-alkylation of imidazole with longer alkyl chains and the substitution with low pKa group at 2-position resulted in enhanced antimicrobial activity. Particularly, the N-alkylimidazole-2-carboxylic acids exhibited the best antimicrobial activity due to the low pKa of the carboxylic acid moiety. Generally, all the N-alkylimidazole derivatives were most active against the Gram-pos. bacteria [S. aureus (MIC = 5-160 μg mL-1) and B. subtilis subsp. spizizenii (5-20 μg mL-1)], with the latter more susceptible. All the compounds showed poor antimicrobial activity against both Gram-neg. (E. coli, MIC = 0.15 to >2500 μg mL-1) bacteria and all the compounds were inactive against the yeast (Candida albicans). In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Computed Properties of C11H20N2).
1-Octyl-1H-imidazole (cas: 21252-69-7) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Imidazole is incorporated into many important biological compounds. The most pervasive is the amino acid histidine, which has an imidazole side-chain. Histidine is present in many proteins and enzymes, e.g. by binding metal cofactors, as seen in hemoglobin.Computed Properties of C11H20N2
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem