Name: 2-(1H-Benzo[d]imidazol-2-yl)anilineIn 2020, Jadhavar, Pradeep S.;Patel, Kshitij I.;Dhameliya, Tejas M.;Saha, Nirjhar;Vaja, Maulikkumar D.;Krishna, Vagolu Siva;Sriram, Dharmarajan;Chakraborti, Asit K. published 《Benzimidazoquinazolines as new potent anti-TB chemotypes: Design, synthesis, and biological evaluation》. 《Bioorganic Chemistry》published the findings. The article contains the following contents:
In search for new mol. entities as anti-TB agents, the benzimidazoquinazoline polyheterocyclic scaffolds I (R1 = H, F, Cl, Br, Me, OMe; R2 = H, Cl; R3 = H, Cl; R2R3 = -(CH)4-; R4 = H, Me, Et, n-Pr, n-Bu) have been designed adopting the scaffold hopping strategy. Thirty-two compounds I have been synthesized through an improved tandem decarboxylative nucleophilic addition cyclocondensation reaction of o-phenylenediamines 1,2-(NH2)2-4- R2C6H2R3 with isatoic anhydrides II followed by further cyclocondensation of the intermediately formed 2-(o-aminoaryl)benzimidazoles III with trialkyl orthoformates R4C(OEt)3. The resultant benzimidazoquinazolines I were evaluated in vitro for anti-TB activity against M. tuberculosis H37Rv (ATCC27294 strain). Fourteen compounds exhibiting MIC values in the range of 0.4-6.25μg/mL were subjected to cell viability test against RAW 264.7 cell lines and found to be non-toxic (<30% inhibition at 50μg/mL). The active compounds were further evaluated against INH resistant Mtb strains. The most active compound I (R1 = Me; R2 = R3 = H; R4 = n-Pr) [MIC (H37Rv) of 0.4μg/mL] and the compound I (R1 = R2 = R3 = H; R4 = n-Pr) [MIC (H37Rv) of 0.78μg/mL] were also found to be active against INH resistant Mtb strain with MIC values of 12.5 and 0.78μg/mL, resp. And 2-(1H-Benzo[d]imidazol-2-yl)aniline (cas: 5805-39-0) was used in the research process.
2-(1H-Benzo[d]imidazol-2-yl)aniline(cas:5805-39-0 Name: 2-(1H-Benzo[d]imidazol-2-yl)aniline) is a chemical reagent used in the synthesis of small molecule inhibitors targeting ubiquitin-like domains for treatments of diseases caused by the cellular accumulation of damaged proteins.
Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem