Application In Synthesis of 2-Aminobenzamide. In 2019 CHEMISTRYSELECT published article about CANDIDA-ALBICANS; BACTERIAL BIOFILMS; ANTIBACTERIAL; RESISTANCE; GROWTH in [Ansari, Siddique A.; Alkahtani, Hamad M.; Almehizia, Abdulrahman A.; Al-Tuwajiri, Hanaa M.] King Saud Univ, Dept Pharmaceut Chem, Coll Pharm, POB 2454, Riyadh 11451, Saudi Arabia; [Deshmukh, Satish U.] Deogiri Coll, Dept Chem, Aurangabad 431005, Maharashtra, India; [Patil, Rajesh B.] Smt Kashibai Navale Coll Pharm, Sinhgad Tech Educ Societys, Pune 411048, Maharashtra, India; [Damale, Manoj G.] Srinath Coll Pharm, Dept Pharmaceut Med Chem, Aurangabad 431136, Maharashtra, India; [Patil, Rajendra H.] Savitribai Phule Pune Univ, Dept Biotechnol, Pune 411007, Maharashtra, India; [Aleanizy, Fadilah S.; Alqahtani, Fulwah Y.] King Saud Univ, Dept Pharmaceutcs, Coll Pharm, POB 2454, Riyadh 11451, Saudi Arabia; [Pathan, Shahebaaz K.; Sangshetti, Jaiprakash N.] YB Chavan Coll Pharm, Dr Rafiq Zakaria Campus, Aurangabad 431001, Maharashtra, India in 2019, Cited 35. The Name is 2-Aminobenzamide. Through research, I have a further understanding and discovery of 88-68-6.
A library of 2,3-dihydroquinazolin-4(1H)-one derivatives (5 a-k) were synthesized in good yield by using 1-Ethyl-3-Methylimidazolium hydrogen sulphate (10 mol %) as a catalyst and were evaluated for their anti-biofilm, antimicrobial and cytotoxicity potential. Among the synthesized compounds, 2-(4-(1H-1,2,4-triazol-1-yl)phenyl)-2,3-dihydroquinazolin-4(1H)-one (5d) and 2,3-dihydro-2-(2,4,6-trimethoxyphenyl) quinazolin-4(1H)-one (5j) displayed better anti-biofilm activity than fluconazole (IC50 = 40 mu M) with IC50 values less than 30 mu M. Compound 5d also appeared to be fungicidal against C. Albicans having MIC=33.5 mu g/ml comparable with standard fluconazole (50 mu g/ml). All the synthesized compounds were also evaluated for cytotoxic activity by using MTT assay against HeLa, A-549 and MDA-MB-231 cell lines. The compound 5d was found to be more potent against MDA-MB-231 and A549 cell lines (IC50 = 11 +/- 2 mu M and 34 +/- 8 mu M respectively) than 5-fluorouracil (IC50 = 19 +/- 3 mu M and 51 +/- 5 mu M respectively). The compounds substituted with 6-methyl-4-oxo-4H-chromen-3-yl (5a), biphenyl (5c) and 2-hydroxy-5-bromophenyl (5e) were also found to be more potent against MDA-MB-231 cell lines (IC50 = 13 +/- 3 – 14 +/- 4 mu M) than 5-fluorouracil. Molecular docking simulations were also carried out using secreted aspartyl protease (SAP5), pepA enzyme of C. albicans for biofilm inhibition and EGFR tyrosine kinase for cyto-toxicity studies. The study reveals that the compounds 5d and 5e can serve as an important lead moiety for biofilm inhibition and cyto-toxicity against MDA-MB-231 and A549 cancer cell-lines indicating their potential in the treatment of tougher fungal infections and breast and lung cancer.
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Reference:
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