Design, synthesis and biological potential of heterocyclic benzoxazole scaffolds as promising antimicrobial and anticancer agents

Kakkar, Saloni; Kumar, Sanjiv; Narasimhan, Balasubramanian; Lim, Siong Meng; Ramasamy, Kalavathy; Mani, Vasudevan; Shah, Syed Adnan Ali

doi:10.1186/s13065-018-0464-8

Table 1 Physicochemical properties of synthesized benzoxazole derivatives

From: Design, synthesis and biological potential of heterocyclic benzoxazole scaffolds as promising antimicrobial and anticancer agents

Comp.	Molecular mass	M. formula	m.p. °C	R_f value	% yield
1: 2-(5-((Benzo[d]oxazol-2-ylthio)methyl)-1H-1,2,3-triazol-1-yl)-N-(3-nitrophenyl)acetamide	410.41	C₁₈H₁₄N₆O₄S	152–154	0.17	76
2: 2-(5-((Benzo[d]oxazol-2-ylthio)methyl)-1H-1,2,3-triazol-1-yl)-N-(4-nitrophenyl)acetamide	410.41	C₁₈H₁₄N₆O₄S	165–167	0.18	81
3: 2-(5-((Benzo[d]oxazol-2-ylthio)methyl)-1H-1,2,3-triazol-1-yl)-N-(4-methoxyphenyl) acetamide	395.43	C₁₉H₁₇N₅O₃S	102–104	0.23	75
4: 2-(5-((Benzo[d]oxazol-2-ylthio)methyl)-1H-1,2,3-triazol-1-yl)-N-(2-chloro-4-nitrophenyl) acetamide	444.85	C₁₈H₁₃ClN₆O₄S	144–146	0.20	86
5: 2-(5-((Benzo[d]oxazol-2-ylthio)methyl)-1H-1,2,3-triazol-1-yl)-N-(2,4,5-trichlorophenyl) acetamide	468.74	C₁₈H₁₂Cl₃N₅O₂S	189–191	0.21	79
6: 2-(5-((Benzo[d]oxazol-2-ylthio)methyl)-1H-1,2,3-triazol-1-yl)-N-(3-chloro-2-methylphenyl) acetamide	413.88	C₁₉H₁₆ClN₅O₂S	138–140	0.22	82
7: 2-(5-((Benzo[d]oxazol-2-ylthio)methyl)-1H-1,2,3-triazol-1-yl)-N-(4-bromo-2-methyl-phenyl) acetamide	458.33	C₁₉H₁₆BrN₅O₂S	127–129	0.22	85
8: 2-(5-((Benzo[d]oxazol-2-ylthio)methyl)-1H-1,2,3-triazol-1-yl)-N-(4-ethylphenyl)acetamide	393.46	C₂₀H₁₉N₅O₂S	118–120	0.23	85
9: 2-(5-((Benzo[d]oxazol-2-ylthio)methyl)-1H-1,2,3-triazol-1-yl)-N-(2,4-dimethylphenyl) acetamide	393.49	C₂₀H₁₉N₅O₂S	108–110	0.23	81
10: 2-(5-((Benzo[d]oxazol-2-ylthio)methyl)-1H-1,2,3-triazol-1-yl)-N-(2-chlorophenyl)acetamide	399.85	C₁₈H₁₄ClN₅O₂S	144–146	0.19	86
11: 2-(5-((Benzo[d]oxazol-2-ylthio)methyl)-1H-1,2,3-triazol-1-yl)-N-(4-fluorophenyl)acetamide	383.40	C₁₈H₁₄FN₅O₂S	119–121	0.19	90
12: 2-(5-((Benzo[d]oxazol-2-ylthio)methyl)-1H-1,2,3-triazol-1-yl)-N-(4-bromophenyl)acetamide	444.31	C₁₈H₁₄BrN₅O₂S	172–174	0.20	77
13: 2-(5-((Benzo[d]oxazol-2-ylthio)methyl)-1H-1,2,3-triazol-1-yl)-N-(3,4-dichlorophenyl) acetamide	434.30	C₁₈H₁₃Cl₂N₅O₂S	169–171	0.19	80
14: 2-(5-((Benzo[d]oxazol-2-ylthio)methyl)-1H-1,2,3-triazol-1-yl)-N-(2-bromophenyl)acetamide	444.31	C₁₈H₁₄BrN₅O₂S	131–133	0.19	81
15: 2-(5-((Benzo[d]oxazol-2-ylthio)methyl)-1H-1,2,3-triazol-1-yl)-N-(3,5-dimethylphenyl) acetamide	393.46	C₂₀H₁₉N₅O₂S	125–127	0.23	79
16: 2-(5-((Benzo[d]oxazol-2-ylthio)methyl)-1H-1,2,3-triazol-1-yl)-N-(3-bromophenyl)acetamide	444.31	C₁₈H₁₄BrN₅O₂S	151–153	0.18	78
17: 2-(5-((Benzo[d]oxazol-2-ylthio)methyl)-1H-1,2,3-triazol-1-yl)-N-(2,3-dimethylphenyl) acetamide	393.46	C₂₀H₁₉N₅O₂S	133–135	0.24	82
18: 2-(5-((Benzo[d]oxazol-2-ylthio)methyl)-1H-1,2,3-triazol-1-yl)-N-(2-fluorophenyl)acetamide	383.40	C₁₈H₁₄FN₅O₂S	119–120	0.20	89
19: 2-(5-((Benzo[d]oxazol-2-ylthio)methyl)-1H-1,2,3-triazol-1-yl)-N-(3-chlorophenyl)acetamide	399.85	C₁₈H₁₄ClN₅O₂S	161–163	0.19	86
20: 2-(5-((Benzo[d]oxazol-2-ylthio)methyl)-1H-1,2,3-triazol-1-yl)-N-(4-chlorophenyl)acetamide	399.85	C₁₈H₁₄ClN₅O₂S	166–168	0.19	82

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