2015•Medicinal ChemistryOpen access

Synthesis of Some N-(4-(Aryl)-2-Thioxo-1,3-Thiazol-3(2H)-yl)Pyridine-4- Carboxamide as Antimicrobial and Anti-inflammatory Agents

Vikas Rajurkar

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Abstract

N-(4-biphenyl-4-yl-2-thioxo-1,3-thiazol-3(2H)-yl)pyridine-4carboxamide IIa: FT-IR ν max (KBr, cm -1 ): 1368 (C=S), 1402(C=C), 1651 (O=C), 1661(C=N), 2235(C-N), 3150(N-H).1 H-NMR (DMSO, 400 MHz) δ: 5.50(s, 1H, ethylene), 7.41-7.59(m, 9H, aromatic), 8.1(s, 1H, sec.amide), 8.89-7.81(m,4H, pyridine).MS: [M] + at m/z 389. N-[4-(2-hydroxyphenyl)-2-thioxo-1,3-thiazol-3(2H)-yl] pyridine-4-carboxamide IIb:FT-IR ν max (KBr, cm -1 ): 1000 (C-O), 1370 (C=S), 1453 (C=C), 1636 (O=C), 1665 (C=N), 2250 (C-N), 3120 (N-H), 3645 (OH). 1 H-NMR (DMSO, 400 MHz) δ: 5.15 (s, 1H, ethylene), 8.0 (s, 1H, sec.amide), 8.80-7.75(m, 4H, pyridine), 6.60-7.32(m, 4H, aromatic), 4.90 (s, 1H, OH).MS: [M] + at m/z 329. N-[4-(4-chlorophenyl)-2-thioxo-1,3-thiazol-3(2H)-yl]pyridine-4-carboxamide IIc:FT-IR ν max (KBr, cm -1 ): 750 (C-Cl), 1360 (C=S), 1600 (C=C), 1610 (O=C), 1709 (C=N), 2275 (C-N), 3160 (N-H). 1 H-NMR (DMSO, 400 MHz) δ: 5.20 (s, 1H, ethylene), 7.38-7.50(m, 4H, aromatic), 7.90 (s, 1H, sec.amide), 8.70-7.95(m, 4H, pyridine).MS: [M] + at m/z 347.

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N-(4-biphenyl-4-yl-2-thioxo-1,3-thiazol-3(2H)-yl)pyridine-4carboxamide IIa: FT-IR ν max (KBr, cm -1 ): 1368 (C=S), 1402(C=C), 1651 (O=C), 1661(C=N), 2235(C-N), 3150(N-H).1 H-NMR (DMSO, 400 MHz) δ: 5.50(s, 1H, ethylene), 7.41-7.59(m, 9H, aromatic), 8.1(s, 1H, sec.amide), 8.89-7.81(m,4H, pyridine).MS: [M] + at m/z 389. N-[4-(2-hydroxyphenyl)-2-thioxo-1,3-thiazol-3(2H)-yl] pyridine-4-carboxamide IIb:FT-IR ν max (KBr, cm -1 ): 1000 (C-O), 1370 (C=S), 1453 (C=C), 1636 (O=C), 1665 (C=N), 2250 (C-N), 3120 (N-H), 3645 (OH). 1 H-NMR (DMSO, 400 MHz) δ: 5.15 (s, 1H, ethylene), 8.0 (s, 1H, sec.amide), 8.80-7.75(m, 4H, pyridine), 6.60-7.32(m, 4H, aromatic), 4.90 (s, 1H, OH).MS: [M] + at m/z 329. N-[4-(4-chlorophenyl)-2-thioxo-1,3-thiazol-3(2H)-yl]pyridine-4-carboxamide IIc:FT-IR ν max (KBr, cm -1 ): 750 (C-Cl), 1360 (C=S), 1600 (C=C), 1610 (O=C), 1709 (C=N), 2275 (C-N), 3160 (N-H). 1 H-NMR (DMSO, 400 MHz) δ: 5.20 (s, 1H, ethylene), 7.38-7.50(m, 4H, aromatic), 7.90 (s, 1H, sec.amide), 8.70-7.95(m, 4H, pyridine).MS: [M] + at m/z 347.

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Available abstract

N-(4-biphenyl-4-yl-2-thioxo-1,3-thiazol-3(2H)-yl)pyridine-4carboxamide IIa: FT-IR ν max (KBr, cm -1 ): 1368 (C=S), 1402(C=C), 1651 (O=C), 1661(C=N), 2235(C-N), 3150(N-H).1 H-NMR (DMSO, 400 MHz) δ: 5.50(s, 1H, ethylene), 7.41-7.59(m, 9H, aromatic), 8.1(s, 1H, sec.amide), 8.89-7.81(m,4H, pyridine).MS: [M] + at m/z 389. N-[4-(2-hydroxyphenyl)-2-thioxo-1,3-thiazol-3(2H)-yl] pyridine-4-carboxamide IIb:FT-IR ν max (KBr, cm -1 ): 1000 (C-O), 1370 (C=S), 1453 (C=C), 1636 (O=C), 1665 (C=N), 2250 (C-N), 3120 (N-H), 3645 (OH). 1 H-NMR (DMSO, 400 MHz) δ: 5.15 (s, 1H, ethylene), 8.0 (s, 1H, sec.amide), 8.80-7.75(m, 4H, pyridine), 6.60-7.32(m, 4H, aromatic), 4.90 (s, 1H, OH).MS: [M] + at m/z 329. N-[4-(4-chlorophenyl)-2-thioxo-1,3-thiazol-3(2H)-yl]pyridine-4-carboxamide IIc:FT-IR ν max (KBr, cm -1 ): 750 (C-Cl), 1360 (C=S), 1600 (C=C), 1610 (O=C), 1709 (C=N), 2275 (C-N), 3160 (N-H). 1 H-NMR (DMSO, 400 MHz) δ: 5.20 (s, 1H, ethylene), 7.38-7.50(m, 4H, aromatic), 7.90 (s, 1H, sec.amide), 8.70-7.95(m, 4H, pyridine).MS: [M] + at m/z 347.

Key concepts: Antimicrobial, Carboxamide, Aryl, Pyridine, Pharmacology, Chemistry, Medicine, Combinatorial chemistry

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Synthesis of Some N-(4-(Aryl)-2-Thioxo-1,3-Thiazol-3(2H)-yl)Pyridine-4- Carboxamide as Antimicrobial and Anti-inflammatory Agents — Research Paper | ScholarLens