International Journal of Medicinal Chemistry / 2016 / Article / Tab 2

Research Article

New Conjugates of Quinoxaline as Potent Antitubercular and Antibacterial Agents

Table 2

Spectral characteristics of the synthesized compounds.

S. numberComp. codeMolecular formulaMolecular weightIR (cm−1)1HNMR (δ ppm)
(DMSO-d6/CDCl3)
13CNMR (δ ppm)
(DMSO-d6/CDCl3)
ESI/MS

11C8H6N2O2162.143158 (NH), 1685 (C=O), 1612, 1500 (C=C stretching), 764 (ArC-H, out of plane)11.90 (s, NH), 6.96–7.10, 7.11–7.14 (m, quinox). 155.6 (C=O), 125.3, 123.2, 115.4 (Ar C).162
(M+)

22C8H8N4O 176.173150 (NH weak), 1681 (C=O), 1560, 1500 (C=C), 759 (Ar C-H)9.70 (s, NH), 7.89–7.81, 7.64–7.57 (m, quinox), 7.41 (s, NH), 6.8 (s, NH2)155.6 (C=O), 148.3 (C=N) 142.1, 142.1, 136.4, 131.6, 130.9, 128.8, 128.1, 123.0, 122.4 (quinox).176
(M+)

33aC15H18N4O6338.323450–3250 (OH stretch broad)
1683 (C=O), 1615 (C=N)
1072 (OH bend), 762 (ArC-H deform)
9.95 (s, NH), 8.26 (s, NH), 7.81–6.82 (m, Ar-H), 5.98 (s, NH), 4.91, 4.21 (s, anomeric CH), 3.92–2.95 (cpx, glucosyl)160.2 (C=O), 148.7 (C=N)
142–122 (quinox)
98.2 (C1 CH–NH), 73.5, 72.4, 70.2, 69.2 (C2–C5), 63.1 (–CH2 OH).
339
(M+1)

43bC15H18N4O6338.323450–3250 (OH stretch broad)
1683 (C=O), 1615 (C=N)
1072 (OH bend), 762 (ArC-H deform)
9.95 (s, NH), 8.26 (s, NH), 7.81–6.82 (m, Ar-H), 5.98 (s, NH), 4.21 (s, anomeric CH), 3.92–2.95 (cpx, glucosyl)160.2 (C=O), 148.7 (C=N)
142–122 (quinox)
98.2 (C1 CH–NH), 73.5, 72.4, 70.2, 69.2 (C2–C5), 63.1 (–CH2 OH).
339
(M+1)

53cC20H28N4O11500.453450–3250 (OH stretch broad)
1683 (C=O), 1615 (C=N)
1072 (OH bend), 762 (ArC-H deform)
10.22 (s, NH), 8.33 (s, NH), 7.96–6.90 (m, Ar-H), 6.11 (s, NH), 5.22 (s, anomeric CH), 4.23–3.19 (cpx, maltosyl)161.1 (C=O), 148.9 (C=N)
143.1–121.5 (quinox)
100.2 (C1 CH–NH), 72–70 (maltosyl), 60.8 (–CH2 OH).
501
(M+1)

63dC20H28N4O11500.453450–3250 (OH stretch broad)
1683 (C=O), 1615 (C=N)
1072 (OH bend), 762 (ArC-H deform)
10.4 (s, NH), 8.33 (s, NH), 8.04–6.82 (m, Ar-H), 6.73 (s, NH), 5.58 (s, anomeric CH), 4.18–3.02 (cpx, lactosyl)161.3 (C=O), 148.7 (C=N)
143.6–121.3 (quinox)
103.3 (C1 CH–NH), 71–76 (lactosyl), 61.2 (–CH2 OH).
501
(M+1)

73eC13H16N4O5308.293450–3250 (OH stretch broad)
1683 (C=O), 1615 (C=N)
1072 (OH bend), 762 (ArC-H deform)
10.13 (s, NH), 8.47 (s, NH), 7.92–6.85 (m, Ar-H), 6.24 (s, NH), 4.21 (s, anomeric CH), 2.23–4.37 (cpx, ribosyl) 161.8 (C=O), 150.5 (C=N)
144–123 (quinox)
96.5 (C1 CH–NH), 73.5, 71.8, 69.4 (C2–C4), 64.2 (–CH2 OH).
309
(M+1)

83fC13H16N4O5308.293450–3250 (OH stretch broad), 1683 (C=O), 1615 (C=N)
1072 (OH bend), 762 (ArC-H deform)
10.34 (s, NH), 8.65 (s, NH), 8.02–6.71 (m, Ar-H), 6.32 (s, NH), 4.78 (s, anomeric CH), 2.23–4.37 (cpx, Xylosyl)162.1 (C=O), 150.0 (C=N)
143–121 (quinox),
97.5 (C1 CH–NH), 77.4, 75.1, 70.9 (C2–C4), 65.4 (–CH2 OH).
309
(M+1)

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