New Conjugates of Quinoxaline as Potent Antitubercular and Antibacterial Agents

Table 2

Spectral characteristics of the synthesized compounds.

S. number	Comp. code	Molecular formula	Molecular weight	IR (cm^−1)	^1HNMR (δ ppm); (DMSO-d6/CDCl3)	^13CNMR (δ ppm); (DMSO-d6/CDCl3)	ESI/MS
1	1	C8H6N2O2	162.14	3158 (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^+)
2	2	C8H8N4O	176.17	3150 (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^+)
3	3a	C15H18N4O6	338.32	3450–3250 (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 (C^1 CH–NH), 73.5, 72.4, 70.2, 69.2 (C^2–C^5), 63.1 (–CH2 OH).	339; (M^+1)
4	3b	C15H18N4O6	338.32	3450–3250 (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 (C^1 CH–NH), 73.5, 72.4, 70.2, 69.2 (C^2–C^5), 63.1 (–CH2 OH).	339; (M^+1)
5	3c	C20H28N4O11	500.45	3450–3250 (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 (C^1 CH–NH), 72–70 (maltosyl), 60.8 (–CH2 OH).	501; (M^+1)
6	3d	C20H28N4O11	500.45	3450–3250 (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 (C^1 CH–NH), 71–76 (lactosyl), 61.2 (–CH2 OH).	501; (M^+1)
7	3e	C13H16N4O5	308.29	3450–3250 (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 (C^1 CH–NH), 73.5, 71.8, 69.4 (C^2–C^4), 64.2 (–CH2 OH).	309; (M^+1)
8	3f	C13H16N4O5	308.29	3450–3250 (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 (C^1 CH–NH), 77.4, 75.1, 70.9 (C^2–C^4), 65.4 (–CH2 OH).	309; (M^+1)