KrishnaNaik&col.
210
IX
k: N-‐methyl piperizinyl, 267
o
C, 68 %, C
22
H
21
N
7
O
3
S, C:57.01 (56.63), H:4.53 (4.38),
N:21.16 (21.02), O:10.36 (10.12), S:6.91 (6.83).
n. IR(KBr) Spectral data(ν
max
incm
-‐1
)
IX
a: 1608(C=N), 1665 (C=O), 1156 (C=S), 2939(C-‐HStr), 3140 (NH), 3250 (Ar –NH).
IX
b: 1620 (C=N), 1660(C=O), 1150 (C=S), 2925 (C-‐HStr), 3130 (NH), 3240 (Ar –NH).
IX
c: 1610 (C=N), 1670 (C=O), 1160 (C=S), 2945 (C-‐HStr), 3145 (NH), 3255 (Ar –NH).
IX
d: 1608(C=N), 1663(C=O), 1158(C=S), 2940(C-‐HStr), 3172 (NH), 3253 (Ar –NH),
IX
e: 1609(C=N), 1665(C=O), 1155(C=S), 2943(C-‐HStr), 3143 (NH), 3254 (Ar –NH).
IX
f: 1605 (C=N), 1655 (C=O), 1145 (C=S), 2930 (C-‐HStr), 3135 (NH), 3245 (Ar –NH).
IX
g: 1590 (C=N), 1645 (C=O), 1135 (C=S), 2925(C-‐HStr), 3125 (NH), 3230 (Ar –NH).
IX
h: 1593 (C=N), 1667 (C=O), 1107 (C=S), 2940(C-‐HStr), 3150 (NH), 3250 (Ar –NH).
IX
i: 1610(C=N), 1675 (C=O), 1165 (C=S), 2955(C-‐HStr), 3150 (NH), 3265 (Ar –NH).
IX
j: 1610(C=N), 1670(C=O), 1160 (C=S), 2945 (C-‐HStr), 3145 (NH), 3260 (Ar –NH).
IX
k: 1605 (C=N), 1655 (C=O), 1145 (C=S), 2935 (C-‐HStr), 3140 (NH), 3255 (Ar –NH).
o.
1
HNMR(DMSO-‐d
6
) Spectral data(δ inppm)
IX
a: 2.28 (s, 3H, CH
3
), 2.36 (s, 3H, CH
3
), 5.0 (s, 2H, NCH
2
), 5.64 (s, 2H, N-‐CH
2
-‐N), 6.8 (s, H,
Ar-‐NH), 7.1-‐7.3 (m, 9H, Ar-‐H), 7.4 (d, 2H, C
6
H
4
), 7.7(d, 2H, C
6
H
4
), 11.2(s, H, Ar-‐NH).
IX
b: 2.40 (s, 3H, CH
3
), 3.82 (s, 3H, CH
3
), 5.06 (s, 2H, N-‐CH
2
), 5.62 (s, 2H, N-‐CH
2
-‐N), 6.8 (s, H,
Ar-‐NH), 7.1-‐7.3 (m, 9H, Ar-‐H), 7.4 (d, 2H, C
6
H
4
), 7.7(d, 2H, C
6
H
4
), 11.1(s, H, Ar-‐NH).
IX
f: 2.50 (s, 3H, CH
3
), 4.96 (s, 2H, N-‐CH
2
), 5.50 (s, 2H, N-‐CH
2
-‐N), 6.8 (s, 1H, Ar-‐NH), 7.1-‐
7.3(m, 9H, Ar-‐H), 7.4 (d, 2H, C
6
H
4
), 7.7(d, 2H, C
6
H
4
), 10.23(s, 1H, NH).
IX
i: 2.60 (s, 3H, CH
3
), 2.62 (t, 4HCH
2
-‐N-‐CH
2
), 3.70 (t, 4H, CH
2
-‐O-‐CH
2
), 4.50 (s, 2H, N-‐CH
2
-‐
N), 5.24 (s, 2H, N-‐CH
2
), 5.48 (s, 2H, N-‐CH
2
-‐N), 6.8 (s, H, Ar-‐NH), 7.1-‐7.3 (m, 9H, Ar-‐H), 6.8
(s, H, Ar-‐NH), 7.4 (d,2H,C
6
H
4
), 7.7(d, 2H, C
6
H
4
), 10.20(s, 1H, NH).
IX
j: 2.56 (t, 4HCH
2
-‐N-‐CH
2
), 2.58 (s, 3H, CH
3
), 4. 45 (s, 2H, N-‐CH
2
-‐N),
5.20 (s, 2H, N–CH
2
),
5.45 (s, 2H, N-‐CH
2-‐
N), 4.45 (s, 2H, N-‐CH
2
-‐N), 6.8 (s, H, Ar-‐NH), 7.1-‐7.3 (m,9H, Ar-‐H),
7.4(d,2H,C
6
H
4
), 7.7(d, 2H,C
6
H
4
), 10.19(s, H, NH).
3.2. Antimicrobial activity
All synthesized compounds were subjected to preliminary antibacterial
screening by disc diffusion method against
Staphylococus aureus
NCCS 2079,
Bacillus cereus
NCCS 2106,
Escherichia coli
NCCS 2065 and
Pseudomanas
aeruginosa
NCCS 2200. As shown in Table 1, VII series showedmoderate activity
against tested organism. In this series chloro, bromo and nitro substituted
compounds showed more activity than other compounds. Whereas among the
compounds of
IX
series, fluoro, chloro, bromo, nitro, morphonilyl, piperizynyl,
N
-‐
methylpiperizineshowedmoreactivity thanother compounds.
All synthesized compounds were subjected to preliminary antifungal
screening by disc diffusion method against
Aspergillus niger
NCCS 1196 and
Candida albicans
NCCS 2106. Among the compounds of
VII
series, Chloro, bromo
and nitro substituted compounds showed more activity against
Aspergillus niger
NCCS 1196 and
Candida albicans
NCCS 2106. The compounds of
IX
series have
demonstrated good antifungal activity particularly fluoro, chloro, bromo, nitro,
morphonilyl, piperizynyl and
N
-‐methyl piperizine showedgoodantifungal activity.
Thedetailsaregiven inTable1and2
.
