Synthesis and Pharmacological Evaluation of Some Novel Imidazo[2,1-b][1,3,4]thiadiazole Derivatives

被引:9
作者
Kumar, Parvin [1 ]
机构
[1] Guru Nanak Khalsa Coll, Dept Chem, Yamunanagar 124001, India
关键词
imidazole; pharmacological activity; alpha-haloketone; thiadiazole; quinoxaline; bromination; HETEROCYCLIC-SYSTEMS; INHIBITORS; IMIDAZOLES;
D O I
10.1002/cjoc.201090061
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Synthesis of bis-1,3-{6'-arylimidazo[2,1-b][1,3,4]thiadiazol-2-yl}-1,2,2-trimethylcyclopentane (3), bis-1,3-{thiadiazolo[2',3':2,1]imidazo[4,5-b]quinoxalinyl}-1,2,2-trimethylcyclopentane (5) has been achieved by the reaction of bis-(5'-amino-1',3',4'-thiadiazolyl)-1,2,2-trimethylcyclopentane with alpha-haloketones, 2,3-dichloroquinoxaline respectively. Bromination of compound 3 furnished bis-1,3-(5'-bromo-6'-arylimidazo[2,1-b][1,3,4]thiadiazol-2-yl)-1,2,2-trimethylcyclopentane (4). The structural assignment of these compounds was supported by IR, (1)H NMR and elemental analysis data. The antimicrobial, anti-inflammatory and antifungal activities of some of the compounds have also been evaluated.
引用
收藏
页码:250 / 254
页数:5
相关论文
共 26 条
[1]   Heterocyclic HIV-1 protease inhibitors [J].
Baures, PW .
ORGANIC LETTERS, 1999, 1 (02) :249-252
[2]   ANTISENESCENCE ACTIVITY OF 4,5-DISUBSTITUTED IMIDAZOLES - NEW CYTOKININ MIMICS [J].
CAVENDER, PL ;
GREEN, CM ;
MACK, SB .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1988, 36 (05) :1076-1079
[3]   INHIBITORS OF CHOLESTEROL-BIOSYNTHESIS .1. 3,5-DIHYDROXY-7-(N-IMIDAZOLYL)-6-HEPTENOATES AND 3,5-DIHYDROXY-7-(N-IMIDAZOLYL)-6-HEPTANOATES, A NOVEL SERIES OF HMG-COA REDUCTASE INHIBITORS [J].
CHAN, C ;
BAILEY, EJ ;
HARTLEY, CD ;
HAYMAN, DF ;
HUTSON, JL ;
INGLIS, GGA ;
JONES, PS ;
KEELING, SE ;
KIRK, BE ;
LAMONT, RB ;
LESTER, MG ;
PRITCHARD, JM ;
ROSS, BC ;
SCICINSKI, JJ ;
SPOONER, SJ ;
SMITH, G ;
STEEPLES, IP ;
WATSON, NS .
JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (23) :3646-3657
[4]   IMIDAZOL-1-YL AND PYRIDIN-3-YL DERIVATIVES OF 4-PHENYL-1,4-DIHYDROPYRIDINES COMBINING CA2+ ANTAGONISM AND THROMBOXANE-A(2) SYNTHASE INHIBITION [J].
COZZI, P ;
CARGANICO, G ;
FUSAR, D ;
GROSSONI, M ;
MENICHINCHERI, M ;
PINCIROLI, V ;
TONANI, R ;
VAGHI, F ;
SALVATI, P .
JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (20) :2964-2972
[5]  
Drabu S, 2005, INDIAN J HETEROCY CH, V15, P195
[6]  
GILCHRIST TL, 1991, HETEROCYCLIC CHEM, P328
[7]  
Giri S., 1964, J. Indian Chem. Soc, V41, P295
[8]   2-(ALKOXYARYL)-2-IMIDAZOLINE MONO-AMINE OXIDASE-INHIBITORS WITH ANTIDEPRESSANT ACTIVITY [J].
HARFENIST, M ;
SOROKO, FE ;
MCKENZIE, GM .
JOURNAL OF MEDICINAL CHEMISTRY, 1978, 21 (04) :405-409
[9]  
HUSSAIN MI, 1986, CURR SCI, V55, P644
[10]  
JEWERY SC, 1988, J MED CHEM, V31, P1220