Synthesis and antimicrobial screening of 5-arylidene-2-imino-4-thiazolidinones

被引：46
作者：
Chavan, Ameya A. [1 ]
Pai, Nandini R. [1 ]
机构：
[1] D G Ruparel Coll, Dept Organ Chem, Senapati Bapat Marg, Bombay 400016, Maharashtra, India
来源：
ARKIVOC | 2007年
关键词：
thiazolidin-4-one; 2-aminobenzothiazole; antifungal activity;
D O I：
10.3998/ark.5550190.0008.g16
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The condensation of 2-aminobenzothiazole-6-carboxylic acid (1) with chloroacetyl chloride in refluxing chloroform in the presence of anhydrous K2CO3 gives 2-(2-chloroacetylamino)benzothiazole-6-carboxylic acid (2). Compound (2) on treatment with KSCN in refluxing acetone yields 2-(2-imino-4-oxo-thiazolidin-3-yl)benzothiazole-6-carboxylic acid (3). Compound (3) on condensation with various aromatic aldehydes affords a series of 2-[5-(arylidene)-2-imino-4-oxo-thiazolidin-3-yl]benzothiazole-6-carboxylic acid (4a-h). The synthesized compounds (4a-h) are screened for their antibacterial as well as antifungal activity. All the tested compounds show slight to moderate activity against the selected microorganisms.
引用
收藏
页码：148 / 155
页数：8
相关论文
共 34 条
[1]   The anti-ischemic effects of CP-060S during pacing-induced ischemia in anesthetized dogs [J].
Adachi, Y ;
Suzuki, Y ;
Homma, N ;
Fukazawa, M ;
Tamura, K ;
Nishie, I ;
Kuromaru, O .
EUROPEAN JOURNAL OF PHARMACOLOGY, 1999, 367 (2-3) :267-273
[2]  
[Anonymous], 2005, BRIT PHARMACOPOEIA, VIV, pA300
[3]  
[Anonymous], 1996, B FAC PHARM
[4]  
Baltork I.M., 2007, MONATSHE CHEM, V138, P663
[5]  
BHARGAVA PN, 1981, INDIAN J CHEM B, V20, P927
[6]  
Chande MS, 2005, J CHEM RES, P345
[7]  
Desai S. B., 1999, ASIAN J CHEM, V2, P363
[8]  
Diurno MV, 1997, FARMACO, V52, P237
[9]   Synthesis and structure-activity relationships of 2-(substituted phenyl)-3-[3-(N,N-dimethylamino)propyl]-1,3-thiazolidin-4-ones acting as H1-histamine antagonists [J].
Diurno, MV ;
Mazzoni, O ;
Correale, G ;
Monterrey, IG ;
Calignano, A ;
La Rana, G ;
Bolognese, A .
FARMACO, 1999, 54 (09) :579-583
[10]  
ERGENC N, 1994, FARMACO, V49, P449
1234