Synthesis, antimicrobial activity and QSAR studies of new 2,3-disubstituted-3,3a,4,5,6,7-hexahydro-2H-indazoles

被引:43
作者
Minu, Maninder [1 ]
Thangadurai, Ananda [1 ]
Wakode, Sharad Ramesh [1 ]
Agrawal, Shyam Sundar [1 ]
Narasimhan, Balasubramanian [2 ]
机构
[1] Delhi Inst Pharmaceut Sci & Res, New Delhi 110017, India
[2] Maharshi Dayanand Univ, Fac Pharmaceut Sci, Rohtak 124001, Haryana, India
关键词
Hexahydroindazoles; Antibacterial; Antifungal; QSAR; ANTIINFLAMMATORY AGENTS; ANTIBACTERIAL AGENTS; ANTIFUNGAL ACTIVITY; ACID-DERIVATIVES; HANSCH ANALYSIS; PREDICTION; PYRAZOLINES; INDEXES; MLR;
D O I
10.1016/j.bmcl.2009.04.052
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Antimicrobial activity of synthesized 2,3-disubstituted-3,3a,4,5,6,7-hexahydro-2H-indazole derivatives indicated that 3-(4-chlorophenyl)-2-(4-nitrophenylsulfonyl)-3,3a, 4,5,6,7-hexahydro-2H-indazole (6) and 3-(4-fluorophenyl)-2-(4-nitrophenylsulfonyl)-3,3a, 4,5,6,7-hexahydro-2H-indazole (20) were the most active compounds. Further, the results of QSAR studies indicated the importance of topological parameters (2)chi and (2)chi(v) in defining the antimicrobial activity of hexahydroindazoles. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2960 / 2964
页数:5
相关论文
共 46 条
[1]   Synthesis, antimicrobial activity and QSARs of new benzoxazine-3-ones [J].
Alper-Hayta, S. ;
Aki-Sener, E. ;
Tekiner-Gulbas, B. ;
Yildiz, I. ;
Temiz-Arpaci, O. ;
Yalcin, I. ;
Altanlar, N. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2006, 41 (12) :1398-1404
[2]  
[Anonymous], 2000, TSAR 3D VERS 3 3
[3]  
Bajaj S, 2005, CROAT CHEM ACTA, V78, P165
[4]   HIGHLY DISCRIMINATING DISTANCE-BASED TOPOLOGICAL INDEX [J].
BALABAN, AT .
CHEMICAL PHYSICS LETTERS, 1982, 89 (05) :399-404
[5]  
Cappuccino J.G, 1999, Microbiology-a Laboratory Manual, V4th, P263
[6]  
CHUANMIN Q, 1997, ZHONGGUO YAOWU HUAXU, V7, P88
[7]   Legal issues associated with antimicrobial drug resistance [J].
Fidler, DP .
EMERGING INFECTIOUS DISEASES, 1998, 4 (02) :169-177
[8]  
Gangwal NA, 2003, INDIAN J HETEROCY CH, V12, P201
[9]   RHO-SIGMA-PI ANALYSIS . METHOD FOR CORRELATION OF BIOLOGICAL ACTIVITY + CHEMICAL STRUCTURE [J].
HANSCH, C ;
FUJITA, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (08) :1616-&
[10]   AROMATIC SUBSTITUENT CONSTANTS FOR STRUCTURE-ACTIVITY CORRELATIONS [J].
HANSCH, C ;
LEO, A ;
UNGER, SH ;
KIM, KH ;
NIKAITANI, D ;
LIEN, EJ .
JOURNAL OF MEDICINAL CHEMISTRY, 1973, 16 (11) :1207-1216