Synthesis and Antimicrobial Studies of Some Novel Bis-[1,3,4]thiadiazole and Bis-thiazole Pendant to Thieno[2,3-b]thiophene Moiety

被引:34
作者
Kheder, Nabila Abdelshafy [2 ]
Mabkhot, Yahia Nasser [1 ]
机构
[1] King Saud Univ, Dept Chem, Fac Sci, Riyadh 11451, Saudi Arabia
[2] Cairo Univ, Dept Chem, Fac Sci, Giza 12613, Egypt
关键词
thieno[2,3-b]thiophene; nucleophilic addition; hydrazonoyl halides; bis-thiadiazoles; bis-thiazoles; antimicrobial activity; BIOLOGICAL EVALUATION; THIOPHENE; INHIBITORS; ANTICONVULSANT; DERIVATIVES; SERIES;
D O I
10.3390/ijms13033661
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The synthetic utility of 3,3'-(3,4-dimethylthieno[2,3-b]thiophene-2,5-diyl)bis (3-oxopropanenitrile) (1) in the synthesis of some novel bis-[1,3,4-thiadiazole] 6a-g and bis-thiazole 10 and 13 derivatives with thieno[2,3-b]thiophene moiety is reported. Antimicrobial evaluation of some selected examples from the synthesized products was carried out and showed promising results.
引用
收藏
页码:3661 / 3670
页数:10
相关论文
共 26 条
[1]   PHENETHYLTHIAZOLETHIOUREA (PETT) COMPOUNDS, A NEW CLASS OF HIV-1 REVERSE-TRANSCRIPTASE INHIBITORS .1. SYNTHESIS AND BASIC STRUCTURE-ACTIVITY RELATIONSHIP STUDIES OF PETT ANALOGS [J].
BELL, FW ;
CANTRELL, AS ;
HOGBERG, M ;
JASKUNAS, SR ;
JOHANSSON, NG ;
JORDAN, CL ;
KINNICK, MD ;
LIND, P ;
MORIN, JM ;
NOREEN, R ;
OBERG, B ;
PALKOWITZ, JA ;
PARRISH, CA ;
PRANC, P ;
SAHLBERG, C ;
TERNANSKY, RJ ;
VASILEFF, RT ;
VRANG, L ;
WEST, SJ ;
ZHANG, H ;
ZHOU, XX .
JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (25) :4929-4936
[2]   Synthesis, biological activity and modelling studies of two novel anti HIV PR inhibitors with a thiophene containing hydroxyethylamino core [J].
Bonini, C ;
Chiummiento, L ;
De Bonis, M ;
Funicello, M ;
Lupattelli, P ;
Suanno, G ;
Berti, F ;
Campaner, P .
TETRAHEDRON, 2005, 61 (27) :6580-6589
[3]   New thiophene analogues of kenpaullone:: synthesis and biological evaluation in breast cancer cells [J].
Brault, L ;
Migianu, E ;
Néguesque, A ;
Battaglia, E ;
Bagrel, D ;
Kirsch, G .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2005, 40 (08) :757-763
[4]   3-ALPHA-BROMACETYL-COUMARINES AS SYNTHONES FOR HETEROCYCLIC SUBSTITUTED COUMARINES [J].
CZERNEY, P ;
HARTMANN, H .
JOURNAL FUR PRAKTISCHE CHEMIE, 1983, 325 (04) :551-560
[5]   Synthesis, anticonvulsant, and anti-inflammatory evaluation of some new benzotriazole and benzofuran-based heterocycles [J].
Dawood, Kamal M. ;
Abdel-Gawad, Hassan ;
Rageb, Eman A. ;
Ellithey, Mohey ;
Mohamed, Harlan A. .
BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (11) :3672-3680
[6]   SYNTHESIS OF HETEROCYCLES .2. NEW ROUTES TO ACETYLTHIADIAZOLINES AND ALKYLAZOTHIAZOLES (1) [J].
EWEISS, NF ;
OSMAN, A .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1980, 17 (08) :1713-1717
[7]   An alignable fluorene thienothiophene copolymer with deep-blue electroluminescent emission at 410 nm [J].
Gather, Malte C. ;
Heeney, Martin ;
Zhang, Weimin ;
Whitehead, Katherine S. ;
Bradley, Donal D. C. ;
McCulloch, Iain ;
Campbell, Alasdair J. .
CHEMICAL COMMUNICATIONS, 2008, (09) :1079-1081
[8]   SYNTHESIS OF SOME THIAZOLO[3,2-A]PYRIMIDINES [J].
GEIES, AA ;
KAMALELDEAN, AM ;
ELHAFEZ, AAA ;
GABER, AM .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1991, 56 (1-4) :87-93
[9]   Discovery of cyclopentane- and cyclohexane-trans-1,3-diamines as potent melanin-concentrating hormone receptor 1 antagonists [J].
Giordanetto, Fabrizio ;
Karlsson, Olle ;
Lindberg, Jan ;
Larsson, Lars-Olof ;
Linusson, Anna ;
Evertsson, Emma ;
Morgan, David G. A. ;
Inghardt, Tord .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2007, 17 (15) :4232-4241
[10]   N-(4-SUBSTITUTED-THIAZOLYL)OXAMIC ACID-DERIVATIVES, A NEW SERIES OF POTENT, ORALLY ACTIVE ANTIALLERGY AGENTS [J].
HARGRAVE, KD ;
HESS, FK ;
OLIVER, JT .
JOURNAL OF MEDICINAL CHEMISTRY, 1983, 26 (08) :1158-1163