Synthesis and antimicrobial activities of 2-substituted 12H-chromeno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidines, 3-ethoxycarbonyl-12H-chromeno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidine-2-one and ethyl 2-formylamino- and 2-acetylamino-4H-chromene-3-carboxylates

被引:35
作者
El-Agrody, Ahmed M. [1 ]
Sabry, Nermien M. [2 ]
Motlaq, Shymaa S. [2 ]
机构
[1] King Khalid Univ, Dept Chem, Fac Sci, Abha 9004, Saudi Arabia
[2] King Khalid Univ, Dept Chem, Girls Coll Educ, Abha, Saudi Arabia
关键词
4H-chromene; chromeno[2,3-d]pyrimidine; triazolo[1,5-c]pyrimidine; antimicrobial activities; ANTIINFLAMMATORY ACTIVITY; ANTILEISHMANIAL ACTIVITY; HETEROCYCLIC SYNTHESIS; DERIVATIVES; COUMARIN; 4-HYDROXYCOUMARIN; CHROMENE; SERIES;
D O I
10.3184/174751911X12964930076728
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Preparation of 2-substituted 9-(diethylamino)-12-(4-chlorophenyl)-12H-chromenol3,2-e][1,2,4]triazolo[1,5-c]pyrimidines is reported. Furthermore, 3-benzylideneamino-5-(4-chlorophenyl)-8-(diethylamino)-4-imino-3,4-dihydro-5H-chromeno[2,3-d]pyrimidine, 3-ethoxycarbony1-12H-chromeno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidine-2-one, ethyl 2-formylamino- and 2-acetylamino-4H-chromene-3-carboxylates were prepared. Structures of these compounds were established on the basis of IR, UV, H-1 NMR, C-13 NMR and MS data. The new compounds were evaluated for antimicrobial activities.
引用
收藏
页码:77 / 83
页数:7
相关论文
共 56 条
[31]   Discovery of 4-aryl-4H-chromenes as a new series of apoptosis inducers using a cell- and caspase-based high throughput screening assay.: 4.: Structure-activity relationships of N-alkyl substituted pyrrole fused at the 7,8-positions [J].
Kemnitzer, William ;
Drewe, John ;
Jiang, Songchun ;
Zhang, Hong ;
Crogan-Grundy, Candace ;
Labreque, Denis ;
Bubenick, Monica ;
Attardo, Giorgio ;
Denis, Real ;
Lamothe, Serge ;
Gourdeau, Henriette ;
Tseng, Ben ;
Kasibhatla, Shailaja ;
Cai, Sui Xiong .
JOURNAL OF MEDICINAL CHEMISTRY, 2008, 51 (03) :417-423
[32]   Analgesic, anti-pyretic and DNA cleavage studies of novel pyrimidine derivatives of coumarin moiety [J].
Keri, Rangappa S. ;
Hosamani, Kallappa M. ;
Shingalapur, Ramya V. ;
Hugar, Mallinath H. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (06) :2597-2605
[33]   Design, synthesis, and evaluation of chromen-2-ones as potent and selective human dopamine D4 antagonists [J].
Kesten, SR ;
Heffner, TG ;
Johnson, SJ ;
Pugsley, TA ;
Wright, JL ;
Wise, LD .
JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (18) :3718-3725
[34]   Synthesis of halogen derivatives of benzo[h]chromene and benzo[a]anthracene with promising antimicrobial activities [J].
Khafagy, MM ;
Abd El-Wahab, AHF ;
Eid, FA ;
El-Agrody, AM .
FARMACO, 2002, 57 (09) :715-722
[35]   In vitro and in vivo leishmanicidal activity of Dysoxylum binectariferum and its fractions against Leishmania donovani [J].
Lakshmi, V. ;
Pandey, K. ;
Kapil, A. ;
Singh, N. ;
Samant, M. ;
Dube, A. .
PHYTOMEDICINE, 2007, 14 (01) :36-42
[36]  
LONGOBARDI M, 1990, FARMACO, V45, P399
[37]   SYNTHESIS AND ANTIINFLAMMATORY ACTIVITY OF 3-(BENZYLIDENEAMINO)COUMARINS IN RODENTS [J].
MADDI, V ;
RAGHU, KS ;
RAO, MNA .
JOURNAL OF PHARMACEUTICAL SCIENCES, 1992, 81 (09) :964-966
[38]   Structural simplification of bioactive natural products with multicomponent synthesis.: 2.: Antiproliferative and antitubulin activities of pyrano[3,2-c]pyridones and pyrano[3,2-c]quinolones [J].
Magedov, Igor V. ;
Manpadi, Madhuri ;
Ogasawara, Marcia A. ;
Dhawan, Adriana S. ;
Rogelj, Snezna ;
Van Slambrouck, Severine ;
Steelant, Wim F. A. ;
Evdokimov, Nikolai M. ;
Uglinskii, Pavel Y. ;
Elias, Eerik M. ;
Knee, Erica J. ;
Tongwa, Paul ;
Antipin, Mikhail Yu. ;
Kornienko, Alexander .
JOURNAL OF MEDICINAL CHEMISTRY, 2008, 51 (08) :2561-2570
[39]   Friedlander reaction on 2-amino-3-cyano-4H-pyrans:: Synthesis of derivatives of 4H-pyran[2,3-b] quinoline, new tacrine analogues [J].
Martínez-Grau, A ;
Marco, JL .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1997, 7 (24) :3165-3170
[40]   Synthesis and evaluation of the antioxidant and anti-inflammatory activity of novel coumarin-3-aminoamides and their alpha-lipoic acid adducts [J].
Melagraki, Georgia ;
Afantitis, Antreas ;
Igglessi-Markopoulou, Olga ;
Detsi, Anastasia ;
Koufaki, Maria ;
Kontogiorgis, Christos ;
Hadjipavlou-Litina, Dimitra J. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (07) :3020-3026