Synthesis, Reaction and Antiviral Activity of 2,4-Diaryl-1,3-selenazoles

被引:9
作者
Al-Rubaie, Ali Z. [1 ]
Al-Masoudi, Wasfi A. [2 ,5 ]
Hameed, Ali Jameel [1 ]
Yousif, Lina Z. [1 ]
Graia, Mohsen [3 ,4 ]
机构
[1] Univ Basrah, Coll Sci, Dept Chem, Basrah, Iraq
[2] Al Mergab Univ, Coll Arts & Sci, Dept Chem, Tarhona, Libya
[3] Fac Sci Tunis, Lab Mate & Cristallochim, Tunis 2029, Tunisia
[4] Inst Preparatoire Etud Ingn Sfax, Sfax, Tunisia
[5] Al Mergab Univ, Coll Arts & Sci Tarhona, Dept Chem, Tarhona, Libya
来源
JOURNAL OF THE KOREAN CHEMICAL SOCIETY-DAEHAN HWAHAK HOE JEE | 2008年 / 52卷 / 01期
关键词
1,3-Selenazoles; arylselenocarboxamides; alpha-bromoketones; X-ray; HIV-1;
D O I
10.5012/jkcs.2008.52.1.036
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The cyclization of primary arylselenocarboxylic amides with a-bromoketones afforded a variety of new 2,4-diaryl-1,3-selenazoles. Halogenation of the 2,4-diaryl-1,3-selenazoles with chlorine, bromine and iodine gave the new 1,1-dihalo-2,4-diaryl-1,3-selenazoles in good yields. Antiviral activity of some 1,1-dihalo-2,4-diaryl-1,3-selenazoles has been tested against AIDS virus (HIV-1 and HIV-2). They showed some bioactivity against HIV-1. All compounds were characterized by their elemental analysis, H-1 NMR and mass spectroscopic data. The crystal structure of 2-(3,4dimethoxyphenyl)- 4-(4-bromophenyl)-1,3-selenazole displays the molecular configuration.
引用
收藏
页码:36 / 46
页数:11
相关论文
共 43 条
[31]   SELENIUM HETEROCYCLES .28. SYNTHESIS OF PYRROLO[3,2-D]SELENAZOLE AND PYRROLO[3,2-D]THIAZOLE - 2 NOVEL HETEROCYCLES [J].
SHAFIEE, A ;
MAZLOUMI, A ;
COHEN, VI .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1979, 16 (08) :1563-1566
[32]  
Sheldrick G.M., 1997, SHELXS97 GOTT U
[33]  
Sheldrick G.M., 2015, ACTA CRYST, VC71, P3, DOI DOI 10.1107/S2053273314026370
[34]   A CONVENIENT PREPARATION OF 3,5-DISUBSTITUTED 1,2,4-SELENADIAZOLES FROM PRIMARY SELENOAMIDES BY TREATMENT WITH N-BROMOSUCCININIMIDE [J].
SHIMADA, K ;
MATSUDA, Y ;
HIKAGE, S ;
TAKEISHI, Y ;
TAKIKAWA, Y .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1991, 64 (03) :1037-1039
[35]  
Silverstein R. M., 1981, SPECTROSCOPIC IDENTI
[36]  
Wirth T., 2000, ORGANOSELENIUM CHEM
[37]  
Wu WJ, 1999, ANTICANCER RES, V19, P5375
[38]   L-743,726 (DMP-266) - A NOVEL, HIGHLY POTENT NONNUCLEOSIDE INHIBITOR OF THE HUMAN-IMMUNODEFICIENCY-VIRUS TYPE-1 REVERSE-TRANSCRIPTASE [J].
YOUNG, SD ;
BRITCHER, SF ;
TRAN, LO ;
PAYNE, LS ;
LUMMA, WC ;
LYLE, TA ;
HUFF, JR ;
ANDERSON, PS ;
OLSEN, DB ;
CARROLL, SS ;
PETTIBONE, DJ ;
OBRIEN, JA ;
BALL, RG ;
BALANI, SK ;
LIN, JH ;
CHEN, IW ;
SCHLEIF, WA ;
SARDANA, VV ;
LONG, WJ ;
BYRNES, VW ;
EMINI, EA .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1995, 39 (12) :2602-2605
[39]  
Zhao HR, 2002, CHINESE CHEM LETT, V13, P729
[40]  
Zhou YH, 2000, HELV CHIM ACTA, V83, P1576, DOI 10.1002/1522-2675(20000705)83:7<1576::AID-HLCA1576>3.0.CO