Advances in the synthesis of imidazo[1,5-a]- and imidazo[1,2-a]quinoxalines

被引:19
作者
Mamedov, V. A. [1 ]
Kalinin, A. A. [1 ]
机构
[1] Russian Acad Sci, Kazan Sci Ctr, AE Arbuzov Inst Organ & Phys Chem, Kazan 420088, Russia
基金
俄罗斯基础研究基金会;
关键词
PICTET-SPENGLER; HIGH-AFFINITY; QUINOXALINE DERIVATIVES; BIOLOGICAL EVALUATION; TETRAHYDROFOLIC ACID; IN-VITRO; CYCLIZATION STRATEGY; EFFICIENT SYNTHESIS; AMINOBUTYRIC-ACID; ANTICANCER AGENT;
D O I
10.1070/RC2014v083n09ABEH004424
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This review is intended to generalize and systematize available information on the synthesis of imidazo[1,5-a]- and imidazo[1,2-a]quinoxalines. Relevant studies published in the last 10-15 years, as well as earlier studies less familiar to the broad chemical community, are surveyed. Major methods of formation of the imidazoquinoxaline system from substituted quinoxalines and imidazoles according to the type of bond being formed are presented. Special focus is placed on the radically new methods that enable the synthesis of various derivatives of these heterocyclic systems from available and inexpensive reagents. The mechanisms of formation of these compounds are discussed. Information on the biological activity of imidazo[1,5-a]- and imidazo[1,2-a]quinoxalines and examples of pharmaceuticals based on them are reported. The bibliography includes 179 references.
引用
收藏
页码:820 / 847
页数:28
相关论文
共 176 条
[1]   Synthesis of some new pyrimido[2′,1′:2,3]thiazolo[4,5-b]quinoxaline derivatives as anti-inflammatory and analgesic agents [J].
Abu-Hashem, A. A. ;
Gouda, M. A. ;
Badria, F. A. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (05) :1976-1981
[2]   POLYCYCLIC NITROGEN-COMPOUNDS .3. SYNTHESIS OF 3,3A-DIHYDROTHIAZOLO[3,4-A]QUINOXALIN-4-ONES [J].
ADEGOKE, EA ;
ALO, B .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1983, 20 (06) :1513-1516
[3]   SYNTHESIS AND ORAL ANTIALLERGIC ACTIVITY OF CARBOXYLIC-ACIDS DERIVED FROM IMIDAZO[2,1-C][1,4]BENZOXAZINES, IMIDAZO[1,2-A]QUINOLINES, IMIDAZO[1,2-A]QUINOXALINES, IMIDAZO[1,2-A]QUINOXALINONES, PYRROLO[1,2-A]QUINOXALINONES, PYRROLO[2,3-A]QUINOXALINONES, AND IMIDAZO[2,1-B]BENZOTHIAZOLES [J].
AGER, IR ;
BARNES, AC ;
DANSWAN, GW ;
HAIRSINE, PW ;
KAY, DP ;
KENNEWELL, PD ;
MATHARU, SS ;
MILLER, P ;
ROBSON, P ;
ROWLANDS, DA ;
TULLY, WR ;
WESTWOOD, R .
JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (06) :1098-1115
[4]  
AHMAD Y, 1964, J CHEM SOC, P4056
[5]  
[Anonymous], 1979, DE P., Patent No. 2800480
[6]  
[Anonymous], 1989, EP P., Patent No. 320136
[7]  
[Anonymous], 2010, US P., Patent No. 2010249142
[8]  
[Anonymous], 2002, [No title captured], Patent No. [WO 2002060386, 2002060386]
[9]  
[Anonymous], 1996, PL P., Patent No. 169850
[10]  
[Anonymous], 1983, EP P., Patent No. [70518, 70518A3]