Synthesis and Reactions of Some New Thieno[2,3-C]pyridazine Derivatives

被引:3
作者
Al-Kamali, Ahmed S. N. [1 ]
机构
[1] Taiz Univ, Fac Sci, Dept Chem, Taizi, Yemen
关键词
Pyridazine; pyridazothienotriazine; pyrimidothienopyridazine; thieno[2,3-c]pyridazine; INHIBITORS;
D O I
10.1080/10426500802353213
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The alkylation of 4-cyano-5,6-dimethylpyridazin-3(2H)-thione 3 with some halo compounds gave the S-alkylated products 4a-c, which upon treatment with ethanolic sodium ethoxide afforded the cyclized thienopyridazines 5a-c as products. Pyridazothienotriazines 6a-c were prepared by the treatment of compounds 5a-c with nitrous acid, while their reaction with triethyl orthoformate and with carbon disulfide gave the corresponding pyrimidothienopyridazines 7a-c, and 8a-c, respectively. S-alkylated products 9a-o were obtained by the reaction of 8a-c with some halo compounds.
引用
收藏
页码:1812 / 1824
页数:13
相关论文
共 15 条
[1]   SYNTHESIS AND SOME REACTIONS OF THIENO[2,3-C]PYRIDAZINE DERIVATIVES AND THEIR ANTIBACTERIAL ACTIVITY [J].
ABBADY, MS ;
RADWAN, SM .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1994, 86 (1-4) :203-209
[2]   Aminopyridazines as acetylcholinesterase inhibitors [J].
Contreras, JM ;
Rival, YM ;
Chayer, S ;
Bourguignon, JJ ;
Wermuth, CG .
JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (04) :730-741
[3]   SYNTHESIS OF PYRIDAZINE ACETIC-ACID DERIVATIVES POSSESSING ALDOSE REDUCTASE INHIBITORY ACTIVITY AND ANTIOXIDANT PROPERTIES [J].
COUDERT, P ;
ALBUISSON, E ;
BOIRE, JY ;
DUROUX, E ;
BASTIDE, P ;
COUQUELET, J .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1994, 29 (06) :471-477
[4]   Novel heterocyclic-fused pyridazinones as potent and selective phosphodiesterase IV inhibitors [J].
DalPiaz, V ;
Giovannoni, MP ;
Castellana, C ;
Palacios, JM ;
Beleta, J ;
Domenech, T ;
Segarra, V .
JOURNAL OF MEDICINAL CHEMISTRY, 1997, 40 (10) :1417-1421
[5]  
Dumas JP, 2001, PCT Int Appl, Patent No. [WO 01, 23, 375 (Cl. C07D401/12), 0123375]
[6]  
DUMAS JP, 1999, Patent No. 407600
[7]   Novel synthesis of thieno[2,3-c]pyridazine and pyrimido[4′,5′:4,5]thieno[2,3-c]pyridazine derivatives [J].
El-Dean, AMK ;
El-Gaby, MSA ;
Gaber, AM ;
Eyada, HA ;
Al-Kamali, ASN .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2005, 180 (02) :413-424
[8]  
El-Gaby MSA, 2003, B KOREAN CHEM SOC, V24, P1181
[9]   Synthesis of novel polyfunctionally substituted thieno[2,3-c]pyridazines [J].
Gaber, AM ;
El-Gaby, MSA ;
El-Dean, AMK ;
Eyada, HA ;
Al-Kamali, ASN .
JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2004, 51 (06) :1325-1331
[10]  
Heinisch G, 1992, Prog Med Chem, V29, P141, DOI 10.1016/S0079-6468(08)70007-9