Synthesis of Novel 2-(Methylthio)benzo[g][1,2,4]triazolo[1,5-a]quinazolin-5-(4H)- one and its Derivatives

被引:13
作者
Al-Salahi, Rashad A. [1 ]
Marzouk, Mohamed S. [1 ,2 ]
Ghabbour, Hazem A. [1 ]
Kun, Fun H. [1 ]
机构
[1] King Saud Univ, Coll Pharm, Dept Pharmaceut Chem, Riyadh 11451, Saudi Arabia
[2] Natl Res Ctr, Ctr Excellence Adv Sci, Chem Nat Prod Res Grp, Cairo 12622, Egypt
关键词
3-hydrazinyl-2-naphthoic acid; cyclocondensation; dimethyl N-cyanoimidodithiocarbonate; ANTIMICROBIAL ACTIVITY;
D O I
10.2174/1570178611666140813205111
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel 2-(methylthio)benzo[g][1,2,4]triazolo[1,5-a]quinazolin-5(4H)-one was synthesized employing dimethyl N-cyanoimidodithiocarbonate and 3-hydrazinyl-2-naphthoic acid as building blocks. Chemical transformation of the inherent lactam group in the target molecule provided access to a variety of heterocylic derivatives. The obtained compounds are characterized and confirmed by NMR, IR, and HREI-MS analyses.
引用
收藏
页码:759 / 767
页数:9
相关论文
共 20 条
[1]   Synthesis and Antitumor Activity of 1,2,4-Triazolo[1,5-a]quinazolines [J].
Al-Salahi, R. ;
Marzouk, M. ;
Ashour, A. E. ;
Alswaidan, I. .
ASIAN JOURNAL OF CHEMISTRY, 2014, 26 (07) :2173-2176
[2]  
Al-salahi R., 2013, LIFE SCI J, V10, P2164
[3]  
Al-Salahi R.A., 2013, RES CHEM INTERMED
[4]   Biological effects of a new set 1,2,4-triazolo[1,5-a]quinazolines on heart rate and blood pressure [J].
Al-Salahi, Rashad ;
El-Tahir, Kamal-Eldin ;
Alswaidan, Ibrahim ;
Lolak, Nabih ;
Hamidaddin, Mohammed ;
Marzouk, Mohamed .
CHEMISTRY CENTRAL JOURNAL, 2014, 8
[5]   Antimicrobial activity of newly synthesized methylsulfanyl-triazoloquinazoline derivatives [J].
Al-Salahi, Rashad ;
Marzouk, Mohamed ;
Awad, Ghada ;
Al-Omar, Mohamed ;
Ezzeldin, Essam .
JOURNAL OF PHARMACY AND PHARMACOLOGY, 2013, 65 (06) :790-797
[6]   SYNTHESIS OF NOVEL 2-METHYLSULFANYL-4H-[1,2,4] TRIAZOLO[1,5-a]QUINAZOLIN-5-ONE AND DERIVATIVES [J].
Al-Salahi, Rashad ;
Geffken, Detlef .
SYNTHETIC COMMUNICATIONS, 2011, 41 (23) :3512-3523
[7]   Synthesis of Novel 2-Alkoxy(aralkoxy)-4H-[1,2,4]triazolo[1,5-a] quinazolin-5-ones Starting with Dialkyl-N-Cyanoimidocarbonates [J].
Al-Salahi, Rashad ;
Geffken, Detlef .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2011, 48 (03) :656-662
[8]   A New Series of 2-Alkoxy(aralkoxy)-[1,2,4]triazolo[1,5-a]quinazolin-5-ones as Adenosine Receptor Antagonists [J].
Al-Salahi, Rashad ;
Geffken, Detlef ;
Koellner, Maria .
CHEMICAL & PHARMACEUTICAL BULLETIN, 2011, 59 (06) :730-733
[9]   NOVEL SYNTHESIS OF 2-ALKOXY(ARALKOXY)-5-CHLORO[1,2,4]TRIAZOLO[1,5-a]QUINAZOLINES AND THEIR DERIVATIVES [J].
Al-Salahi, Rashad ;
Geffken, Detlef .
HETEROCYCLES, 2010, 81 (08) :1843-1859
[10]  
Al-Salahi RA, 2013, J PURE APPL MICROBIO, V7, P189