Synthesis of novel 9,9-dimethyl-8,12-dihydro-9H-chromeno[3,2-e] [1,2,4]triazolo[1,5-c]pyrimidin-11(10H)-one derivatives

被引:6
作者
Wang, Zhong-Xia [1 ]
Li, Bei [1 ]
Xing, Zheng [2 ]
Chen, Li-Zhuang [1 ]
Han, Guang-Fan [1 ,2 ]
机构
[1] Jiangsu Univ Sci & Technol, Sch Environm & Chem Engn, Dept Appl Chem, Zhenjiang 212003, Jiangsu, Peoples R China
[2] Zhenjiang Coll, Zhenjiang 212000, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
chromeno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidine-11(10H)-one; formimidate; chromeno[2,3-d]pyrimidine; AGENTS;
D O I
10.3184/174751914X14053476598397
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Novel 9,9-dimethyl-8,12-dihydro-9H-chromeno[3,2-e][1,2,4] triazolo[1,5-c]pyrimidin-11(10H)-one derivatives were synthesised by the reactions of triethyl orthoformate or aromatic aldehydes with chromeno[2,3-d]pyrimidine derivatives, which were prepared by the reactions of hydrazine monohydrate and formimidate derivatives. Formimidate were synthesised by the reactions of 2-amino-7,7-dimethyl-5-oxo-4-aryl-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile derivatives and triethyl orthoformate. The structures of 12-(4-methoxyphenyl)-9,9-dimethyl-8,12-dihydro-9H-chromeno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-11(10H)-one was determined by single crystal X-ray diffraction analysis.
引用
收藏
页码:480 / 485
页数:6
相关论文
共 12 条
[1]   Synthesis, antiplatelet and antithrombotic activities of new 2-substituted benzopyrano[4,3-d]pyrimidin-4-cycloamines and 4-amino/cycloamino-benzopyrano[4,3-d]pyrimidin-5-ones [J].
Bruno, O ;
Brullo, C ;
Schenone, S ;
Bondavalli, F ;
Ranise, A ;
Tognolini, M ;
Impicciatore, M ;
Ballabeni, V ;
Barocelli, E .
BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (01) :121-130
[2]   Synthesis and antigenotoxic activity of some naphtho[2,1-b] pyrano[3,2-e][1,2,4]triazolo[1,5-c]pyrimidine derivatives [J].
Chabchoub, Fakher ;
Messaad, Mehdi ;
Ben Mansour, Hedi ;
Chekir-Ghedira, Leila ;
Salem, Mansour .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2007, 42 (05) :715-718
[3]  
DAI GY, 1996, CHEM REAG, V18, P39
[4]  
DIANOVA LN, 1992, KHIM FARM ZH+, V26, P30
[5]   A new synthesis of 2,8-disubstituted pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidines [J].
Dolzhenko, Anton V. ;
Pastorin, Giorgia ;
Dolzhenko, Anna V. ;
Chui, Wai Keung .
TETRAHEDRON LETTERS, 2009, 50 (40) :5617-5621
[6]   Synthesis of Benzopyran[2,3-b]quinolinone Derivatives [J].
Han, Guangfan ;
Cui, Bin ;
Chen, Lizhuang ;
Jin, Yan .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2010, 47 (06) :1335-1339
[7]   Novel Class of LIM-Kinase 2 Inhibitors for the Treatment of Ocular Hypertension and Associated Glaucoma [J].
Harrison, Bryce A. ;
Whitlock, N. Andrew ;
Voronkov, Michael V. ;
Almstead, Zheng Y. ;
Gu, Kun-jian ;
Mabon, Ross ;
Gardyan, Michael ;
Hamman, Brian D. ;
Allen, Jason ;
Gopinathan, Suma ;
McKnight, Beth ;
Crist, Mike ;
Zhang, Yulian ;
Liu, Ying ;
Courtney, Lawrence F. ;
Key, Billie ;
Zhou, Julia ;
Patel, Nita ;
Yates, Phil W. ;
Liu, Qingyun ;
Wilson, Alan G. E. ;
Kimball, S. David ;
Crosson, Craig E. ;
Rice, Dennis S. ;
Rawlins, David B. .
JOURNAL OF MEDICINAL CHEMISTRY, 2009, 52 (21) :6515-6518
[8]  
Hozien ZA, 1997, PHARMAZIE, V52, P753
[9]   Synthesis of novel chromene derivatives of expected antitumor activity [J].
Kandeel, Manal M. ;
Kamal, Aliaa M. ;
Abdelall, Eman K. A. ;
Elshemy, Heba A. H. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 59 :183-193
[10]   Exploration of a new type of antimalarial compounds based on febrifugine [J].
Kikuchi, Haruhisa ;
Yamamoto, Keisuke ;
Horoiwa, Seiko ;
Hirai, Shingo ;
Kasahara, Ryota ;
Hariguchi, Norimitsu ;
Matsumoto, Makoto ;
Oshima, Yoshiteru .
JOURNAL OF MEDICINAL CHEMISTRY, 2006, 49 (15) :4698-4706