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Synthesis and Biological Evaluation of Pyrido(2,3-d)pyrimidines
Mini-Reviews in Organic Chemistry ( IF 2.3 ) Pub Date : 2021-01-31 , DOI: 10.2174/1570193x17999200511010402
Mahmoud N. M. Yousif 1 , Abdel-Rahman B. A. El-Gazzar 1 , Mervat M. El-Enany 2
Affiliation  

There are four types of pyridopyrimidines namely pyrido[2,3-d], pyrido[3,4-d], pyrido[ 4,3-d]pyrimidines, and pyrido[3,2-d]pyrimidines. Different methods of preparation of pyrido[2,3- d]pyrimidines are summarized. Synthesis of pyrido[2,3-d]pyrimidines can be from pyrimidines derivatives or pyridine derivatives. We can start from pyrimidine derivatives and build a pyridine ring. 5,7-Diphenylpyrido[2,3-d]pyrimidines 3 and 4 were obtained by the reaction of 6-aminouracil (1) with α,β-unsaturated ketone. 6-Amino-1,3-dimethyluracil 10 was reacted with an equimolar amount of Mannich bases 11a-c under an atmosphere of nitrogen to give pyridopyrimidines 14a-c via the formation of the intermediates 12a-c & 13a-c. 4-Benzylamino derivative 19 could be converted to pyrido[2,3-d]pyrimidine derivative 20 by the reaction with dimethylformamide/ dimethylacetal. In the same way, we can start from pyridine derivatives and build a pyrimidine ring. Different reported biological activities of pyrido[2,3-d]pyrimidines are discussed e.g. selective adenosine kinase inhibitors, analgesic, anti-inflammatory, antimicrobial and herbicides, selective inhibitor of the tyrosine kinase activities of the Fibroblast Growth Factor (FGF) and Vascular Endothelial Growth Factor (VEGF) receptors.



中文翻译:

吡啶并(2,3- d)嘧啶的合成及生物评价

吡啶并嘧啶有四种类型,即吡啶并[2,3-d],吡啶并[3,4-d],吡啶并[4,3-d]嘧啶和吡啶并[3,2-d]嘧啶。总结了制备吡啶并[2,3-d]嘧啶的不同方法。吡啶并[2,3-d]嘧啶的合成可以从嘧啶衍生物或吡啶衍生物中进行。我们可以从嘧啶衍生物开始,建立一个吡啶环。通过6-氨基尿嘧啶(1)与α,β-不饱和酮的反应获得5,7-二苯基吡啶并[2,3-d]嘧啶3和4。使6-氨基-1,3-二甲基尿嘧啶10与等摩尔量的曼尼希碱11a-c在氮气氛下反应,通过形成中间体12a-c和13a-c得到吡啶并嘧啶14a-c。4-苄基氨基衍生物19可以转化为吡啶基[2,3-d]嘧啶衍生物20通过与二甲基甲酰胺/二甲基乙缩醛反应。同样,我们可以从吡啶衍生物开始构建一个嘧啶环。讨论了吡啶并[2,3-d]嘧啶的不同报道的生物学活性,例如选择性腺苷激酶抑制剂,镇痛药,抗炎药,抗微生物剂和除草剂,成纤维细胞生长因子(FGF)和血管内皮细胞的酪氨酸激酶活性的选择性抑制剂生长因子(VEGF)受体。

更新日期:2021-03-26
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