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6,7-稠合吡啶并[2,3-d]嘧啶的合成与抗菌活性

Synthesis and antimicrobial activity of 6,7-annulated pyrido[2,3-d]pyrimidines.

作者信息

Donkor I O, Klein C L, Liang L, Zhu N, Bradley E, Clark A M

机构信息

College of Pharmacy, University of Tennessee Health Science Center, Memphis 38163, USA.

出版信息

J Pharm Sci. 1995 May;84(5):661-4. doi: 10.1002/jps.2600840526.

DOI:10.1002/jps.2600840526
PMID:7658362
Abstract

Four new 6H-indeno[2',1':5,6]pyrido[2,3-d]pryimidines (10-13) were synthesized via cyclocondensation reactions involving chlorovinyl aldehyde 1 or ketoaldehyde 3 and appropriately substituted 6-aminopyrimidines. The regiochemistry of the compounds was established by 1H NMR and 13C NMR spectral data as well as X-ray crystal data. Compounds 10 and 11 and previously reported homologues 14 and 15 were screened for antimicrobial activity. Moderate antimicrobial activity was observed for some of these compounds. Compound 14 was especially active against Staphylococcus aureus. Crystal data for 13 (C14H7N3Cl2) follows: monoclinic space group, P21/n; Unit cell dimensions, a = 7.284(1) A, b = 12.800(1) A, c = 13.108(1) A, beta = 93.98(1) degree, V = 1219.2(2) A3, Z = 4.

摘要

通过涉及氯乙烯醛1或酮醛3与适当取代的6 - 氨基嘧啶的环缩合反应,合成了四种新的6H - 茚并[2',1':5,6]吡啶并[2,3 - d]嘧啶(10 - 13)。通过1H NMR和13C NMR光谱数据以及X射线晶体数据确定了这些化合物的区域化学。对化合物10和11以及先前报道的同系物14和15进行了抗菌活性筛选。观察到其中一些化合物具有中等抗菌活性。化合物14对金黄色葡萄球菌特别有效。13(C14H7N3Cl2)的晶体数据如下:单斜空间群,P21/n;晶胞参数,a = 7.284(1) Å,b = 12.800(1) Å,c = 13.108(1) Å,β = 93.98(1)°,V = 1219.2(2) Å3,Z = 4。

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