Skip to content
2000
Volume 22, Issue 3
  • ISSN: 1570-193X
  • E-ISSN: 1875-6298

Abstract

Pyrimido [5, 4-] quinolone derivatives are significant synthetic targets that show numerous interesting biological activities. The pyrimido [4, 5-] quinoline is the most famous source of these derivatives, which has been used in medicine to antitumor and target different diseases. Since the segregation of quinoline derivatives, many synthetic methodologies were advanced for their synthesis. Despite the current interesting findings on this class of pyrimidoquinoline, the chemical literature deficits a comprehensive summary of the synthetic methodologies and biological activities of pyrimido [5, 4-] quinoline derivatives. This review focuses on recent advances in pyrimido [5, 4-] quinolines chemistry debating diverse synthetic ways developed for the preparation of pyrimido [5, 4-] quinolines and other unique derivatives that exhibited promising biological activities. Also, it sheds light on the most widespread reactions of pyrimidoquinolines and the employment of these derivatives as the essential building blocks for different biologically active compounds:. Among these reactions used to prepare pyrimido [5, 4-] quinoline derivatives are the following: Biginelli-type one or three-component reaction, Micheal addition, intermolecular cyclization, cyclo-condensation, acylation, Vielsmeir formylation, Suzuki cross-coupling reaction, transformation, oxidation-reduction, esterification, dehydration, decarboxylation, methylation, chlorination, alkylation.

Loading

Article metrics loading...

/content/journals/mroc/10.2174/0118756298276728231130042823
2024-01-09
2025-04-02
Loading full text...

Full text loading...

References

  1. AboniaR. InsuastyD. CastilloJ. InsuastyB. QuirogaJ. NoguerasM. CoboJ. Synthesis of novel quinoline-2-one based chalcones of potential anti-tumor activity.Eur. J. Med. Chem.201257294010.1016/j.ejmech.2012.08.039 23043766
    [Google Scholar]
  2. JainS. ChandraV. Kumar JainP. PathakK. PathakD. VaidyaA. Comprehensive review on current developments of quinoline-based anticancer agents.Arab. J. Chem.20191284920494610.1016/j.arabjc.2016.10.009
    [Google Scholar]
  3. LeeB.D. LiZ. FrenchK.J. ZhuangY. XiaZ. SmithC.D. Synthesis and evaluation of dihydropyrroloquinolines that selectively antagonize P-glycoprotein.J. Med. Chem.20044761413142210.1021/jm0303204 14998330
    [Google Scholar]
  4. El-GamalK. Synthesis and anticancer screening of heterocyclic compounds bearing pyrimido[4,5-B] quinoline moiety.Int. J. Pharm. Sci. Res.20178257058110.13040/IJPSR.0975‑8232.8(2).570‑81
    [Google Scholar]
  5. GhorabM.M. RagabF.A. HeibaH.I. ArafaR.K. El-HossaryE.M. In vitro anticancer screening and radiosensitizing evaluation of some new quinolines and pyrimido[4,5-b]quinolines bearing a sulfonamide moiety.Eur. J. Med. Chem.20104593677368410.1016/j.ejmech.2010.05.014 20684857
    [Google Scholar]
  6. DowR.L. BechleB.M. ChouT.T. GoddardC. LarsonE.R. Selective inhibition of the tyrosine kinase pp60src by analogs of 5,10-dihydropyrimido[4,5-b]quinolin-4(1H)-one.Bioorg. Med. Chem. Lett.1995591007101010.1016/0960‑894X(95)00157‑O
    [Google Scholar]
  7. El-GazzarA.B.A. GaafarA.M. YoussefM.M. Abu-HashemA.A. BadriaF.A. Synthesis and anti-oxidant activity of Novel Pyrimido[4,5- b]quinolin-4-one derivatives with a new ring system.Phosphorus Sulfur Silicon Relat. Elem.200718292009203710.1080/10426500701369864
    [Google Scholar]
  8. El-GazzarA.B.A. HafezH.N. Abu-HashemA.A. AlyA.S. Synthesis and antioxidant, anti-inflammatory, and analgesic activity of novel Polycyclic Pyrimido[4,5- b]quinolines.Phosphorus Sulfur Silicon Relat. Elem.2009184237940510.1080/10426500802167027
    [Google Scholar]
  9. El-GazzarA.B.A. YoussefM.M. YoussefA.M.S. Abu-HashemA.A. BadriaF.A. Design and synthesis of azolopyrimidoquinolines, pyrimidoquinazolines as anti-oxidant, anti-inflammatory and analgesic activities.Eur. J. Med. Chem.200944260962410.1016/j.ejmech.2008.03.022 18462840
    [Google Scholar]
  10. Abu-HashemA.A. GoudaM.A. BadriaF.A. Synthesis of some new pyrimido[2′,1′:2,3]thiazolo[4,5-b]quinoxaline derivatives as anti-inflammatory and analgesic agents.Eur. J. Med. Chem.20104551976198110.1016/j.ejmech.2010.01.042 20149490
    [Google Scholar]
  11. Abu-HashemA.A. AlyA.S. Synthesis of new pyrazole, triazole, and thiazolidine-pyrimido [4, 5-b] quinoline derivatives with potential antitumor activity.Arch. Pharm. Res.201235343744510.1007/s12272‑012‑0306‑5 22477190
    [Google Scholar]
  12. Abu-HashemA.A. Al-HussainS.A. Design, synthesis of new 1,2,4-Triazole/1,3,4-Thiadiazole with Spiroindoline, Imidazo[4,5-b]quinoxaline and Thieno[2,3-d]pyrimidine from isatin derivatives as anticancer agents.Molecules202227383510.3390/molecules27030835 35164098
    [Google Scholar]
  13. Abu-HashemA.A. El-GazzarA.B.A. HusseinH.A.R. HafezH.N. Synthesis and antimicrobial activity of new triazines, tetrazines, thiazinoquinoxalines, thienotriazepine-imidazo[4, 5-b]quinolines from isatin derivatives.Polycycl. Aromat. Compd.202210.1080/10406638.2022.2130368
    [Google Scholar]
  14. GoudaM.A. Abu-HashemA.A. AmeenT.A. SalemM.A. Synthesis of Pyrimido[4, 5-b]quinolones from 6-Aminopyrimidin-4- (thi)one derivatives (Part I).Mini Rev. Org. Chem.202320662264110.2174/1570193X20666221104110606
    [Google Scholar]
  15. Abu-HashemA.A. GoudaM.A. Synthesis and antimicrobial activity of some novel quinoline, chromene, pyrazole derivatives bearing triazolopyrimidine moiety.J. Heterocycl. Chem.201754285085810.1002/jhet.2645
    [Google Scholar]
  16. GoudaM.A. Abu-HashemA.A. AmeenT.A. SalemM.A. AljuhanA. Recent progress in synthetic chemistry and biological activities of Pyrimido[4,5-b] Quinoline derivatives (part III).Mini Rev. Org. Chem.202310.2174/1570193X20666230626101436
    [Google Scholar]
  17. ParkD.Y. LauwersG.Y. Gastric polyps: Classification and management.Arch. Pathol. Lab. Med.2008132463364010.5858/2008‑132‑633‑GPCAM 18384215
    [Google Scholar]
  18. CarmackS.W. GentaR.M. SchulerC.M. SaboorianM.H. The current spectrum of gastric polyps: A 1-year national study of over 120,000 patients.Am. J. Gastroenterol.200910461524153210.1038/ajg.2009.139 19491866
    [Google Scholar]
  19. KimY.H. KimN.G. LimJ.G. ParkC. KimH. Chromosomal alterations in paired gastric adenomas and carcinomas.Am. J. Pathol.2001158265566210.1016/S0002‑9440(10)64007‑2 11159202
    [Google Scholar]
  20. QinF. HuangX. RenP. Chinese herbal medicine modified xiaoyao san for functional dyspepsia: Meta‐analysis of randomized controlled trials.J. Gastroenterol. Hepatol.20092481320132510.1111/j.1440‑1746.2009.05934.x 19702899
    [Google Scholar]
  21. GoddardA.F. BadreldinR. PritchardD.M. WalkerM.M. WarrenB. The management of gastric polyps.Gut20105991270127610.1136/gut.2009.182089 20675692
    [Google Scholar]
  22. XiaoY. LiuY. YuK. OuyangM. LuoR. ZhaoX. Chinese herbal medicine liu jun zi tang and xiang sha liu jun zi tang for functional dyspepsia: Meta-analysis of randomized controlled trials.Evid. Based Complement. Alternat. Med.201220121710.1155/2012/936459 23304226
    [Google Scholar]
  23. SinghuberJ. ZhuM. PrinzS. KoppB. Aconitum in Traditional Chinese medicine-a valuable drug or an unpredictable risk?J. Ethnopharmacol.20091261183010.1016/j.jep.2009.07.031 19651200
    [Google Scholar]
  24. GuY. ZhangY. ShiX. LiX. HongJ. ChenJ. GuW. LuX. XuG. NingG. Effect of traditional Chinese medicine berberine on type 2 diabetes based on comprehensive metabonomics.Talanta201081376677210.1016/j.talanta.2010.01.015 20298851
    [Google Scholar]
  25. XiS. PengY. MinukG.Y. ShiM. FuB. YangJ. LiQ. GongY. YueL. LiL. GuoJ. PengY. WangY. The combination effects of Shen-Ling-Bai-Zhu on promoting apoptosis of transplanted H22 hepatocellular carcinoma in mice receiving chemotherapy.J. Ethnopharmacol.201619011210.1016/j.jep.2016.05.055 27235019
    [Google Scholar]
  26. JiaT.B.H.S. Dangshen for J774 rat effect of the activity of macrophage cell.Lishizhen Med. Mater. Med. Res.201011769770
    [Google Scholar]
  27. TianL. Shen-ling-bai-zhu decoction scattered flavored rhubarb protect the intestinal mucosal barrier function of experimental research.Med J Liaoning201101911
    [Google Scholar]
  28. WuY. YuanY. Advance in studies on chemical components and pharmacological effect of Semen Coicis.West Pharm J201025111113
    [Google Scholar]
  29. Wangruina. The pharmacological effects and the comprehensive development and utilization of medicinal atractylodes.Anhui Ag Sci.20103856105611
    [Google Scholar]
  30. LuJ. CaiJ. DaiY. Research progress of Semen Dolichoris album.Hubei J TCM2013357779
    [Google Scholar]
  31. El ShehryM.F. Abu-HashemA.A. El-TelbaniE.M. Synthesis of 3-((2,4-dichlorophenoxy)methyl)-1,2,4-triazolo(thiadiazoles and thiadiazines) as anti-inflammatory and molluscicidal agents.Eur. J. Med. Chem.20104551906191110.1016/j.ejmech.2010.01.030 20153090
    [Google Scholar]
  32. GoudaM.A. Abu-HashemA.A. AbdelgawadA.A.M. Recent progress on the chemistry of thieno[3,2‐ b]quinoline derivatives (part III).J. Heterocycl. Chem.202158490892710.1002/jhet.4205
    [Google Scholar]
  33. KhidreR.E. Abu-HashemA.A. El-ShazlyM. Synthesis and anti-microbial activity of some 1- substituted amino-4,6-dimethyl-2-oxo-pyridine-3-carbonitrile derivatives.Eur. J. Med. Chem.201146105057506410.1016/j.ejmech.2011.08.018 21890245
    [Google Scholar]
  34. Abu-HashemA.A. GoudaM.A. AbdelgawadA.A.M. Vilsmeier-haack cyclisation as a facile synthetic route to thieno [2,3- b] Quinolines (Part I).Lett. Org. Chem.202320319722010.2174/1570178619666220922105259
    [Google Scholar]
  35. YousifM.N.M. AbdelhameedR.M. Abu-HashemA.A. YousifN.M. Synthesis and biological activity of chromene derivatives, chromeno [2, 3-d] [1, 3] oxazine derivatives, and chromeno [2, 3-d] pyrimidine derivatives.Egypt. J. Chem.202366111312010.21608/ejchem.2022.114873.5214
    [Google Scholar]
  36. Abu-HashemA.A. Al-HussainS.A. The synthesis, antimicrobial activity, and molecular docking of new 1, 2, 4-Triazole, 1, 2, 4-triazepine, quinoline, and pyrimidine scaffolds condensed to naturally occurring furochromones.Pharmaceuticals20221510123210.3390/ph15101232 36297343
    [Google Scholar]
  37. Abu-HashemA.A. AbdelgawadA.A.M. HusseinH.A.R. GoudaM.A. Synthetic and reactions routes to tetrahydrothieno[3,2-b] quinoline derivatives (Part IV).Mini Rev. Org. Chem.20211810.2174/1570193X18666.210218212719
    [Google Scholar]
  38. Abu-HashemA.A. Al-HussainS.A. ZakiM.E.A. Design, synthesis and anticancer activity of new polycyclic: Imidazole, thiazine, oxathiine, pyrrolo-quinoxaline and thienotriazolopyrimidine derivatives.Molecules2021267203110.3390/molecules26072031 33918322
    [Google Scholar]
  39. Abu-HashemA.A. Abu-ZiedK.M. AbdelSalam ZakiM.E. El-ShehryM.F. AwadH.M. KhedrM.A. Design, synthesis, and anticancer potential of the enzyme (PARP-1) inhibitor with computational studies of new triazole, thiazolidinone,-thieno [2, 3-d] pyrimidinones.Lett. Drug Des. Discov.202017679981710.2174/1570180817666200117114716
    [Google Scholar]
  40. Abu-HashemA.A. El ShehryM.F. BadriaF.A. Design and synthesis of novel thiophenecarbohydrazide, thienopyrazole and thienopyrimidine derivatives as antioxidant and antitumor agents.Acta Pharm.201060311323
    [Google Scholar]
  41. Abu-HashemA.A. Synthesis and biological activity of pyrimidines, quinolines, thiazines and pyrazoles bearing a common thieno moiety. Acta Pol. Pharm.-.Drug Res.2018755970
    [Google Scholar]
  42. GoudaM.A. Abu-HashemA.A. HusseinH.A.R. AlyA.S. Recent progress on fused thiadiazines: A literature review.Polycycl. Aromat. Compd.202013310.1080/10406638.2020.1825002
    [Google Scholar]
  43. Abu-HashemA.A. Synthesis and antimicrobial activity of new 1,2,4‐triazole, 1,3,4‐oxadiazole, 1,3,4‐thiadiazole, thiopyrane, thiazolidinone, and azepine derivatives.J. Heterocycl. Chem.2021581749210.1002/jhet.4149
    [Google Scholar]
  44. Abu-HashemA.A. Synthesis of new pyrazoles, oxadiazoles, triazoles, pyrrolotriazines, and pyrrolotriazepines as potential cytotoxic agents.J. Heterocycl. Chem.202158380582110.1002/jhet.4216
    [Google Scholar]
  45. GoudaM.A. Abu-HashemA.A. SalemM.A. HelalM.H. Al-GhorbaniM. HamamaW.S. Recent progress on coumarin scaffold‐based anti‐microbial agents (Part III).J. Heterocycl. Chem.202057113784381710.1002/jhet.4100
    [Google Scholar]
  46. Abu-HashemA.A. FathyU. GoudaM.A. Synthesis of 1,2, 4‐triazolopyridazines, isoxazolofuropyridazines, and tetrazolo-pyridazines as antimicrobial agents.J. Heterocycl. Chem.20205793461347410.1002/jhet.4065
    [Google Scholar]
  47. GoudaM.A. Abu-HashemA.A. HusseinH.A.R. AlyA.S. Recent development in the chemistry of bicyclic 6+5 systems, Part II: Chemistry of triazolopyrimidine derivatives.Lett. Org. Chem.2020171289792510.2174/1570178617666200417121205
    [Google Scholar]
  48. Abu-HashemA.A. HusseinH.A.R. AlyA.S. Synthesis and antimicrobial activity of novel 1, 2, 4-Triazolopyrimidofuroquinazolinones from natural furochromones (Visnagenone and Khellinone).Med. Chem.202117770772310.2174/18756638MTA1hNjcq3 32250227
    [Google Scholar]
  49. Abu-HashemA.A. ZakiM.E.A. Direct amination and synthesis of fused N‐substituted isothiochromene derivatives.J. Heterocycl. Chem.201956388689410.1002/jhet.3466
    [Google Scholar]
  50. Abu-HashemA. Synthesis of new furothiazolo pyrimido quinazolinones from visnagenone or khellinone and antimicrobial activity.Molecules20182311279310.3390/molecules23112793 30373270
    [Google Scholar]
  51. Abu-HashemA.A. FatyR.A.M. Synthesis, antimicrobial evaluation of some new 1, 3, 4-Thiadiazoles and 1, 3, 4- Thiadiazines.Curr. Org. Synth.20181581161117010.2174/1570179415666180720114547
    [Google Scholar]
  52. Abu-HashemA.A. GoudaM.A. BadriaF.A. Design, synthesis and identification of novel substituted isothiochromene analogs as potential antiviral and cytotoxic agents.Med. Chem. Res.201827102297231110.1007/s00044‑018‑2236‑3
    [Google Scholar]
  53. Abu-HashemA.A. Abu-ZiedK.M. El-ShehryM.F. Synthetic utility of bifunctional thiophene derivatives and antimicrobial evaluation of the newly synthesized agents.Monatsh. Chem.2011142553954510.1007/s00706‑011‑0456‑z
    [Google Scholar]
  54. Abu-HashemA.A. YoussefM.M. HusseinH.A.R. Synthesis, antioxidant, antituomer activities of some new thiazolopyrimidines, pyrrolothiazolopyrimidines and triazolopyrrolothiazolopyrimidines derivatives.J. Chin. Chem. Soc.2011581414810.1002/jccs.201190056
    [Google Scholar]
  55. GoudaM.A. Abu-HashemA.A. Synthesis, characterization, antioxidant and antitumor evaluation of some new thiazolidine and thiazolidinone derivatives.Arch. Pharm.2011344317017710.1002/ardp.201000165 21384416
    [Google Scholar]
  56. Abu-HashemA.A. GoudaM.A. Synthesis, anti-inflammatory and analgesic evaluation of certain new 3a,4,9,9a-tetrahydro-4,9-benzenobenz[f]isoindole-1,3-diones.Arch. Pharm.2011344854355110.1002/ardp.201100020 21681809
    [Google Scholar]
  57. Abu-HashemA.A. El-ShazlyM. Synthesis and antimicrobial evaluation of novel triazole, tetrazole, and spiropyrimidine-thiadiazole derivatives.Polycycl. Aromat. Compd.202141347849710.1080/10406638.2019.1598448
    [Google Scholar]
  58. Abu-HashemA.A. Al-HussainS.A. ZakiM.E.A. Synthesis of novel benzodifuranyl; 1,3,5-Triazines; 1,3,5-Oxadiazepines; and thiazolopyrimidines derived from visnaginone and khellinone as anti-inflammatory and analgesic agents.Molecules202025122010.3390/molecules25010220 31948127
    [Google Scholar]
  59. Abu-HashemA.A. El-GazzarA.B.A. AbdelgawadA.A.M. GoudaM.A. Synthesis and chemical reactions of thieno[3,2- c]quinolines from arylamine derivatives, part (V): A review.Phosphorus Sulfur Silicon Relat. Elem.2022197766568810.1080/10426507.2021.2012176
    [Google Scholar]
  60. SalemM.A. Abu-HashemA.A. AbdelgawadA.A.M. GoudaM.A. Synthesis and reactivity of thieno[2,3‐ b]quinoline derivatives (Part II).J. Heterocycl. Chem.20215891705174010.1002/jhet.4269
    [Google Scholar]
  61. GoudaM.A. Abu-HashemA.A. AbdelgawadA.A.M. Thieno [3, 2-c] quinoline heterocyclic synthesis and reactivity part (VI).Mini Rev. Org. Chem.202219562965310.2174/1570193X18666211004102537
    [Google Scholar]
  62. KeshkE.M. Abu-HashemA.A. GirgesM.M. Synthesis of benzo[1,2-b:5,4-b] difuranyl-triazoles, oxadiazoles, thiazolidione, thiadiazoles, and the use of DNA in evaluation of their biological activity.Phosphorus Sulfur Silicon Relat. Elem.20041791577159310.1080/10426500490464140
    [Google Scholar]
  63. DeviI. BhuyanP.J. An expedient method for the synthesis of 6-substituted uracils under microwave irradiation in a solvent-free medium.Tetrahedron Lett.200546345727572910.1016/j.tetlet.2005.06.075
    [Google Scholar]
  64. ShenG.B. XiaK. LiX.T. LiJ.L. FuY.H. YuanL. ZhuX.Q. Prediction of kinetic isotope effects for various hydride transfer reactions using a new kinetic model.J. Phys. Chem. A2016120111779179910.1021/acs.jpca.5b10135
    [Google Scholar]
  65. MubeenS. RaufA. QureshiA.M. Synthesis of new quinoline scaffolds via a solvent-free fusion method and their anti-microbial properties.Trop. J. Pharm. Res.2018179185310.4314/tjpr.v17i9.25
    [Google Scholar]
  66. IsmailM.A. Al-ShihryS. ArafaR.K. El-AyaanU. Synthesis, antimicrobial activity and molecular modeling study of substituted 5-aryl-pyrimido[5,4-c]quinoline-2,4-diones.J. Enzyme Inhib. Med. Chem.201328353053810.3109/14756366.2011.654113 22397395
    [Google Scholar]
  67. FoudaA.S. IsmaelM.A. ShahbaR.M.A. KamelL.A. El-NagggarA.A. Corrosion inhibition of copper and α-Brass in 1 M HNO3 solution using new arylpyrimido [5, 4-c] quinoline-2,4-dione derivative.Int. J. Electrochem. Sci.20171243361338410.20964/2017.04.57
    [Google Scholar]
  68. ZoorobH.H. Abou-El ZahabM.M. Abdel-MogibM. IsmailM.A. Peculiar reaction behaviour of barbituric acid derivatives towards aromatic amines.Tetrahedron19965230101471015810.1016/0040‑4020(96)00537‑6
    [Google Scholar]
  69. ParameswaranK. SivaguruP. LalithaA. Synthesis of novel bis(pyrimido[5,4-c]quinoline-2,4(1H,3H)-dione) and its derivatives: Evaluation of their antioxidant properties.Bioorg. Med. Chem. Lett.201323133873387810.1016/j.bmcl.2013.04.068 23721805
    [Google Scholar]
  70. TapolcsányiP. KrajsovszkyG. AndóR. LipcseyP. HorváthG. MátyusP. LemièreG.L. Synthesis of some diazino-fused tricyclic systems via Suzuki cross-coupling and regioselective nitrene insertion reactions.Tetrahedron20025851101371014310.1016/S0040‑4020(02)01400‑X
    [Google Scholar]
  71. KrajsovszkyG. KárolyházyL. DunkelP. BorosS. GrilloA. MátyusP. Suzuki-aza-Wittig, Suzuki-condensation and aza-Wittig-electrocyclic ring-closure tandem reactions for synthesis of fused nitrogen-containing ring systems.ARKIVOC201120111022925310.3998/ark.5550190.0012.a19
    [Google Scholar]
  72. SetoS. OkadaK. KiyotaK. IsogaiS. IwagoM. ShinozakiT. MurakamiK. Design, synthesis, and structure-activity relationship studies of Novel 2, 4, 6-Trisubstituted-5-pyrimidine-carboxylic acids as peroxisome proliferator-activated receptor γ (PPARγ) partial agonists with comparable antidiabetic efficacy to rosiglitazone.J. Med. Chem.201053135012502410.1021/jm100443s
    [Google Scholar]
  73. JianpingQ. Method for preparing 2-substituted-5-nitro-4,6- dichloropyrimidine as ACCase inhibitor herbicide intermediate China.CN Patent102060783 A,2011
  74. XingY. SeokS. Preparation of kynurenine-derived pyridonaphthyridines as aryl hydrocarbon receptor ligands.United States, US20190135812 A12019
  75. ParhamA. KroeberJ. EngelhartJ. JatschA. EickhoffC. EhrenreichC. KaiserJ. Compounds for organic electroluminescent devices as matrix materials for phosphorescent emitters with cyclic lactam moieties to improve performance. World Intellectual Property Organization WO2020109434 A1 2020
    [Google Scholar]
  76. ZhangF. ZhaiX. ChenL.J. QiJ.G. CuiB. GuY.C. GongP. Synthesis and cytotoxic activity of 2,5-disubstituted pyrimido[5,4-c]quinoline derivatives.Chin. Chem. Lett.201122111277128010.1016/j.cclet.2011.05.030
    [Google Scholar]
  77. BrownT.B. StevensM.F.G. Triazines and related products. Part XV. 2,4-Diaminopyrimidines and 2-aminopyrimidin-4(3H)-ones bearing 1,2,3-benzotriazinyl groups as potential dihydrofolic reductase inhibitors.J. Chem. Soc., Perkin Trans. 1197511111023102810.1039/p19750001023 1170192
    [Google Scholar]
  78. LiW. XiaL. HuA. LiuA. PengJ. TanW. Design and Synthesis of 4‐A lkyl‐2‐amino (acetamino)‐6‐aryl‐1, 3‐thiazine derivatives as influenza neuraminidase inhibitors.Archiv. der. Pharmazie.2013346963564410.1002/ardp.201300122
    [Google Scholar]
  79. GoerlitzerK. HeinriciC. Stability investigations on alkyl 2,4-diaryl-6-methyl-1,2,3,4-tetrahydropyrimidine-5-carboxylates.Pharmazie19985312847853
    [Google Scholar]
  80. SteinhauerT.N. GirreserU. MeierC. CushmanM. ClementB. One ‐step synthetic access to isosteric and potent anticancer nitrogen heterocycles with the Benzo [c] phenanthridine scaffold.Chem. Eur. J.201622248301830810.1002/chem.201600308
    [Google Scholar]
  81. AgarwalP.K. SharmaS.K. SawantD. KunduB. Application of the Pictet-Spengler reaction to aryl amine-based substrates having pyrimidine as a π-nucleophile: Synthesis of pyrimidoquinolines with structural analogy to benzonaphthyridines present in alkaloids.Tetrahedron20096561153116110.1016/j.tet.2008.11.067
    [Google Scholar]
  82. PutintsevaM.N. BakulinaO.Y. IvanovA.Y. LobanovP.S. NikolskayaS.K. KolesnikovI.E. Dar’inD.V. Double tandem cyclization of 4-(1-acyl-2,2-diaminovinyl)-6-arylpyrimidine-5-carbonitriles. Synthesis of novel peri-annulated azines.Tetrahedron Lett.201657475192519610.1016/j.tetlet.2016.10.020
    [Google Scholar]
  83. LiQ.Y. GeZ.M. ChengT.M. LiR.T. An efficient three-component, one-pot synthesis of 2-alkylthio-4-amino-5-cyano-6-aryl (alkyl) pyrimidines in water.Mol. Divers.20121643143910.1007/s11030‑012‑9376‑z
    [Google Scholar]
  84. FathallaO.A. MohamedN.A. El-SerwyW.S. AbdelHamidH.F. Abd El-MoezS.I. SolimanA.M. Synthesis of some new pyrimidine derivatives and evaluation of their anticancer and antibacterial activities.Res. Chem. Intermed.201339382184110.1007/s11164‑012‑0597‑7
    [Google Scholar]
  85. IsmailiL. NadaradjaneA. NicodL. GuyonC. XiclunaA. RobertJ.F. RefouveletB. Synthesis and antioxidant activity evaluation of new hexahydropyrimido[5,4-c]quinoline-2,5-diones and 2-thioxohexahydropyrimido[5,4-c]quinoline-5-ones obtained by Biginelli reaction in two steps.Eur. J. Med. Chem.20084361270127510.1016/j.ejmech.2007.07.012 17854952
    [Google Scholar]
  86. RajanarendarE. ReddyM.N. MurthyK.R. ReddyK.G. RajuS. SrinivasM. PraveenB. RaoM.S. Synthesis, antimicrobial, and mosquito larvicidal activity of 1-aryl-4-methyl-3,6-bis-(5-methylisoxazol-3-yl)-2-thioxo-2,3,6,10b-tetrahydro-1H-pyrimido[5,4-c]quinolin-5-ones.Bioorg. Med. Chem. Lett.201020206052605510.1016/j.bmcl.2010.08.060 20813527
    [Google Scholar]
  87. Abu-HashemA.A. YousifM.N.M. El-GazzarA.R.B.A. HafezH.N. Synthesis, design, and antimicrobial activity of pyrido[2,3‐ d][1,2,4]triazolo[4,3‐a]pyrimidinones based on quinoline derivatives.J. Chin. Chem. Soc.202310.1002/jccs.202300212
    [Google Scholar]
/content/journals/mroc/10.2174/0118756298276728231130042823
Loading
/content/journals/mroc/10.2174/0118756298276728231130042823
Loading

Data & Media loading...

This is a required field
Please enter a valid email address
Approval was a Success
Invalid data
An Error Occurred
Approval was partially successful, following selected items could not be processed due to error
Please enter a valid_number test