Therapeutic potential of heterocyclic pyrimidine scaffolds

Rani J, Kumar S, Saini M, Mundlia J, Verma PK (2016) Biological potential of pyrimidine derivatives in a new era. Res Chem Intermed 42:6777–6804

Cocco MT, Congiu C, Onnis V, Piras R (2001) Synthesis and antitumor evaluation of 6-thioxo-, 6-oxo- and 2,4-dioxopyrimidine derivatives. Farmaco 56:741–748

Meneghesso S, Vanderlinden E, Stevaert A, McGuigan C, Balzarini J, Naesens L (2012) Synthesis and biological evaluation of pyrimidine nucleoside monophosphate prodrugs targeted against influenza virus. Antivir Res 94:35–43

Anupama B, Dinda SC, Prasad YR, Rao AV (2012) Synthesis and antimicrobial activity of some new 2,4,6-trisubstituted pyrimidines. Int J Res Pharm Chem 2(2):231–236

Tozkoparan B, Ertan M, Kelicen P, Demirdamar R (1999) Synthesis and anti-inflammatory activities of some thiazolo[3,2-a]pyrimidine derivatives. Farmaco 54:588–593

Ashour HM, Shaaban OG, Rizk OH, El-Ashmawy IM (2013) Synthesis and biological evaluation of thieno [2′,3′:4,5]pyrimido[1,2-b][1,2,4]triazines and thieno[2,3-d] [1,2,4]triazolo[1,5-a]pyrimidines as anti-inflammatory and analgesic agents. Eur J Med Chem 62:341–351

Bhalgat CM, Ali MI, Ramesh B, Ramu G (2014) Novel pyrimidine and its triazole fused derivatives: synthesis and investigation of antioxidant and anti-inflammatory activity. Arab J Chem 7:986–993

Kumar D, Khan SI, Tekwani BL, Diwan PP, Rawat S (2015) 4-Aminoquinoline–pyrimidine hybrids: synthesis, antimalarial activity, heme binding and docking studies. Eur J Med Chem 89:490–502

Mallikarjunaswamy C, Mallesha L, Bhadregowda DG, Pinto O (2014) Studies on synthesis of pyrimidine derivatives and their antimicrobial activity. Arab J Chem 7:986–993

Chen PJ, Yang A, Gu YF, Zhang XS, Shao KP, Xue DQ, He P, Jiang TF, Zhang QR, Liu HM (2014) Synthesis, in vitro antimicrobial and cytotoxic activities of novel pyrimidine–benzimidazol combinations. Bioorg Med Chem Lett 24:2741–2743

El-Gaby MSA, Gaber AM, Atalla AA, Al-Wahab KAA (2002) Novel synthesis and antifungal activity of pyrrole and pyrrolo[2,3-d]pyrimidine derivatives containing sulfonamide moieties. Farmaco 57:613–617

Hilmy KMH, Khalifa MMA, Hawata MAA, Keshk RMA, El-Torgman AA (2010) Synthesis of new pyrrolo[2,3-d]pyrimidine derivatives as antibacterial and antifungal agents. Eur J Med Chem 45:5243–5250

Holla BS, Mahalinga M, Karthikeyan MS, Akberalib PM, Shettyc NS (2006) Synthesis of some novel pyrazolo[3,4-d]pyrimidine derivatives as potential antimicrobial agents. Bioorg Med Chem 14:2040–2047

Chen Q, Zhu X-L, Jiang L-L, Liu Z-M, Yang G-F (2008) Synthesis, antifungal activity and CoMFA analysis of novel 1,2,4-triazolo[1,5-a]pyrimidine derivatives. Eur J Med Chem 43:595–603

Maddila S, Gorle S, Seshadri N, Lavanya P, Jonnalagadda SB (2016) Synthesis, antibacterial and antifungal activity of novel benzothiazole pyrimidine derivatives. Arab J Chem 9:681–687

Fellahil Y, Duboisz P, Mandin D, Ombetta-Goka JE, Guenzet J, Chaumont JP, Frangin Y (1995) Synthesis and antibacterial activity of 2-substituted 5-(1,2-diarylethyl)-4,6-dichloropyrimidine derivatives. Eur J Med Chem 30:633–639

Nagender P, Reddy GM, Kumar RN, Poornachandra Y, Kumar CG, Narsaiah B (2014) Synthesis, cytotoxicity, antimicrobial and anti-biofilm activities of novel pyrazolo[3,4-b] pyridine and pyrimidine functionalized 1,2,3-triazole derivatives. Bioorg Med Chem Lett 24:2905–2908

Patel YM, Mehta KM, Patel KC (2011) Studies on synthesis characterization and antimicrobial activity of pyrimidine based derivatives. Int J Chemtech Res 3(4):1734–1739

Rostamizadeh S, Nojavan M, Aryan R, Sadeghian H, Davoodnejad M (2013) A novel and efficient synthesis of pyrazolo[3,4-d]pyrimidine derivatives and the study of their anti-bacterial activity. Chin Chem Lett 24:629–632

Sriharsha SN, Satish S, Shashikanth S, Raveesha KA (2006) Design, synthesis and antibacterial activity of novel 1,3-thiazolidine pyrimidine nucleoside analogues. Bioorg Med Chem 14:7476–7481

Shao H, Shi S, Foley DW, Lam F, Abbas AY, Liu X, Huang S, Jiang X, Baharin N, Fischer PM, Wang S (2013) Synthesis, structure-activity relationship and biological evaluation of 2,4,5-trisubstituted pyrimidine CDK inhibitors as potential anti-tumour agents. Eur J Med Chem 70:447–455

El-Sayed NS, El-Bendary ER, Saadia M, El-Ashry SM, El-Kerdawy MM (2011) Synthesis and antitumor activity of new sulfonamide derivatives of thiadiazole [3,2-a] pyrimidines. Eur J Med Chem 46:3714–3720

Fares M, Abou-Seri SM, Abdel-Aziz HA, Abbas SES, Youssef MM, Eladwy RA (2014) Synthesis and antitumor activity of pyrido[2,3-d]pyrimidine and pyrido[2,3-d] [1,2,4]triazolo[4,3-a]pyrimidine derivatives that induce apoptosis through G1 cell-cycle arrest. Eur J Med Chem 83:155–166

Hu Y-G, Wang Y, Du S-M, Chen X-B, Ding M-W (2010) Efficient synthesis and biological evaluation of some 2,4-diamino-furo[2,3-d]pyrimidine derivatives. Bioorg Med Chem Lett 20:6188–6190

Huang YY, Wang LY, Chang CH, Kuo YH, Kaneko K, Takayama H, Kimura M, Juang SH, Wong FF (2012) One-pot synthesis and antiproliferative evaluation of pyrazolo[3,4-d]pyrimidine derivatives. Tetrahedron 68:9658–9664

Song XJ, Shao Y, Gao X (2011) Microwave-assisted synthesis of some novel fluorinated pyrazolo[3,4-d]pyrimidine derivatives containing 1,3,4-thiadiazole as potential antitumor agents. Chin Chem Lett 22:1036–1038

Tangeda SJ, Garlapati A (2010) Synthesis of new pyrrolo[2,3-d]pyrimidine derivatives and evaluation of their activities against human colon cancer cell lines. Eur J Med Chem 45:1453–1458

Kurumurthy C, Rao PS, Swamy BV, Kumar GS, Rao PS, Narsaiah B, Velatooru LR, Pamanji R, Rao JV (2011) Synthesis of novel alkyltriazole tagged pyrido[2,3-d] pyrimidine derivatives and their anticancer activity. Eur J Med Chem 46:3462–3468

Liu Z, Wang Y, Lin H, Zuo D, Wang L, Zhao Y, Gong P (2014) Design, synthesis and biological evaluation of novel thieno[3,2-d]pyrimidine derivatives containing diaryl urea moiety as potent antitumor agents. Eur J Med Chem 85:215–227

Zhu WF, Zhai X, Li S, Cao YY, Gong P, Liu YJ (2012) Synthesis and cytotoxic activity of novel 2,6-disubstituted-4-morpholinothieno[3,2-d]pyrimidines as potent anti-tumor agents. Chin Chem Lett 23:703–706

Xie F, Zhao H, Zhao L, Lou L, Hu Y (2009) Synthesis and biological evaluation of novel 2,4,5-substituted pyrimidine derivatives for anticancer activity. Bioorg Med Chem Lett 19:275–278

Al-Issa SA (2013) Synthesis and anticancer activity of some fused pyrimidines and related heterocycles. Saudi Pharm J 21:305–316

Mohareb RM, Abbas NS, Abdelaziz MA (2014) Heterocyclic ring extension of androstenedione: synthesis and cytotoxicity of fused pyran, pyrimidine and thiazole derivatives. Steroids 86:45–55

Kumar RN, Dev GJ, Ravikumar N, Swaroop DK, Debanjan B, Bharath G, Narsaiah B, Jain SN, Rao AG (2016) Synthesis of novel triazole/isoxazole functionalized-(trifluoromethyl)pyrido[2,3-d]pyrimidine derivatives as promising anticancer and antibacterial agents. Bioorg Med Chem Lett 26:2927–2930

Liu Z, Wu S, Wang Y, Li R, Wang J, Wang L, Zhao Y, Gong P (2014) Design, synthesis and biological evaluation of novel thieno[3,2-d]pyrimidine derivatives possessing diaryl semicarbazone scaffolds as potent antitumor agents. Eur J Med Chem 87:782–793

Lv N, Sun M, Liu C, Li J (2017) Design and synthesis of 2-phenylpyrimidine coumarin derivatives as anticancer agents. Bioorg Med Chem Lett 27:4578–4581

Xu X, Wang J, Yao Q (2015) Synthesis and quantitative structure–activity relationship (QSAR) analysis of some novel oxadiazolo[3,4-d]pyrimidine nucleosides derivatives as antiviral agents. Bioorg Med Chem Lett 25:241–244

Hockov D, Holy A, Masojidkov M, Andrei G, Snoeck R, Clercq ED, Balzariniv J (2004) Synthesis and antiviral activity of 2,4-diamino-5-cyano-6-[2-(phosphonomethoxy) ethoxy]pyrimidine and related compounds. Bioorg Med Chem 12:3197–3202

Tian Y, Du D, Rai D, Wang L, Liu H, Zhan P, Clercq ED, Pannecouque C, Liu X (2014) Fused heterocyclic compounds bearing bridgehead nitrogen as potent HIV-1 NNRTIs. Part 1: design, synthesis and biological evaluation of novel 5,7-disubstituted pyrazolo[1,5-a]pyrimidine derivatives. Bioorg Med Chem 22:2052–2059

Amblard F, Aucagne V, Guenot P, Schinazi RF, Agrofoglio LA (2005) Synthesis and antiviral activity of novel acyclic nucleosides in the 5-alkynyl- and 6-alkylfuro[2,3-d] pyrimidine series. Bioorg Med Chem 13:1239–1248

Rashad AE, Hegab MI, Abdel-Megeid RE, Micky JA, Abdel-Megeid FME (2008) Synthesis and antiviral evaluation of some new pyrazole and fused pyrazolopyrimidine derivatives. Bioorg Med Chem 16:7102–7106

Sari O, Roy V, Metifiot M, Marchand C, Pommier Y, Bourg S, Bonnet P, Schinazi RF, Agrofoglio L (2015) Synthesis of dihydropyrimidine α, γ-diketobutanoic acid derivatives targeting HIV integrase. Eur J Med Chem 104:127–138

Agarwal A, Srivastava K, Puri SK, Chauhan PMS (2005) Synthesis of 2,4,6-trisubstituted pyrimidines as antimalarial agents. Bioorg Med Chem 13:4645–4650

Maurya SS, Khan SI, Bahuguna A, Kumar D, Rawat DS (2017) Synthesis, antimalarial activity, heme binding and docking studies of N-substituted 4-aminoquinoline–pyrimidine molecular hybrids. Eur J Med Chem 129:175–185

Pretorius SI, Breytenbach WJ, de Kock C, Smith PJ, N’Da DD (2013) Synthesis, characterization and antimalarial activity of quinoline–pyrimidine hybrids. Bioorg Med Chem 21:269–277

Azeredo LFSP, Coutinho JP, Jabor VAP, Feliciano PR, Nonato MC, Kaiser CR, Menezes CMS, Hammes ASO, Caffarena ER, Hoelz LVB, de Souza NB, Pereira GAN, Ceravolo IP, Krettli AU, Boechat N (2017) Evaluation of 7-arylaminopyrazolo[1,5-a]pyrimidines as anti-Plasmodium falciparum, antimalarial and Pf-dihydroorotate dehydrogenase inhibitors. Eur J Med Chem 126:72–83

Yadav RR, Khan SI, Singh S, Khan IA, Vishwakarma RA, Bharate SB (2015) Synthesis, antimalarial and antitubercular activities of meridianin derivatives. Eur J Med Chem 98:160–169

Yejella RP, Atla SR (2011) A study of anti-inflammatory and analgesic activity of new 2,4,6-trisubstituted pyrimidines. Chem Pharm Bull 59(9):1079–1082

Zhou JP, Ding YW, Zhang HB, Xu L, Dai Y (2008) Synthesis and anti-inflammatory activity of imidazo[1,2-a]pyrimidine derivatives. Chin Chem Lett 19:669–672

Gondkar AS, Deshmukh VK, Chaudhari SR (2013) Synthesis, characterization and in vitro anti-inflammatory activity of some substituted 1,2,3,4-tetrahydropyrimidine derivatives. Drug Invent Today 5:175–181

Keche AP, Hatnapure GD, Tale RH, Rodge AH, Birajdar SS, Kamble VM (2012) A novel pyrimidine derivatives with aryl urea, thiourea and sulfonamide moieties: synthesis, anti-inflammatory and antimicrobial evaluation. Bioorg Med Chem Lett 22:3445–3448

Mohamed MS, Kamel R, Fatahala SS (2010) Synthesis and biological evaluation of some thio containing pyrrolo[2,3-d]pyrimidine derivatives for their anti-inflammatory and anti-microbial activities. Eur J Med Chem 45:2994–3004

Sondhi SM, Jain S, Dinodia M, Shukla R, Raghubir R (2007) One pot synthesis of pyrimidine and bispyrimidine derivatives and their evaluation for anti-inflammatory and analgesic activities. Bioorg Med Chem 15:3334–3344

Kotaiah Y, Nagaraju K, Harikrishna N, Rao CV, Yamini L, Vijjulatha M (2014) Synthesis, docking and evaluation of antioxidant and antimicrobial activities of novel 1,2,4-triazolo[3,4-b][1,3,4]thiadiazol-6-yl)selenopheno[2,3-d]pyrimidines. Eur J Med Chem 75:195–202

Mohana KN, Kumar BNP, Mallesha L (2013) Synthesis and biological activity of some pyrimidine derivatives. Drug Invent Today 5:216–222

Quiroga J, Romo PE, Ortiz A, Isaza JH, Insuasty B, Abonia R, Nogueras M, Cobo J (2016) Synthesis, structures, electrochemical studies and antioxidant activity of 5-aryl-4-oxo-3,4,5,8-tetrahydropyrido[2,3-d]pyrimidine-7-carboxylic acids. J Biomol Struct 1120:294–301

Suryawanshi SN, Kumar S, Shivahare R, Pandey S, Gupta S, Tiwari A (2013) Design, synthesis and biological evaluation of aryl pyrimidine derivatives as potential leishmanicidal agents. Bioorg Med Chem Lett 23:5235–5238

Pandey S, Suryawanshi SN, Gupta S, Srivastava VML (2004) Synthesis and antileishmanial profile of some novel terpenyl pyrimidines. Eur J Med Chem 39:969–973

Chai B-S, Liu C-L, Li H-C, Liu S-W, Xu Y, Song Y-Q, Chang J-B (2014) Synthesis and acaricidal activity of strobilurin-pyrimidine derivatives. Chin Chem Lett 25:137–140

Amin KM, Awadalla FM, Eissa AAM, Abou-Seri AM, Hassan GS (2011) Design, synthesis and vasorelaxant evaluation of novel coumarin–pyrimidine hybrids. Bioorg Med Chem 19:6087–6097

Duan LP, Zhao QF, Zhang HB (2010) Novel 2H-[1,2,4]thiadiazolo[2,3-a]pyrimidine derivatives bearing chiral S(−)-2-(4-chlorophenyl)-3-methylbutyric acid moiety: design, synthesis and herbicidal activity. Arab J Chem 3:225–228

Katiyar SB, Bansal I, Saxena JK, Chauhan PMS (2005) Syntheses of 2,4,6-trisubstituted pyrimidine derivatives as a new class of antifilarial topoisomerase II inhibitors. Bioorg Med Chem Lett 15:47–50

Parveen H, Hayat F, Mukhtar S, Salahuddin A, Khan A, Islam F, Azam A (2011) Synthesis, characterization and biological evaluation of novel 2,4,6-trisubstituted bis-pyrimidine derivatives. Eur J Med Chem 46:4669–4675

Ibrahim DA, Ismail NSM (2011) Design, synthesis and biological study of novel pyrido[2,3-d]pyrimidine as anti-proliferative CDK2 inhibitors. Eur J Med Chem 46:5825–5832