Synthesis, Reactions and Applications of Pyranotriazolopyrimidines

This review deals with synthesis, reactions and their applications of pyrano triazolo pyrimidines. The main purpose of this review is present a survey of literatures on the reactivity of amino imino derivatives and carboxylic acid derivatives. Some of these reactions have been applied successfully to the synthesis of biological important compounds.

[1]  Doris Isabel Goicochea Parks.  EFLEXIONES SOBRE LA CRISIS DEL DISCURSO DE LA RAZON EN LA POSMODERNIDAD , 2015 .

[2]  D. Touboul,et al.  Synthesis of Novel Fused Coumarine and naphtho[2,1-b]pyrano[3,2- e][1,2,4] triazolo[1,5-c]pyrimidine Derivatives , 2013 .

[3]  Eman K. A. Abdelall,et al.  Synthesis of novel chromene derivatives of expected antitumor activity. , 2013, European journal of medicinal chemistry.

[4]  M. G. Badrey,et al.  3-Amino-8-hydroxy-4-imino-6-methyl-5-phenyl-4,5-dihydro-3H-chromeno [2,3-d ]pyrimidine: An Effecient Key Precursor for Novel Synthesis of Some Interesting Triazines and Triazepines as Potential Anti-Tumor Agents , 2012, Molecules.

[5]  A. A. El-Wahab.  Synthesis, Reactions and Evaluation of the Antimicrobial Activity of Some 4-(p-Halophenyl)-4H-naphthopyran, Pyranopyrimidine and Pyranotriazolopyrimidine Derivatives , 2012 .

[6]  A. El-Agrody,et al.  Synthesis and Antitumor Activities of 4H-Pyrano[3,2-h]quinoline-3-carbonitrile, 7H-Pyrimido[4',5':6,5]pyrano[3,2-h]quinoline, and 14HPyrimido[4',5':6,5]pyrano[3,2-h][1,2,4]triazolo[1,5-c]quinoline Derivatives , 2012 .

[7]  H. Eshghi,et al.  Synthesis of novel benzo[f]chromene compounds catalyzed by ionic liquid , 2012 .

[8]  J. Gallard,et al.  Synthesis of New Phosphonate Derivatives of Naphtho[2,1-b[Pyran]3,2-e][1,2,4]Triazolo [1,5-c]Pyrimidines , 2012 .

[9]  R. Sandaroos,et al.  First example of multicomponent synthesis of 1-ethoxy-3-(4-aryl)-1-phenyl-1H-benzo[f]chromene derivatives , 2012 .

[10]  M. G. Badrey,et al.  Synthesis of Pyrimidines and Heteroannulated Pyrimidine Ring Systems , 2011 .

[11]  G. Jeong,et al.  Neuroprotective and anti-inflammatory effects of mollugin via up-regulation of heme oxygenase-1 in mouse hippocampal and microglial cells. , 2011, European journal of pharmacology.

[12]  A. El-Agrody,et al.  Synthesis and antimicrobial activities of 2-substituted 12H-chromeno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidines, 3-ethoxycarbonyl-12H-chromeno[3,2-e][1,2,4]triazolo[1,5-c] pyrimidine-2-one and ethyl 2-formylamino- and 2-acetylamino-4H-chromene-3-carboxylates , 2011 .

[13]  A. El-Agrody,et al.  Synthesis of 4H-chromene, coumarin, 12H-chromeno[2,3-d]pyrimidine derivatives and some of their antimicrobial and cytotoxicity activities. , 2011, European journal of medicinal chemistry.

[14]  K. S. Kumar,et al.  Microwave-Enhanced Knoevenagel Condensation Catalyzed by NH2SO3NH4. , 2010 .

[15]  H. Abdel-Rahman,et al.  Fluorinated 1,2,4‐Triazolo[1,5‐a]pyrimidine‐6‐carboxylic Acid Derivatives as Antimycobacterial Agents , 2009, Archiv der Pharmazie.

[16]  Hong-juan Wang,et al.  Synthesis 12-Aryl or 12-Alkyl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one derivatives catalyzed by dodecatungstophosphoric acid , 2009 .

[17]  Gang Zhao,et al.  Enantioselective synthesis of naphthopyran derivatives catalyzed by bifunctional thiourea-tertiary amines , 2008 .

[18]  Qiong Chen,et al.  Synthesis, antifungal activity and CoMFA analysis of novel 1,2,4-triazolo[1,5-a]pyrimidine derivatives. , 2008, European journal of medicinal chemistry.

[19]  M. Zaki,et al.  Synthesis, Isomerization, and Antimicrobial Evaluation of Some Pyrazolopyranotriazolopyrimidine Derivatives , 2007, Archiv der Pharmazie.

[20]  M. Zaki,et al.  Synthesis of Pyrazolo[4′,3′:5,6]pyrano[2,3‐d]pyrimidine Derivatives for Antiviral Evaluation , 2007, Archiv der Pharmazie.

[21]  L. Chekir‐Ghedira,et al.  Synthesis and antigenotoxic activity of some naphtho[2,1-b]pyrano[3,2-e][1,2,4]triazolo[1,5-c]pyrimidine derivatives. , 2007, European journal of medicinal chemistry.

[22]  Nan Zhang,et al.  Synthesis and SAR of [1,2,4]triazolo[1,5-a]pyrimidines, a class of anticancer agents with a unique mechanism of tubulin inhibition. , 2007, Journal of medicinal chemistry.

[23]  Z. Starikova,et al.  Synthesis of benzopyrano-triazolopyrimidine spirofused with an oxindole fragment , 2006 .

[24]  J. Polanski,et al.  Antifungal properties of new series of quinoline derivatives. , 2006, Bioorganic & medicinal chemistry.

[25]  B. Vojtesek,et al.  8-Azapurines as new inhibitors of cyclin-dependent kinases. , 2005, Bioorganic & medicinal chemistry.

[26]  F. Chabchoub,et al.  ACTION OF PRIMARY AMINES AND HYDROXYLAMINE ON ETHOXYMETHYLENEAMINONAPHTOPYRANES: SYNTHESIS OF NEW NAPHTOPYRANO [2,3-d] PYRIMIDINES DERIVATIVES , 2005 .

[27]  G. E. Ali,et al.  Synthesis and antimicrobial evaluation of naphtho[2,1-b]pyrano[2,3-d]pyrimidine and pyrano[3,2-e][1,2,4]triazolo[1,5-c]pyrimidine derivatives. , 2004, Acta pharmaceutica.

[28]  Eman M. H. Morsy,et al.  The Behaviour of Ethyl 1-acetyl-4-aryl-5-cyano-3-methyI-1,4-dihydropyrano[2,3-c]pyrazol-6-ylimidoformate Towards Nucleophiles , 2004 .

[29]  W. F. Hoffman,et al.  Synthesis and initial SAR studies of 3,6-disubstituted pyrazolo[1,5-a]pyrimidines: a new class of KDR kinase inhibitors. , 2002, Bioorganic & medicinal chemistry letters.

[30]  S. Tokuhiro,et al.  A novel compound, RS-1178, specifically inhibits neuronal cell death mediated by β-amyloid-induced macrophage activation in vitro , 2002, Brain Research.

[31]  A. Bedair,et al.  Synthesis and antimicrobial activities of novel naphtho[2,1-b]pyran, pyrano[2,3-d]pyrimidine and pyrano[3,2-e][1,2,4]triazolo[2,3-c]-pyrimidine derivatives. , 2001, Farmaco.

[32]  A. Bedair,et al.  Heteroaromatization with 4-Hydroxycoumarin Part II: Synthesis of Some New Pyrano[2,3-d]pyrimidines, [1,2,4]triazolo[1,5-c]pyrimidines and Pyrimido[1,6-b]-[1,2,4]triazine Derivatives. , 2001, Molecules : A Journal of Synthetic Chemistry and Natural Product Chemistry.

[33]  F. Marec,et al.  Mutagenicity of natural anthraquinones from Rubia tinctorum in the Drosophila wing spot test. , 2001, Planta medica.

[34]  A. El-Latif,et al.  4-Hydroxycoumarin in heterocyclic synthesis. Part III. Synthesis of some new pyrano[2,3-d]pyrimidine, 2-substitute. , 2000, Farmaco.

[35]  A. El-Agrody,et al.  Synthesis of pyrano[2,3-d]pyrimidine and pyrano[3,2-e][1,2,4]triazolo[2,3-c]pyrimidine derivatives with promising antibacterial activities , 2000 .

[36]  M. Ghorab,et al.  Utility of 2‐Amino‐4,5,6,8‐tetrahydro‐7H‐chromene‐3‐carbonitriles in Synthesis of Chromeno[2,3‐d]pyrimidine and Chromeno[3,2‐e][1,2,4]triazolo[1,5‐c]pyrimidine Derivatives of Pharmaceutical Interest. , 2000 .

[37]  M. Zaki,et al.  Synthesis of Fused Azoles and N -Heteroaryl Derivatives Based on Pyrano[2,3- c ]Pyrazole , 1999 .

[38]  M. Shaban,et al.  The Chemistry of 1,2,4-Triazolopyrimidines I: 1,2,4-Triazolo[4,3-a]Pyrimidines , 1999 .

[39]  M. Zaki.  Synthesis of Novel Fused Heterocycles Based on Pyrano[2,3-c]pyrazole , 1998 .

[40]  Angeles Martínez-Grau,et al.  Friedländer reaction on 2-amino-3-cyano-4H-pyrans : Synthesis of derivatives of 4H-pyran [2,3-b] quinoline, new tacrine analogues , 1997 .

[41]  A. Borioni,et al.  New [g]-fused [1,2,4]triazolo[1,5-c]pyrimidines: Synthesis of pyrido[3,2-e] and [4,3-e][1,2,4]triazolo[1,5-c]pyrimidine, pyrimido[5,4-e][1,2,4]triazolo[1,5-c]pyrimidine and [1,2,4]triazolo[1,5-c]pteridine derivatives , 1994 .

[42]  G. Fischer.  1,2,4-Triazolo[1,5-a]pyrimidines , 1993 .

[43]  E. Couladouros,et al.  Synthesis and antimicrobial properties of 2H-pyran-3(6H)-one derivatives and related compounds. , 1992, Journal of pharmaceutical sciences.

[44]  P. Schenone,et al.  Cyclohepta[b]pyran derivatives with platelet antiaggregating and other activities. , 1992, Farmaco.

[45]  F. M. Abdelrazek,et al.  Cinnamoylnitrile‐, pyran‐, and pyranopyrazole‐derivatives containing the salicylanilide moiety with anticipated molluscicidal activity , 1991, Archiv der Pharmazie.

[46]  P. Schenone,et al.  Benzo[6,7]cyclohepta[1,2-b]pyran derivatives with platelet antiaggregating and other activities. , 1991, Farmaco.

[47]  F. Eiden,et al.  Synthese und ZNS‐Wirkung von Pyranderivaten: 6,8‐Dioxabicyclo[3,2,1]octane1) , 1991 .

[48]  P. Schenone,et al.  2H,5H-[1]benzothiopyrano [4,3-b]pyran derivatives with platelet antiaggregating activity. , 1990, Farmaco.

[49]  G. Bianchi,et al.  Synthesis of (2R)-(+)-2,3-Dihydro-2,6-dimethyl-4H-pyran-4-one, a Homologue of Pheromones of a Species in the Hepialidae Family , 1987 .

[50]  H. Itokawa,et al.  Studies on a Novel Anthraquinone and Its Glycosides isolated from Rubia cordifolia and R. akane , 1983 .

[51]  K. Görlitzer,et al.  2‐(1H‐Tetrazol‐5‐yl)‐4,5‐dihydro‐4‐oxo‐indeno[1,2‐b] pyran , 1983 .

[52]  S. J. Mohr,et al.  Pyran copolymer as an effective adjuvant to chemotherapy against a murine leukemia and solid tumor. , 1975, Cancer research.