Fathy Abdelrazek | Cairo University (original) (raw)
Papers by Fathy Abdelrazek
![Research paper thumbnail of Discovery of pyrazolo[3,4-d]pyrimidine and pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidine derivatives as novel CDK2 inhibitors: synthesis, biological and molecular modeling investigations](https://attachments.academia-assets.com/89299962/thumbnails/1.jpg)
](RSC Advances
A new set of pyrazolo[3,4-d]pyrimidine and pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidine scaffo... more A new set of pyrazolo[3,4-d]pyrimidine and pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidine scaffolds (4–13) as well as the thioglycoside derivatives (14, 15) were designed, and synthesized as novel CDK2 targeting compounds.
Letters in Drug Design & Discovery, 2017
Background: An efficient synthesis of hitherto unreported 4-heteroarylpyridines was described via... more Background: An efficient synthesis of hitherto unreported 4-heteroarylpyridines was described via regioselective 1,3-dipolar cycloaddition reactions of 3-(dimethylamino)-1-(pyridin-4-yl)prop-2-en-1-one (2) with nitrilimines 4a-h to afford the corresponding pyrazole derivatives 6a-h. Hydrazinolysis of 6a-c,e-f yielded the respective pyrazolopyridazines 7a-f. The enaminone 2 reacts also with 6-aminothiouracil (8) to yielded thione 9. The reaction of 9 with hydrazonoyl chlorides 3 yielded products 13a-h. Pyridine analogs substituted in the 4-position with a pyridinones 18, 20, 22 or naphthofuran 24 were also synthesized. The structures of the newly synthesized compounds were confirmed by spectral data and elemental analyses. Method: The newly synthesized products were evaluated for their antimicrobial activities. Results: The results revealed that compounds 18 and 24 have good activities compared with Cefepime reference drug. Moreover, the computational studies using MOE 2014.09 software are confirming the results in biological activity.
Journal of Heterocyclic Chemistry, 2013
Phenacylmalononitriles 8a, 8b react with hydrazines under dry conditions to afford the pyrazole d... more Phenacylmalononitriles 8a, 8b react with hydrazines under dry conditions to afford the pyrazole derivatives 9a, 9b, 9c, 9d and in refluxing dioxane to afford the pyrazolo[3,4-c]pyridazine derivatives 11a, 11b, 11c, 11d and the pyridazine-6-imine derivatives 12a, 12b, 12c, 12d. Compounds 12a, 12b were transformed into their oxo analogs 13a, 13b upon reflux in ethanolic HCl, whereas 12c, 12d were transformed into the furan derivatives 14a, 14b under the same reaction conditions (reflux in ethanolic HCl). Compounds 8a, 8b could be transformed directly into the benzoyl-pyrazole derivatives 16a, 16b, 16c, 16d upon coupling with diazotized aromatic amines in pyridine. The structures of the new compounds were substantiated by elemental analyses and spectral data as well as x-ray crystallographic analysis. Plausible mechanisms for the unexpected transformations are suggested.
Journal of Heterocyclic Chemistry, 2014
ABSTRACT Cyclopentanone reacts with malononitrile catalyzed by piperidine or sodium acetate to af... more ABSTRACT Cyclopentanone reacts with malononitrile catalyzed by piperidine or sodium acetate to afford under any case cyclopentylidenemalononitrile dimer: 5-aminospiro-[2,6,7,7a-tetrahydroindene-7,10-cyclopentane]- 4,6,6-tricarbonitrile (7) as the sole product. Contrary to this behavior, cyclohexanone reacts with malononitrile catalyzed by piperidine to afford the analogous cyclohexylidenemalononitrile dimer: 2-aminospiro- [3,4,5,6,7,4a-hexahydronaphthalene-4,10-cyclohexane]-1,3,3-tricarbonitrile (11); whereas when the reaction is catalyzed by sodium acetate, it afforded 9,10-diaza-8,11-dioxo-tricyclo-[4.3.3.01,6]-dodecane-7,12-dicarbonitrile (12). The structures of these products were established on the basis of their elemental analysis and spectral data, and plausible mechanism has been postulated to account for their formation. X-ray crystallography was carried out as a further evidence for structures 7 and 12.
Http Dx Doi Org 10 1080 10426509108034464, Sep 23, 2006
Nucleosides, Nucleotides and Nucleic Acids, 2017
The chalcone derivatives 3a,b were cyclized upon reaction with thiourea to give the pyrazolo[3,4-... more The chalcone derivatives 3a,b were cyclized upon reaction with thiourea to give the pyrazolo[3,4-d]pyrimidine derivatives 5a,b. Condensation of 5a,b and their hydrazide derivatives 8a,b with cyclic and acyclic glucose gave the condensed S- and N-glycosides 7a,b and 9a,b, respectively. Reaction of 3b with ethyl cyanoacetate followed by reaction with cyclic glucose afforded a mixture of the O- and/or N-glycoside isomers 12 and 13, respectively. The pyrazolo[3,4-c]pyrazole derivative 14 was also obtained from the reaction of 3b with hydrazine hydrate. A number of the synthesized compounds were screened for their antitumor activity against three different tumor cell lines HEPG2 (liver), HCT116 (colon) and MCF-7 (breast) with a docking study against CDK2.
Zeitschrift Fur Naturforschung B a Journal of Chemical Sciences, 1989
Some differently substituted 4-phenylthiophene derivatives 2a-d and 8a, b have been prepared from... more Some differently substituted 4-phenylthiophene derivatives 2a-d and 8a, b have been prepared from α-substituted-β-thiocyanatomethyl cinnamonitrile (1). The thiophene derivatives 2a, b and 8a react with trichloroacetonitrile and formamide to afford thieno[2,3-d]pyrimidine derivatives 4, 5 a-c, 7 and 9 a-c, respectively.
Afinidad Revista De Quimica Teorica Y Aplicada, 2008
Afinidad Revista De Quimica Teorica Y Aplicada, 2003
Phosphor Sulfur Silicon, 1991
Journal of Heterocyclic Chemistry, 2010
ABSTRACT
Cheminform, 2010
1995 ring closure reactions ring closure reactions O 0130
Afinidad Revista De Quimica Teorica Y Aplicada, 2005
Cheminform, 2010
ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance t... more ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Http Dx Doi Org 10 1080 10426509608043484, Oct 4, 2006
ABSTRACT
Afinidad Revista De Quimica Teorica Y Aplicada, 2006
Afinidad Revista De Quimica Teorica Y Aplicada, 2006
ABSTRACT
Afinidad Revista De Quimica Teorica Y Aplicada, 2008
RSC Advances
A new set of pyrazolo[3,4-d]pyrimidine and pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidine scaffo... more A new set of pyrazolo[3,4-d]pyrimidine and pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidine scaffolds (4–13) as well as the thioglycoside derivatives (14, 15) were designed, and synthesized as novel CDK2 targeting compounds.
Letters in Drug Design & Discovery, 2017
Background: An efficient synthesis of hitherto unreported 4-heteroarylpyridines was described via... more Background: An efficient synthesis of hitherto unreported 4-heteroarylpyridines was described via regioselective 1,3-dipolar cycloaddition reactions of 3-(dimethylamino)-1-(pyridin-4-yl)prop-2-en-1-one (2) with nitrilimines 4a-h to afford the corresponding pyrazole derivatives 6a-h. Hydrazinolysis of 6a-c,e-f yielded the respective pyrazolopyridazines 7a-f. The enaminone 2 reacts also with 6-aminothiouracil (8) to yielded thione 9. The reaction of 9 with hydrazonoyl chlorides 3 yielded products 13a-h. Pyridine analogs substituted in the 4-position with a pyridinones 18, 20, 22 or naphthofuran 24 were also synthesized. The structures of the newly synthesized compounds were confirmed by spectral data and elemental analyses. Method: The newly synthesized products were evaluated for their antimicrobial activities. Results: The results revealed that compounds 18 and 24 have good activities compared with Cefepime reference drug. Moreover, the computational studies using MOE 2014.09 software are confirming the results in biological activity.
Journal of Heterocyclic Chemistry, 2013
Phenacylmalononitriles 8a, 8b react with hydrazines under dry conditions to afford the pyrazole d... more Phenacylmalononitriles 8a, 8b react with hydrazines under dry conditions to afford the pyrazole derivatives 9a, 9b, 9c, 9d and in refluxing dioxane to afford the pyrazolo[3,4-c]pyridazine derivatives 11a, 11b, 11c, 11d and the pyridazine-6-imine derivatives 12a, 12b, 12c, 12d. Compounds 12a, 12b were transformed into their oxo analogs 13a, 13b upon reflux in ethanolic HCl, whereas 12c, 12d were transformed into the furan derivatives 14a, 14b under the same reaction conditions (reflux in ethanolic HCl). Compounds 8a, 8b could be transformed directly into the benzoyl-pyrazole derivatives 16a, 16b, 16c, 16d upon coupling with diazotized aromatic amines in pyridine. The structures of the new compounds were substantiated by elemental analyses and spectral data as well as x-ray crystallographic analysis. Plausible mechanisms for the unexpected transformations are suggested.
Journal of Heterocyclic Chemistry, 2014
ABSTRACT Cyclopentanone reacts with malononitrile catalyzed by piperidine or sodium acetate to af... more ABSTRACT Cyclopentanone reacts with malononitrile catalyzed by piperidine or sodium acetate to afford under any case cyclopentylidenemalononitrile dimer: 5-aminospiro-[2,6,7,7a-tetrahydroindene-7,10-cyclopentane]- 4,6,6-tricarbonitrile (7) as the sole product. Contrary to this behavior, cyclohexanone reacts with malononitrile catalyzed by piperidine to afford the analogous cyclohexylidenemalononitrile dimer: 2-aminospiro- [3,4,5,6,7,4a-hexahydronaphthalene-4,10-cyclohexane]-1,3,3-tricarbonitrile (11); whereas when the reaction is catalyzed by sodium acetate, it afforded 9,10-diaza-8,11-dioxo-tricyclo-[4.3.3.01,6]-dodecane-7,12-dicarbonitrile (12). The structures of these products were established on the basis of their elemental analysis and spectral data, and plausible mechanism has been postulated to account for their formation. X-ray crystallography was carried out as a further evidence for structures 7 and 12.
Http Dx Doi Org 10 1080 10426509108034464, Sep 23, 2006
Nucleosides, Nucleotides and Nucleic Acids, 2017
The chalcone derivatives 3a,b were cyclized upon reaction with thiourea to give the pyrazolo[3,4-... more The chalcone derivatives 3a,b were cyclized upon reaction with thiourea to give the pyrazolo[3,4-d]pyrimidine derivatives 5a,b. Condensation of 5a,b and their hydrazide derivatives 8a,b with cyclic and acyclic glucose gave the condensed S- and N-glycosides 7a,b and 9a,b, respectively. Reaction of 3b with ethyl cyanoacetate followed by reaction with cyclic glucose afforded a mixture of the O- and/or N-glycoside isomers 12 and 13, respectively. The pyrazolo[3,4-c]pyrazole derivative 14 was also obtained from the reaction of 3b with hydrazine hydrate. A number of the synthesized compounds were screened for their antitumor activity against three different tumor cell lines HEPG2 (liver), HCT116 (colon) and MCF-7 (breast) with a docking study against CDK2.
Zeitschrift Fur Naturforschung B a Journal of Chemical Sciences, 1989
Some differently substituted 4-phenylthiophene derivatives 2a-d and 8a, b have been prepared from... more Some differently substituted 4-phenylthiophene derivatives 2a-d and 8a, b have been prepared from α-substituted-β-thiocyanatomethyl cinnamonitrile (1). The thiophene derivatives 2a, b and 8a react with trichloroacetonitrile and formamide to afford thieno[2,3-d]pyrimidine derivatives 4, 5 a-c, 7 and 9 a-c, respectively.
Afinidad Revista De Quimica Teorica Y Aplicada, 2008
Afinidad Revista De Quimica Teorica Y Aplicada, 2003
Phosphor Sulfur Silicon, 1991
Journal of Heterocyclic Chemistry, 2010
ABSTRACT
Cheminform, 2010
1995 ring closure reactions ring closure reactions O 0130
Afinidad Revista De Quimica Teorica Y Aplicada, 2005
Cheminform, 2010
ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance t... more ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Http Dx Doi Org 10 1080 10426509608043484, Oct 4, 2006
ABSTRACT
Afinidad Revista De Quimica Teorica Y Aplicada, 2006
Afinidad Revista De Quimica Teorica Y Aplicada, 2006
ABSTRACT
Afinidad Revista De Quimica Teorica Y Aplicada, 2008