Rizk Khidre - Academia.edu (original) (raw)
Papers by Rizk Khidre
ChemInform, Jun 10, 2010
Efficient Synthesis Routes for Various Phthalimido Phosphor Esters as Antimicrobial Agents in Ter... more Efficient Synthesis Routes for Various Phthalimido Phosphor Esters as Antimicrobial Agents in Terms of Structure-Activity Relationship.-A series of title derivatives are tested for their antimicrobial activities. Some of the compounds which include a P-N bond such as (XI) can be considered as lead molecules to be modified in order to improve their antibiotic activities.-(ABDOU*,
ChemInform, Sep 27, 2012
Regioselective Condensation of Alkylidenephosphoranes to N-Methoxy-and N-Anilino-1H Isoindole-1,3... more Regioselective Condensation of Alkylidenephosphoranes to N-Methoxy-and N-Anilino-1H Isoindole-1,3-(2H)-diones.-Some of the monoolefinated phthalimide derivatives obtained are found to be potent antiinflammatory agents. In particular, potassium salts of phthalimide derivatives (VII) appear to be good candidates for lead molecules.-(ABDOU*,
ChemInform, Mar 26, 2015
The current review summarizes the known synthetic routes of fused imidazopyrazoles. This review i... more The current review summarizes the known synthetic routes of fused imidazopyrazoles. This review is classified into two main categories based on the type of annulations, for example, annulation of the imidazole ring onto a pyrazole scaffold or annulation of the pyrazole ring onto an imidazole scaffold. Some medicinal applications of imidazopyrazoles are mentioned. 2. Synthesis by Annulation of the Imidazole Ring onto a Pyrazole Scaffold 2.1. Synthesis of Imidazo[1,2-b]Pyrazole. Ethyl 5-amino-1-(2hydroxy-2-phenylethyl)-1H-pyrazole-4-carboxylate 3, obtained by reaction of 2-hydrazino-1-phenylethanol 1 with ethyl (ethoxymethylene)cyanoacetate 2, was treated with concentrated sulphuric acid at 0 ∘ C to give the 2-phenyl-2,3dihydro-1H-imidazo[1,2-b]pyrazole-7-carboxylate 4. Also, on condensation of 1 with ethoxymethylenemalononitrile in absolute ethanol the 5-amino-1-(2-hydroxy-2-phenylethyl)-1H-pyrazole-4-carbonitrile 6 was obtained and then hydrolysed in alkaline ethanol/water solution to form 5-amino-1-(2-hydroxy-2-phenylethyl)-1H-pyrazole-4-carboxamide 7.
IUCrData, 2018
The asymmetric unit of the title compound, C20H18N8O2, comprises one complete molecule and a half... more The asymmetric unit of the title compound, C20H18N8O2, comprises one complete molecule and a half molecule completed by crystallographic twofold symmetry leading toZ= 12. The dihedral angles between the planes of the linked phenyl and methyltriazolyl groups are 69.48 (5) and 44.85 (9)° for the first molecule and 42.88 (9)° for the second. The conformations of the diformyl hydrazyl groups of the molecules are similar as indicated by C—N—N—C torsion angles of −83.4 (2) and −86.4 (3)°. In the crystal, neighbouring molecules are linked by pairs of N—H...O hydrogen bonds to form independent columns propagating parallel to thec-axis direction.
Polycyclic Aromatic Compounds, Dec 6, 2021
ChemInform, Jun 13, 2013
Three different types of new phosphono‐substituted tetrazolo quinolines are synthesized by reacti... more Three different types of new phosphono‐substituted tetrazolo quinolines are synthesized by reacting 2‐azidoquinoline‐3‐carboxaldehydes (I) with phosphites, phosphines, and Horner—Emmons reagent.
![Research paper thumbnail of 1-{2-Anilino-4-methyl-5-[5-methyl-1-(4-methylphenyl)-1H-1,2,3-triazole-4-carbonyl]thiophen-3-yl}ethanone](https://attachments.academia-assets.com/108065407/thumbnails/1.jpg)
](IUCrData, Mar 15, 2018
In the title compound, C 24 H 22 N 4 O 2 S, the dihedral angle between the triazole and thiophene... more In the title compound, C 24 H 22 N 4 O 2 S, the dihedral angle between the triazole and thiophene rings is 4.83 (14). The dihedral angles between the triazole and tolyl rings and between the thiophene and phenyl rings are 48.42 (16) and 9.23 (13) , respectively. An intramolecular N-HÁ Á ÁO hydrogen bond closes an S(6) loop. In the crystal, molecules are stacked parallel to the a-axis direction with weakinteractions between adjacent thiophenyl and triazolyl groups within the stack [centroid-centroid separation = 3.9811 (16) Å ]. Structure description Heterocycles containing 1,2,3-triazole and thiophene moieties have a wide range of applications (
![Research paper thumbnail of ChemInform Abstract: Diverse Reactivity of α-Carbanions Derived from Alkylidenephosphoranes Toward 2-(1λ5-Diazynylidene)-1H-indene-1,3-(2H)dione. General Approach to Conjugated Oxadiazines, Pyridazines and Spiro[3]pyrazoles](https://attachments.academia-assets.com/108065521/thumbnails/1.jpg)
](ChemInform, Apr 7, 2009
www.cheminform.wiley-vch.de Other 6-membered heterocycles R 0670 Diverse Reactivity of α-Carbanio... more www.cheminform.wiley-vch.de Other 6-membered heterocycles R 0670 Diverse Reactivity of α-Carbanions Derived from Alkylidenephosphoranes Toward 2-(1λ 5-Diazynylidene)-1H-indene-1,3-(2H)dione. General Approach to Conjugated Oxadiazines, Pyridazines and Spiro[3]pyrazoles.-The direction of the reaction of dione (I) with phosphonium carbanions in the presence of LiH depends on the structure of the phosphonium salts and the reaction conditions.-(ABDOU*, W.
ChemInform, 2015
ABSTRACT Review: data from 1979 to 1999; 44 refs.
Journal of Heterocyclic Chemistry, Jan 23, 2019
Four mancozeb derivatives containing 1,3,4-thiadiazole, 5a-5d, were successfully synthesized, the... more Four mancozeb derivatives containing 1,3,4-thiadiazole, 5a-5d, were successfully synthesized, then characterized by IR, 1 H NMR, and 13 C NMR spectroscopy and elemental analysis. Their antimicrobial activity against paddy fusarium, Botrytis cinerea, cucumber fusarium, tomato gibberella, and grape white rot was tested in vitro by use of the filter paper disk-diffusion technique. Compounds 5a-5d had moderate to excellent antimicrobial activity in comparison with mancozeb, 6. Among these compounds, 5a had the best inhibitory activity.
Journal of Heterocyclic Chemistry, Apr 27, 2015
This is a PDF file of an article that has undergone enhancements after acceptance, such as the ad... more This is a PDF file of an article that has undergone enhancements after acceptance, such as the addition of a cover page and metadata, and formatting for readability, but it is not yet the definitive version of record. This version will undergo additional copyediting, typesetting and review before it is published in its final form, but we are providing this version to give early visibility of the article. Please note that, during the production process, errors may be discovered which could affect the content, and all legal disclaimers that apply to the journal pertain.
![Research paper thumbnail of Synthesis and Antimicrobial Evaluation of New Pyrazoline and Pyrazolinyl Thiazole Derivatives Bearing Tetrazolo[1,5-a]quinoline Moiety](https://attachments.academia-assets.com/108065518/thumbnails/1.jpg)
](Letters in Drug Design & Discovery, Oct 3, 2016
This is a PDF file of an article that has undergone enhancements after acceptance, such as the ad... more This is a PDF file of an article that has undergone enhancements after acceptance, such as the addition of a cover page and metadata, and formatting for readability, but it is not yet the definitive version of record. This version will undergo additional copyediting, typesetting and review before it is published in its final form, but we are providing this version to give early visibility of the article. Please note that, during the production process, errors may be discovered which could affect the content, and all legal disclaimers that apply to the journal pertain.
Arabian journal for science and engineering, Apr 26, 2017
Series of novel 1,2-bis((3-(1-aryl-5-methyl-1H-1,2,3-triazol-4-yl)-1-phenyl-1H-pyrazol-4-yl)methy... more Series of novel 1,2-bis((3-(1-aryl-5-methyl-1H-1,2,3-triazol-4-yl)-1-phenyl-1H-pyrazol-4-yl)methylene) hydrazines 4 and 2-(5-(3-(1,2,3-triazol-4-yl)pyrazol-4-yl) pyrazol-1-yl)thiazoles 13 were synthesized using simple and convenient procedures, and their structures were established. Treatment of pyrazole-4-carbaldehydes 1 with methyl ketones in alkaline medium gave the corresponding (E)-1aryl-3-(3-(1-aryl-5-methyl-1H-1,2,3-triazol-4-yl)-1-phenyl-1H-pyrazol-4-yl)prop-2-en-1-ones 3 in 82-86% yields. Treatment of 3 with hydrazine hydrate gave 4, in 69-75% yields, rather than the expected 1-aryl-5-methyl-4-(1-aryl-4-(3-phenyl-4,5-dihydro-1H-pyrazol-5-yl)-1H-pyrazol-3-yl)-1H-1,2,3-triazoles. Reactions of 3 with thiosemicarbazide gave the corresponding carbothioamides 9 which in reaction with phenacyl bromides gave the corresponding dihydropyrazolylthiazoles 13 in 82-87% yields. The novel synthesized product exhibits good antimicrobial activities against the tested microorganisms.
Scientific Reports, Apr 12, 2021
A novel series of substituted 4,6-dimethyl-2-oxo-1-(thiazol-2-ylamino)-1,2-dihydropyridine-3-carb... more A novel series of substituted 4,6-dimethyl-2-oxo-1-(thiazol-2-ylamino)-1,2-dihydropyridine-3-carbonitrile derivatives 6, 9, 13, 15, and 17 was synthesized in a good to excellent yield from the reaction of 1-(3-cyano-4,6-dimethyl-2-oxopyridin-1(2H)-yl)thiourea with 2-oxo-N'arylpropanehydrazonoyl chloride, chloroacetone, α-bromoketones, ethyl chloroacetate, and 2,3-dichloroquinoxaline, respectively. The potential DNA gyrase inhibitory activity was examined using in silico molecular docking simulation. The novel thiazoles exhibit dock score values between − 6.4 and − 9.2 kcal/mol and they were screened for their antimicrobial activities. Compound 13a shown good antibacterial activities with MIC ranged from 93.7-46.9 μg/mL, in addition, it shown good antifungal activities with MIC ranged from 7.8 and 5.8 μg/mL.
Acta Poloniae Pharmaceutica, Jun 28, 2019
CDK2, which exhibits an indispensable role as an organizer of cell growth, is the powerfully stud... more CDK2, which exhibits an indispensable role as an organizer of cell growth, is the powerfully studied protein Kinases objective of anticancer suppressors. The present study was dedicated to design (pharmacophore, docking, and binding energy) and to prepare an inspired derivatives of pyrazole and pyrazolo[1,5d]pyrimidine as promising anticancer agents, which can act by targeting CDK2. The promising compounds were selected according to their fit-value and binding energy scores. The anticancer activity against MCF-7 was tested for the prepared compounds and compounds 2, 3b, and 7b showed expressive activity with IC 50 1.75, 0.89 and 1.32 µM respectively. The CDK2 evaluation was carried out to estimate the efficiency of the prepared compounds as promising inhibitors. The results revealed that compound 3b with effective inhibitory activity against tumor growth and with its potent inhibition against the CDK2 enzyme with percent inhibition 86 would be a prospective anticancer agent. The prepared compounds with high biological activity could be used as lead inhibitors for the CDK2 kinase domain.
Mini-reviews in Organic Chemistry, Dec 31, 1969
Synthetic Communications, Mar 26, 2012
A series of fused pyran-(∼40% yield) and furan-(∼20% yield) derivatives were regioselectively pre... more A series of fused pyran-(∼40% yield) and furan-(∼20% yield) derivatives were regioselectively prepared from the reactions of 5,6-difur-2 yl-3-oxo-2,3-dihydropyridazin-4-carbonitrile with ester-and keto phosphorus ylides, whereas new ylides were obtained, in addition to fused furans, in almost equal yields (33%) from the reaction of the same substrate with cyanomethylene(triphenyl)phosphorane. However, application of such Wittig reagents on 2-[(benzylidene)amino]-benzonitrile afforded, in all cases, 4-hydroxyquinolines in a ∼42% yield as major products. Moreover, 2-[(triphenylphosphoranylidene)amino] benzonitrile, with the corresponding alkene, was also isolated a side products.
ChemInform, Jun 10, 2010
Efficient Synthesis Routes for Various Phthalimido Phosphor Esters as Antimicrobial Agents in Ter... more Efficient Synthesis Routes for Various Phthalimido Phosphor Esters as Antimicrobial Agents in Terms of Structure-Activity Relationship.-A series of title derivatives are tested for their antimicrobial activities. Some of the compounds which include a P-N bond such as (XI) can be considered as lead molecules to be modified in order to improve their antibiotic activities.-(ABDOU*,
ChemInform, Sep 27, 2012
Regioselective Condensation of Alkylidenephosphoranes to N-Methoxy-and N-Anilino-1H Isoindole-1,3... more Regioselective Condensation of Alkylidenephosphoranes to N-Methoxy-and N-Anilino-1H Isoindole-1,3-(2H)-diones.-Some of the monoolefinated phthalimide derivatives obtained are found to be potent antiinflammatory agents. In particular, potassium salts of phthalimide derivatives (VII) appear to be good candidates for lead molecules.-(ABDOU*,
ChemInform, Mar 26, 2015
The current review summarizes the known synthetic routes of fused imidazopyrazoles. This review i... more The current review summarizes the known synthetic routes of fused imidazopyrazoles. This review is classified into two main categories based on the type of annulations, for example, annulation of the imidazole ring onto a pyrazole scaffold or annulation of the pyrazole ring onto an imidazole scaffold. Some medicinal applications of imidazopyrazoles are mentioned. 2. Synthesis by Annulation of the Imidazole Ring onto a Pyrazole Scaffold 2.1. Synthesis of Imidazo[1,2-b]Pyrazole. Ethyl 5-amino-1-(2hydroxy-2-phenylethyl)-1H-pyrazole-4-carboxylate 3, obtained by reaction of 2-hydrazino-1-phenylethanol 1 with ethyl (ethoxymethylene)cyanoacetate 2, was treated with concentrated sulphuric acid at 0 ∘ C to give the 2-phenyl-2,3dihydro-1H-imidazo[1,2-b]pyrazole-7-carboxylate 4. Also, on condensation of 1 with ethoxymethylenemalononitrile in absolute ethanol the 5-amino-1-(2-hydroxy-2-phenylethyl)-1H-pyrazole-4-carbonitrile 6 was obtained and then hydrolysed in alkaline ethanol/water solution to form 5-amino-1-(2-hydroxy-2-phenylethyl)-1H-pyrazole-4-carboxamide 7.
IUCrData, 2018
The asymmetric unit of the title compound, C20H18N8O2, comprises one complete molecule and a half... more The asymmetric unit of the title compound, C20H18N8O2, comprises one complete molecule and a half molecule completed by crystallographic twofold symmetry leading toZ= 12. The dihedral angles between the planes of the linked phenyl and methyltriazolyl groups are 69.48 (5) and 44.85 (9)° for the first molecule and 42.88 (9)° for the second. The conformations of the diformyl hydrazyl groups of the molecules are similar as indicated by C—N—N—C torsion angles of −83.4 (2) and −86.4 (3)°. In the crystal, neighbouring molecules are linked by pairs of N—H...O hydrogen bonds to form independent columns propagating parallel to thec-axis direction.
Polycyclic Aromatic Compounds, Dec 6, 2021
ChemInform, Jun 13, 2013
Three different types of new phosphono‐substituted tetrazolo quinolines are synthesized by reacti... more Three different types of new phosphono‐substituted tetrazolo quinolines are synthesized by reacting 2‐azidoquinoline‐3‐carboxaldehydes (I) with phosphites, phosphines, and Horner—Emmons reagent.
IUCrData, Mar 15, 2018
In the title compound, C 24 H 22 N 4 O 2 S, the dihedral angle between the triazole and thiophene... more In the title compound, C 24 H 22 N 4 O 2 S, the dihedral angle between the triazole and thiophene rings is 4.83 (14). The dihedral angles between the triazole and tolyl rings and between the thiophene and phenyl rings are 48.42 (16) and 9.23 (13) , respectively. An intramolecular N-HÁ Á ÁO hydrogen bond closes an S(6) loop. In the crystal, molecules are stacked parallel to the a-axis direction with weakinteractions between adjacent thiophenyl and triazolyl groups within the stack [centroid-centroid separation = 3.9811 (16) Å ]. Structure description Heterocycles containing 1,2,3-triazole and thiophene moieties have a wide range of applications (
ChemInform, Apr 7, 2009
www.cheminform.wiley-vch.de Other 6-membered heterocycles R 0670 Diverse Reactivity of α-Carbanio... more www.cheminform.wiley-vch.de Other 6-membered heterocycles R 0670 Diverse Reactivity of α-Carbanions Derived from Alkylidenephosphoranes Toward 2-(1λ 5-Diazynylidene)-1H-indene-1,3-(2H)dione. General Approach to Conjugated Oxadiazines, Pyridazines and Spiro[3]pyrazoles.-The direction of the reaction of dione (I) with phosphonium carbanions in the presence of LiH depends on the structure of the phosphonium salts and the reaction conditions.-(ABDOU*, W.
ChemInform, 2015
ABSTRACT Review: data from 1979 to 1999; 44 refs.
Journal of Heterocyclic Chemistry, Jan 23, 2019
Four mancozeb derivatives containing 1,3,4-thiadiazole, 5a-5d, were successfully synthesized, the... more Four mancozeb derivatives containing 1,3,4-thiadiazole, 5a-5d, were successfully synthesized, then characterized by IR, 1 H NMR, and 13 C NMR spectroscopy and elemental analysis. Their antimicrobial activity against paddy fusarium, Botrytis cinerea, cucumber fusarium, tomato gibberella, and grape white rot was tested in vitro by use of the filter paper disk-diffusion technique. Compounds 5a-5d had moderate to excellent antimicrobial activity in comparison with mancozeb, 6. Among these compounds, 5a had the best inhibitory activity.
Journal of Heterocyclic Chemistry, Apr 27, 2015
This is a PDF file of an article that has undergone enhancements after acceptance, such as the ad... more This is a PDF file of an article that has undergone enhancements after acceptance, such as the addition of a cover page and metadata, and formatting for readability, but it is not yet the definitive version of record. This version will undergo additional copyediting, typesetting and review before it is published in its final form, but we are providing this version to give early visibility of the article. Please note that, during the production process, errors may be discovered which could affect the content, and all legal disclaimers that apply to the journal pertain.
Letters in Drug Design & Discovery, Oct 3, 2016
This is a PDF file of an article that has undergone enhancements after acceptance, such as the ad... more This is a PDF file of an article that has undergone enhancements after acceptance, such as the addition of a cover page and metadata, and formatting for readability, but it is not yet the definitive version of record. This version will undergo additional copyediting, typesetting and review before it is published in its final form, but we are providing this version to give early visibility of the article. Please note that, during the production process, errors may be discovered which could affect the content, and all legal disclaimers that apply to the journal pertain.
Arabian journal for science and engineering, Apr 26, 2017
Series of novel 1,2-bis((3-(1-aryl-5-methyl-1H-1,2,3-triazol-4-yl)-1-phenyl-1H-pyrazol-4-yl)methy... more Series of novel 1,2-bis((3-(1-aryl-5-methyl-1H-1,2,3-triazol-4-yl)-1-phenyl-1H-pyrazol-4-yl)methylene) hydrazines 4 and 2-(5-(3-(1,2,3-triazol-4-yl)pyrazol-4-yl) pyrazol-1-yl)thiazoles 13 were synthesized using simple and convenient procedures, and their structures were established. Treatment of pyrazole-4-carbaldehydes 1 with methyl ketones in alkaline medium gave the corresponding (E)-1aryl-3-(3-(1-aryl-5-methyl-1H-1,2,3-triazol-4-yl)-1-phenyl-1H-pyrazol-4-yl)prop-2-en-1-ones 3 in 82-86% yields. Treatment of 3 with hydrazine hydrate gave 4, in 69-75% yields, rather than the expected 1-aryl-5-methyl-4-(1-aryl-4-(3-phenyl-4,5-dihydro-1H-pyrazol-5-yl)-1H-pyrazol-3-yl)-1H-1,2,3-triazoles. Reactions of 3 with thiosemicarbazide gave the corresponding carbothioamides 9 which in reaction with phenacyl bromides gave the corresponding dihydropyrazolylthiazoles 13 in 82-87% yields. The novel synthesized product exhibits good antimicrobial activities against the tested microorganisms.
Scientific Reports, Apr 12, 2021
A novel series of substituted 4,6-dimethyl-2-oxo-1-(thiazol-2-ylamino)-1,2-dihydropyridine-3-carb... more A novel series of substituted 4,6-dimethyl-2-oxo-1-(thiazol-2-ylamino)-1,2-dihydropyridine-3-carbonitrile derivatives 6, 9, 13, 15, and 17 was synthesized in a good to excellent yield from the reaction of 1-(3-cyano-4,6-dimethyl-2-oxopyridin-1(2H)-yl)thiourea with 2-oxo-N'arylpropanehydrazonoyl chloride, chloroacetone, α-bromoketones, ethyl chloroacetate, and 2,3-dichloroquinoxaline, respectively. The potential DNA gyrase inhibitory activity was examined using in silico molecular docking simulation. The novel thiazoles exhibit dock score values between − 6.4 and − 9.2 kcal/mol and they were screened for their antimicrobial activities. Compound 13a shown good antibacterial activities with MIC ranged from 93.7-46.9 μg/mL, in addition, it shown good antifungal activities with MIC ranged from 7.8 and 5.8 μg/mL.
Acta Poloniae Pharmaceutica, Jun 28, 2019
CDK2, which exhibits an indispensable role as an organizer of cell growth, is the powerfully stud... more CDK2, which exhibits an indispensable role as an organizer of cell growth, is the powerfully studied protein Kinases objective of anticancer suppressors. The present study was dedicated to design (pharmacophore, docking, and binding energy) and to prepare an inspired derivatives of pyrazole and pyrazolo[1,5d]pyrimidine as promising anticancer agents, which can act by targeting CDK2. The promising compounds were selected according to their fit-value and binding energy scores. The anticancer activity against MCF-7 was tested for the prepared compounds and compounds 2, 3b, and 7b showed expressive activity with IC 50 1.75, 0.89 and 1.32 µM respectively. The CDK2 evaluation was carried out to estimate the efficiency of the prepared compounds as promising inhibitors. The results revealed that compound 3b with effective inhibitory activity against tumor growth and with its potent inhibition against the CDK2 enzyme with percent inhibition 86 would be a prospective anticancer agent. The prepared compounds with high biological activity could be used as lead inhibitors for the CDK2 kinase domain.
Mini-reviews in Organic Chemistry, Dec 31, 1969
Synthetic Communications, Mar 26, 2012
A series of fused pyran-(∼40% yield) and furan-(∼20% yield) derivatives were regioselectively pre... more A series of fused pyran-(∼40% yield) and furan-(∼20% yield) derivatives were regioselectively prepared from the reactions of 5,6-difur-2 yl-3-oxo-2,3-dihydropyridazin-4-carbonitrile with ester-and keto phosphorus ylides, whereas new ylides were obtained, in addition to fused furans, in almost equal yields (33%) from the reaction of the same substrate with cyanomethylene(triphenyl)phosphorane. However, application of such Wittig reagents on 2-[(benzylidene)amino]-benzonitrile afforded, in all cases, 4-hydroxyquinolines in a ∼42% yield as major products. Moreover, 2-[(triphenylphosphoranylidene)amino] benzonitrile, with the corresponding alkene, was also isolated a side products.