ChemInform Abstract: Synthesis of Some Novel Ethoxyphthalimide Derivatives of Pyrazolo[3,4‐c]pyrazoles.

Sharma, C. K.; Thadhaney, Bhawana; Pemawat, Gangotri; Talesara, G. L.

doi:10.1002/chin.200925111

Cited by 6 publications

(6 citation statements)

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“…Chemistry Synthesis of ortho aminonitriles 1a-c [11] A solution of 5-methyl-2,4-dihydro-3H-pyrazol-3-one [12] (0.98 g, 0.01 mol), arylidenemalononitrile [13] (0.01 mol) and ammonium acetate (0.98 g, excess) in ethanol (15 mL) was refluxed for 5-7 h. The solvent was evaporated and the remaining solids were crystallized from ethanol to give compounds 1a-c.…”

Section: Methodsmentioning

confidence: 99%

Synthesis, molecular docking, antimicrobial, antiquorum-sensing and antiproliferative activities of new series of pyrazolo[3,4-b]pyridine analogs

Hawas

El‐Gohary

Gabr

et al. 2019

Synthetic Communications

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The 2D structures of compounds were built and converted into 3D using vLife MDS 3.0 software. The 3D structures were then energetically minimized up to the rms gradient of 0.01 using the CHARMM22 force field. All conformers were then energetically minimized up to the rms gradient of 0.01. Molegro 2.5 software [1] was used for molecular docking studies and Lead IT 2.3.2 software [2] was used to generate 2D binding poses. LigandScout 4.1 software [3] was used to generate 3D and 2D pharmacophoric maps. The 3D and 2D pharmacophoric maps for the structural features of 2a are displayed in Supplementary Figure S1A,B. The overlay of pharmacophoric map of 2a to pharmacophoric map of the binding of etoposide to TOP IIis shown in Supplementary Figure S1C. Computational studiesComputational studies are useful in the evaluation of physicochemical properties, pharmacokinetics and toxicity of compounds. [4] Lipophilicity and aqueous solubility are the principal properties that affect drug absorption. Thus, the new analogs were studied for the prognosis of Lipinski's rule of five [5] and Veber's criteria [6] using molinspiration software. [7] Also, their carcinogenic properties [8] and drug score values were calculated. [9]

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Section: Methodsmentioning

confidence: 99%

Synthesis, molecular docking, antimicrobial, antiquorum-sensing and antiproliferative activities of new series of pyrazolo[3,4-b]pyridine analogs

Hawas

El‐Gohary

Gabr

et al. 2019

Synthetic Communications

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“…This compound was synthesized by methods reported earlier [20]. Ethyl acetoacetate (0.1 mole) was taken in conical flask and hydrazine hydrate (0.2 mole) in ethanol (20 ml) was added drop wise to it with stirring.…”

Section: Synthesis Of 3-methyl-1h-pyrazol-5(4h)-one (1)mentioning

confidence: 99%

Synthesis, Antitumor and Antimicrobial Activities of Some Novel 1-(Substituted)-3-Methyl-1<i>H</i>-Pyrazol-5(4<i>H</i>)-One

Antre¹,

Cendilkumar²,

Nagarajan³

et al. 2011

J. Sci. Res.

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Several 1-(substituted)-3-methyl-1H-pyrazol-5(4H)-one as RA1-RA9 were synthesized and compounds were screened for antitumor activity against Ehrlich ascites carcinoma (EAC) cells and antimicrobial activity. Elemental analysis, mass spectral data, 1H-NMR, and IR confirmed the structure of the newly synthesized compounds. Some of the tested compounds showed good antitumor and antimicrobial activity. Compounds RA1, RA4, and RA9 exhibit highest antitumor activity against EAC cells in comparison with 5-flurouracil as standard drug.Keywords: Ehrlich ascites carcinoma; Pyrazolone; Antitumor; N-substitution; Antimicrobial.© 2012 JSR Publications. ISSN: 2070-0237 (Print); 2070-0245 (Online). All rights reserved.doi: http://dx.doi.org/10.3329/jsr.v4i1.7027 J. Sci. Res. 4 (1), 183-192 (2012)

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“…Moreover, the pyrazolo[3,4‐ c ]pyrazole nucleus was proven to constitute the active part of several biologically active compounds . On the other hand, the literature reveals that several methods have been described for the elaboration of substituted pyrazolo[3,4‐ c ]pyrazoles as reaction of 4‐arylidenepyrazol‐5‐ones with hydrazines and hydrazides , Vilsmeier reaction of hydrazonopyrazol‐5‐ones, reaction of thiocarbohydrazides with 4‐acetyl/benzoyl‐pyrazol‐5‐ones , hydrazinolysis of aminocyanopyrazoles , hydrazinolysis of 5‐oxo‐N‐phenyl‐4,5‐dihydro‐1 H ‐pyrazole‐4‐carbothioamides , reaction of amino and hydroxy pyrazoles with hydrazonyl halides , reaction of 5‐chloro‐1 H ‐pyrazole‐4‐carbaldehydes with hydrazines in the presence of p ‐TsOH , and cyclocondensation of 4,5‐dihydro‐3‐phenyl‐5‐[(2‐propenyl)thio]‐1 H ‐1,2,4‐triazole with ethyl 2‐chloro‐2‐(2‐p‐tolylhydrazono)acetate . In view of the aforementioned facts, our efforts were directed towards a new facile synthesis of various functionalized derivatives of pyrazolo[3,4‐ c ]pyrazole bearing coumarine moiety that have not been reported hitherto with the hope of augmentation in biological activities .…”

Section: Introductionmentioning

confidence: 99%

Facile Synthesis of Pyrazolo[3,4‐c]pyrazoles Bearing Coumarine Ring as Anticancer Agents

Gomha

Abdel‐aziz

Elreedy

2018

Journal of Heterocyclic Chem

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In the present study, 2‐(2‐oxo‐2H‐chromene‐3‐carbonyl)‐5‐phenyl‐2,4‐dihydro‐3H‐pyrazol‐3‐one was prepared and reacted with various hydrazonoyl halides to give a series of 2‐(2‐oxo‐2H‐chromene‐3‐carbonyl)‐5‐phenyl‐4‐((2‐phenylhydrazono)methyl)‐2,4‐dihydro‐3H‐pyrazol‐3‐one in good yield. Cyclization of the latter hydrazone with POCl3 yielded the respective 3‐(3‐phenyl‐ 4,6‐disubstituted‐1,6‐dihydropyrazolo[3,4‐c]pyrazole‐1‐carbonyl)‐2H‐chromen‐2‐ones. The structures of the newly synthesized compounds were established on the basis of spectroscopic evidences and their alternative syntheses. The newly synthesized compounds were evaluated for their antitumor activities against hepatocellular carcinoma (HepG2) cell line and the results revealed promising activities of compounds 4e, 4c, and 4d with IC50 equal 0.92 ± 0.22, 1.43 ± 0.19, and 2.17 ± 0.21 μM, respectively.

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ChemInform Abstract: Synthesis of Some Novel Ethoxyphthalimide Derivatives of Pyrazolo[3,4‐c]pyrazoles.

Cited by 6 publications

References 0 publications

Synthesis, molecular docking, antimicrobial, antiquorum-sensing and antiproliferative activities of new series of pyrazolo[3,4-b]pyridine analogs

Synthesis, molecular docking, antimicrobial, antiquorum-sensing and antiproliferative activities of new series of pyrazolo[3,4-b]pyridine analogs

Synthesis, Antitumor and Antimicrobial Activities of Some Novel 1-(Substituted)-3-Methyl-1<i>H</i>-Pyrazol-5(4<i>H</i>)-One

Facile Synthesis of Pyrazolo[3,4‐c]pyrazoles Bearing Coumarine Ring as Anticancer Agents

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