Synthesis and pharmacological evaluation of schiff bases of 4-(2-aminophenyl)-morpholines

Panneerselvam, P.; Priya, M. Gnana Ruba; Kumar, NRamesh; Govindaraj, Saravanan

doi:10.4103/0250-474x.57292

Cited by 21 publications

(11 citation statements)

References 9 publications

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“…Morpholines are six-membered heterocycles featuring both cyclic amine and ether functional group. These compounds possess important applications in pharmaceuticals and in industries (Panneerselvam et al, 2009;Subhashini et al, 2013).…”

Section: S1 Commentmentioning

confidence: 99%

Crystal structure of 3-(morpholin-4-yl)-1-phenyl-3-(pyridin-2-yl)propan-1-one

Ahamed¹,

Padusha²,

Gunasekaran

2015

Acta Cryst E

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In the title compound C18H20N2O2, the morpholine ring adopts a chair conformation with the exocyclic N—C bond in an equatorial orientation. The N atom of the morpholine ring and the C atom of the carbonyl group are in an anti conformation about the central C—C bond [torsion angle = −162.92 (11)°] and the dihedral angle between the planes of the benzene ring and the pyridine ring is 83.30 (5)°. In the crystal, pairs of very weak C—H⋯π interactions link the molecules into inversion dimers.

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Section: S1 Commentmentioning

confidence: 99%

Crystal structure of 3-(morpholin-4-yl)-1-phenyl-3-(pyridin-2-yl)propan-1-one

Ahamed¹,

Padusha²,

Gunasekaran

2015

Acta Cryst E

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“…[17] These class of compounds has demonstrated extensive range of biological activities including analgesic, antiinflammatory, anticancer, antidepressant, HIVprotease inhibitors, appetite suppressant, local anaesthetic, antiplatelet, selective inhibitor of protein kinase C, antitumor, neuroprotective, antifungal, antituberculosis, anti-parasitic, antimalarial, hypolipidemic and hypocholesterolemic activities. [18][19][20] Moreover, morpholine clubbed pyrimidines are important molecules and mostly studied as PI3 K/Akt/mTOR pathway inhibitors. [21][22][23] In Figure 1 some commercial drugs containing morpholine unit, primidine unit and pyrazole unit were shown as representative leads which encourage us to use these moieties in molecular hybridization for designing of our targeted molecules.…”

Section: Introductionmentioning

confidence: 99%

Pyrimidine‐Pyrazole Hybrids as Morpholinopyrimidine‐Based Pyrazole Carboxamides: Synthesis, Characterisation, Docking, ADMET Study and Biological Evaluation

Vekariya

Vekariya²,

Patel

et al. 2018

ChemistrySelect

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With the utilization of molecular hybridization, a series of novel morpholinopyrimidine based distinctive pyrazole carboxamides were designed and synthesized in an attempt to develop newer antimicrobial agents against the increasing bacterial resistance. Structure of final targeted compounds were confirmed by spectral analysis i. e. 1H‐NMR, 13C‐NMR and Mass spectra. The newly synthesized compounds were screened for their preliminary in‐vitro antibacterial activity against a panel of pathogenic strains of bacteria and fungi, antituberculosis activity against Mycobacterium tuberculosis H37Rv and antimalarial activity against Plasmodium falciparum. In addition to this, In‐silico molecular docking study and ADME properties were likewise studied for the targeted compounds. It was inferred that from the series, Fluorinated anilide derivatives of morpholinopyrimidine clubbed with pyrazole carboxylate emerged out as potential antimicrobial candidates from the in‐vitro antimicrobial assay.

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“…In this connection, piperazine moiety is considered a critical core for novel drug design (Bali et al, 2010). Furthermore, anti-inflammatory and antinociceptive properties of heterocycles conjugated to morpholine have been also reported (Panneerselvam et al, 2009).…”

Section: Introductionmentioning

confidence: 99%

Pharmacological evaluation, molecular docking and dynamics simulation studies of salicyl alcohol nitrogen containing derivatives

Ali¹,

Subhan

Wadood³

et al. 2013

Afr. J. Pharm. Pharmacol.

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The current study was conducted to evaluate in vivo the anti-inflammatory, antinociceptive and antipyretic activities of salicyl alcohol nitrogen containing derivatives that are [4-(2-hydroxybenzyl) morpholin-4-iumchloride (I)], [1,4-bis (2-hydroxybenzyl) piperazine-1,4-diium chloride (II)]. The synthetic compound I, II and standard (aspirin) were evaluated in the laboratory animal model at three different dose levels for each activity. These compounds were examined for, anti-inflammatory activity in carrageenan induced paw edema model [50, 100 and 150 mg/kg intraperitoneally (i.p)], antinociceptive properties in acetic acid induced writhing model (15, 30 and 45 mg/kg i.p), hot plate test model (30 and 45 mg/kg i.p) and antipyretic activity in Brewer's yeast induced pyrexia model (50,100 and 150 mg/kg i.p), using Swiss albino mice. Result of this study indicated that these compounds; possess dose dependent statistically significant anti-inflammatory, antinociceptive and antipyretic properties, comparable to standard aspirin. Nonetheless, these compounds did not show antinociceptive properties in hot plate test when compared with centrally acting standard analgesic (morphine), thus signifying peripheral mechanism of action in the mediation of antinociception. In order to investigate receptor-compounds interactions in terms of the binding affinity, the molecules were subjected to molecular docking simulation analysis using FRED 2.1 software that showed better binding energy of the compounds with the Cyclooxygenase X (COX)-2 enzyme, predicting these compounds as potential COX-2 inhibitors. As in actual cellular system there was a solvent which makes the enzyme to have a dynamic movement so, molecular dynamic (MD) simulation was carried out during 200 pico seconds (ps) to better understand the binding modes of these compounds with the receptor.

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Synthesis and pharmacological evaluation of schiff bases of 4-(2-aminophenyl)-morpholines

Cited by 21 publications

References 9 publications

Crystal structure of 3-(morpholin-4-yl)-1-phenyl-3-(pyridin-2-yl)propan-1-one

Crystal structure of 3-(morpholin-4-yl)-1-phenyl-3-(pyridin-2-yl)propan-1-one

Pyrimidine‐Pyrazole Hybrids as Morpholinopyrimidine‐Based Pyrazole Carboxamides: Synthesis, Characterisation, Docking, ADMET Study and Biological Evaluation

Pharmacological evaluation, molecular docking and dynamics simulation studies of salicyl alcohol nitrogen containing derivatives

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