43213-34-9Relevant academic research and scientific papers
Design, synthesis, molecular docking and antimicrobial evaluation of some tosyl carbamate derivatives
Kalaivani, Panneerselvam,Arikrishnan, Jayaraman,Gopalakrishnan, Mannuthusamy
, p. 783 - 788 (2020/03/24)
A series of tosyl carbamates have been synthesized and screened for their antibacterial and antifungal activities. All the synthesized compounds were characterized by spectral techniques (IR, 1H, 13C NMR and mass) and elemental analysis. in silico Molecular docking method was performed to study their antimicrobial activity against the target protein 1T9U. Compound 27 showed good antibacterial activity against Gram-positive and Gram-negative bacterial strains and compound 19 showed good antifungal activity. Molecular docking results revealed that the compound 19 exhibits minimum CDOCKER energy. Tosyl carbamate derivatives having good antimicrobial activities compared to that standard and all the synthesized compounds exhibits moderate CDOCKER scores.
Synthesis, stereochemical and biological studies of some N-cyclohexylcarbamoyl -2,6-diarylpiperidin-4-ones
Sethukumar,Anand, P. Surendar,Kumar, C. Udhaya,Prakasam, B. Arul
, p. 352 - 362 (2016/11/04)
A series of N-cyclohexylcarbamoylpiperidin-4-ones were synthesized by the addition reaction of corresponding piperidin-4-ones with cyclohexylisocyanate in benzene. The structure and stereochemistry of the synthesized N-cyclohexylcarbamoyl -2, 6-diarylpiperidin-4-ones, were established on the basis of their analytical and spectral data (IR, 1H and 13C NMR). 2D NMR spectra (HOMOCOSY, HSQC, HMBC and NOESY) were also recorded to analyze the stereochemistry. In the IR spectra of synthesized compounds, the characteristic absorptions due to ring and amide carbonyl functionalities were observed which evidences the formation of N-cyclohexylcarbamoyl-2, 6-diarylpiperidin-4-ones. NMR spectral results are in line with the proposed structure of the compounds synthesized. Conformational analysis was carried out from the extracted coupling constants and NOESY spectral results. The synthesized compounds were evaluated for their antibacterial and antifungal activities.
Microwave assisted deprotection of heterocyclic semicarbazones by quinolinium flurochromate
Vimala,Santhi,Anusha
, p. 2296 - 2298 (2017/10/05)
The regeneration of semicarbazone from 2,6-diphenyl piperidine-4-one semicarbazone (PPS) and its alkyl substituted derivatives (3, 3 and 5th position) by quinolinium flurochromate (QFC) under microwave irradiation in the presence of montmorillonite K10 clay leads to the formation of ketone in a good yield.
Regeneration of carbonyl compounds by deoximation of piperidine-4-one oximes with quinolinium flurochromate in presence of montmorillonite K10 clay
Vimala,Lingeswari
, p. 2485 - 2487 (2017/10/31)
The regeneration of oximes from 2,6-diphenyl piperidine-4-one oximes (PPO) and its alkyl substituted derivatives (3-alkyl PPO and 3,5- dimethyl PPO) by quinolinium flurochromate under microwave irradiation in the presence of montmorillonite K10 clay leads to the formation of ketone in a good yield.
Synthesis, conformational preferences and antimicrobial evaluation of N-piperazinoacetyl-r-2,c-6-diphenylpiperidin-4-ones
Akila,Jeganathan,Ponnuswamy
, p. 187 - 195 (2016/06/01)
Five new N-piperazinoacetyl-r-2,c-6-diphenylpiperidin-4-ones 11-15 have been synthesized and characterized using IR, 1H, 13C, DEPT & 2D NMR and mass spectral studies. The NMR spectral data indicate that the N-piperazinoacetyl-r-2,c-6-diphenylpiperidin-4-ones 11-15 prefer to exist in an equilibrium between B1 and B2 conformations. Furthermore, the antibacterial and antifungal studies were carried out. The results show that the piperazinoacetyl piperidin-4-ones 11-15 exhibit good activity against the selected bacterial and fungal strains.
Chemoselective synthesis and spectral studies of N-thiocyanatoacetyl derivatives of 3-alkyl-2,6-diarylpiperidin-4-ones
Velayutham Pillai,Rajeswari,Kumar, C. Udhaya,Ramalingan,Manohar,Vidhyasagar
, p. 1209 - 1215 (2016/08/31)
A series of N–thiocyanatoacetyl derivatives of 3–alkyl–2,6–diarylpiperidin–4–ones has been synthesized by the reaction between the N–chloroacetyl derivatives of the respective piperidin–4–ones and the ambident thiocyanate nucleophile. The synthesized compounds have been characterized through FT–IR,1H,13C,1H–1H COSY,1H–13C COSY and NOESY spectra. The spectral data reveal the conformational priority of the six-membered heterocyclic ring.
Molecular docking studies on novel phenyl hydrazine derivatives of piperidones for anticancer efficiency
Rajesh,Kumar, M. Dinesh,Jamunarani,Manikandan
, p. 3969 - 3974 (2015/12/23)
Phenyl hydrazine derivatives of some 2, 6-diphenyl-4-piperidones (3-4) were synthesized by the reaction of piperidone derivatives with phenyl hydrazine. The synthesized compounds (3-4) were characterized using IR, 1H NMR and 13C NMR techniques. ADME-Tox properties of the two compounds showed the drug likeliness property and found to obey Lipinski's rule of five. Molecular docking study for both the synthesized compounds (3-4) exhibited significant binding potency to the target protein structures. The glide score (G.Score) was least observed with dihydrofolate reductase protein which was -7.88 and -5.44 for compounds (3) and (4) respectively. The hydrogen bonds were formed with the residues THR56, SER59 of 2.1 ?, 2.4 ? bond. The Glide score was observed nearly equal to the quinazolinone derivative against dihydrofolate reductase. Therefore further studies could be carried out for the synthesized compounds as lead molecule for cancer drug development.
Conformational analysis of 2,6-diarylpiperidin-4-one hydrazones by X-ray diffraction and NMR spectroscopy
Sankar,Umamatheswari,Pandiarajan
, p. 27 - 38 (2015/02/05)
A new series of 3t-alkyl-2r,6c-diarylpiperidin-4-one N-isonicotinoylhydrazones (12-22) derived from the condensation of 3t-alkyl-2r,6c-diarylpiperidin-4-ones with isoniazid (INH) is reported. Newly synthesized compounds have been characterized by using el
Design, synthesis and cytotoxicity of novel N-benzylpiperidin-4-one oximes on human cervical cancer cells
Dindulkar, Someshwar D,Bhatnagar, Ira,Gawade, Rupesh L,Puranik, Vedavati G.,Kim, Se-Kwon,Anh, Dong Hyun,Parthiban, Paramasivam,Jeong, Yeon Tae
, p. 861 - 873 (2014/07/07)
A series of fifteen diversified N-benzylpiperidin-4-one oximes were synthesized and characterized by their NMR spectral data. Additionally, single-crystal XRD analysis was performed for the representative symmetrically and unsymmetrically substituted molecules. All the synthesized oximes from unsymmetrical ketones existed as E-isomer as witnessed by their NMR and XRD data. Among the synthesized target compounds that evaluated for their in vitro cytotoxicity against human cervical carcinoma (HeLa) cells, five compounds were potent with IC50 50 of 13.88 μM was found to be the best active compound as depicted by the microscopic analysis.
Synthesis, spectral and antimicrobial evaluation of some novel 1-methyl-3-alkyl-2,6-diphenylpiperidin-4-one oxime carbonates
Sivakumar, Rajamanickam,Gokula Krishnan, Kannan,Thanikachalam, Venugopal
, p. 3195 - 3199 (2013/06/27)
Synthesis of some novel biologically active piperidin-4-one oxime carbonates from 1-methyl-3alkyl-2,6-diphenylpiperidin-4-one oximes and substituted chloroformates was carried out in the presence of potassium carbonate as base and tetrabutylammonium bromide (TBAB) as catalyst. The newly synthesized compounds were characterized by IR, 1H, 13C NMR and LC-mass spectra. Based on the 1H NMR analysis, all the compounds were found to adopt normal chair conformation with equatorial orientation of all the substituents. For all the synthesized compounds (5a-5l) antimicrobial activity has been tested against bacterial and fungal strains using Streptomycin and Amphotericin B as standards.
