78255-58-0Relevant academic research and scientific papers
Synthesis, characterization and antitumor activities of some novel thiazinones and thiosemicarbazones derivatives
Anand, Selvam Athavan Alias,George, Kiran,Thomas, Nisha Susan,Kabilan, Senthamaraikannan
, p. 821 - 829 (2020/05/22)
Two series of thiazinone and thiosemicarbazone derivatives (1-12) were synthesized using 2,4-diaryl-3-azabicyclo[3.3.1]nonan-9-ones (ABNs) and 3–alkyl–2,6–diarylpiperidin–4–ones as the starting materials. The structures of newly synthesized compounds were established on the basis of FT–IR, NMR spectroscopy and mass spectrometry. From the spectroscopic data, we identified that the cyclization reaction of thioamide with dialkyl acetylenedicarboxylate selectively gives six membered methyl 2-(2-(2,4-disubstituted-3-azabicyclo[3.3.1]nonan-9-ylidene)hydrazinyl)-4-oxo-4H-1,3-thiazine-6-carboxylates (1-6). In order to investigate the antitumor activities of the synthesized compounds, in?vitro cytotoxicity studies were carried out using human prostate cancer cell lines. Tested compounds showed good/moderate activities against cancer cell lines and further investigation carried out by live/dead assay.
Spontaneous generation of chirality and chiroptical spectra of N-nitroso-2,4-diaryl-3-azabicyclo[3.3.1]nonanes
Olszewska, Teresa,Milewska, Maria J.,Gdaniec, Maria,Polonski, Tadeusz
body text, p. 278 - 283 (2012/06/15)
The crystal structures of several bicyclic N-nitrosamines indicate that they crystallize in the chiral (Sohncke) space group P212 121 as conglomerates. This allows the resolution of these compounds by manual picking of the
Synthesis and anti-tubercular and antimicrobial activities of some 2r,4c-diaryl-3-azabicyclo[3.3.1]nonan-9-one N-isonicotinoylhydrazone derivatives
Sankar,Pandiarajan
experimental part, p. 5480 - 5485 (2010/12/20)
In this study, seven 2r,4c-diaryl-3-azabicyclo[3.3.1]nonan-9-one N-isonicotinoylhydrazones 8-14 were synthesized. The structure and stereochemistry of these compounds were established by IR and NMR spectral data. The purities were checked by elemental analysis. The synthesized compounds adopt twin-chair conformation with equatorial orientations of the aryl groups. The compounds were evaluated for their in vitro anti-tubercular and antimicrobial activities. The initial screen was conducted against Mycobacterium tuberculosis H37Rv (ATTCC 27294) and INH-TB by luciferase reporter phage assay method. All the synthesized compounds showed very good activity against MTB and INH-TB. Though all the compounds showed good antimicrobial activity only 11 (Ar = p-chlorophenyl), 12 (Ar = p-fluorophenyl), 13 (Ar = m-chlorophenyl) and 14 (Ar = m-methoxyphenyl) exhibited activity against all the tested (bacterial and fungal) microorganisms. The results suggest that the formation of hydrogen bonds may play a significant role in drug action.
Synthesis, stereochemistry and antimicrobial studies of novel oxime ethers of aza/diazabicycles
Parthiban, Paramasivam,Aridoss, Gopalakrishnan,Rathika, Paramasivam,Ramkumar, Venkatachalam,Kabilan, Senthamaraikannan
scheme or table, p. 6981 - 6985 (2010/06/16)
Two series of bicyclic oxime ethers viz, 2,4-diaryl-3-azabicyclo[3.3.1]nonan-9-one O-benzyloximes 13-24 and 2,4,6,8-tetraaryl-3,7-diazabicyclo[3.3.1]nonan-9-one O-benzyloximes 31-36 were synthesized and stereochemistry was established by their spectral (1D and 2D NMR) and crystal studies. Synthesized oxime ethers were screened for their in vitro antimicrobial activity against a set of pathogenic bacteria (Pseudomonas aeruginosa, Staphylococcus aureus, Salmonella typhi, Escherichia coli and Klebsiella pneumoniae) and fungi (Candida albicans, Candida-51, Rhizopus sp., Aspergillus niger and Aspergillus flavus) by twofold serial dilution method, respectively, using Ciprofloxacin and Amphotericin B as standards. Most of the molecules expressed promising antimicrobial profile against the tested pathogens and even a few compounds 16, 21, 22, 33 and 34 were better than standard drugs.
Synthesis of polysubstituted 1,4-diazacycloheptan-5-ones. 1. Synthesis and conformational investigation of polysubstituted 4-piperidones
Vatsadze,Krainova,Kovalkina,Zyk
, p. 1185 - 1191 (2007/10/03)
A series of tri- and tetrasubstituted 4-piperidones and their bicyclic analogs has been synthesized. It was established by 1H NMR spectroscopy that all the piperidones obtained have the chair conformation in solution with equatorially disposed
