29170-73-8Relevant academic research and scientific papers
Utilization of a Propenone Derivative in the Synthesis of Some New Cytotoxic Heterocyclic Compounds
Mansour,Sayed,Al-Halim,Marzouk,Shaban
, p. 465 - 475 (2020)
Abstract: New diaryl-substituted pyridine, pyrimidine, pyrazole, and isoxazolederivatives bearing biphenyl-4-yl and 4-(dimethylamino)phenyl substituents havebeen prepared by the reaction of1-(1,1′-biphenyl-4-yl)-3-[4-(dimethylamino)phenyl]prop-2-en-1-one with differentnitrogen nucleophiles such as urea, thiourea, guanidine hydrochloride,semicarbazide hydrochloride, thiosemicarbazide, and hydroxylamine hydrochloride.Nicotinonitrile derivative has been synthesized by one-pot reaction of4-acetylbiphenyl, 4-(dimethylamino)benzaldehyde, and malononitrile in thepresence of ammonium acetate under microwave irradiation, and subsequenttreatment with hydrazine hydrate gave 4,6-diaryl-1H-pyrazolo[3,4-b]pyridin-3-amine. The behavior of 4,6-diarylpyrimidin-2-aminetoward carbon electrophiles has been investigated by reacting it with p-toluenesulfonyl chloride, acetyl chloride, ethylacetoacetate, ethyl cyanoacetate, and nitrous acid to afford the correspondingN-substituted derivatives. 3,5-Diaryl-4,5-dihydro-1H-pyrazole-1-carboxamide reacted with p-toluenesulfonyl chloride and phenylhydrazine to produceN-tosyl carboxamide andcarbohydrazonamide derivatives, respectively. Treatment of analogouspyrazole-1-carbothioamide with phenyl isothiocyanate, p-toluenesulfonyl chloride, and chloroacetyl chloride affordedN-(phenylcarbamothioyl), N-tosyl, and aminoacetamide derivatives,respectively. All the synthesized compounds were characterized by1H NMR, IR, and mass spectra and elementalanalyses. Some of the newly synthesized compounds were evaluated for theirin vitro cytotoxic activity againstHePG-2 and MCF-7 cell lines.4-(1,1′-Biphenyl-4-yl)-6-[4-(dimethylamino)phenyl]-5,6-dihydropyrimidine-2(1H)-thione and4-[5-(1,1′-biphenyl-4-yl)-4,5-dihydro-1,2-oxazol-3-yl]-N,N-dimethylaniline displayed a promising growth inhibitory effecttoward the two cell lines in comparison with the standard drugdoxorubicin.
A Facile One-pot Synthesis and Anticancer Evaluation of Interesting Pyrazole and Pyrimidinthione via Heterocyclic Interconversion
Rizk, Sameh A.,Shaban, Safa
, p. 2379 - 2388 (2019)
Design and synthesis of new pyrazole, pyrimidinthione, and triazepinthione derivatives via heterocyclic ring opening of azacoumarin were promoted with grinding and ultrasonic reaction conditions. Efficient solventless one-pot synthesis can be well progressed to afford the good yield of new heterocyclic products that were characterized by IR, 1H-NMR, MS, and microanalytical data. Anticancer evaluation for the synthesized compounds exhibited moderate to good cytotoxicity such as pyrazole derivatives 5, 9, and 14 that displayed best cytotoxic activities with IC50 8.16 ± 1.1, 7.02 ± 0.6, and 5.12 ± 0.41 μg/mL and 9.28 ± 0.7, 6.45 ± 0.9, and 5.85 ± 0.26 μg/mL for MCF-7 and WI cells, respectively. Pyrimidine derivatives 6, 11, and 15 exhibited strong cytotoxicity with IC50 8.9 ± 0.62, 7.16 ± 0.5, and 7.72 ± 0.41 μg/mL against MCF-7.
QSAR-driven design, synthesis and discovery of potent chalcone derivatives with antitubercular activity
Gomes, Marcelo N.,Braga, Rodolpho C.,Grzelak, Edyta M.,Neves, Bruno J.,Muratov, Eugene,Ma, Rui,Klein, Larry L.,Cho, Sanghyun,Oliveira, Guilherme R.,Franzblau, Scott G.,Andrade, Carolina Horta
, p. 126 - 138 (2017/06/06)
New anti-tuberculosis (anti-TB) drugs are urgently needed to battle drug-resistant Mycobacterium tuberculosis strains and to shorten the current 6–12-month treatment regimen. In this work, we have continued the efforts to develop chalcone-based anti-TB co
Characterization of the Fluorescence Properties of 4-Dialkylaminochalcones and Investigation of the Cytotoxic Mechanism of Chalcones
Zhou, Bo,Jiang, Peixin,Lu, Junxuan,Xing, Chengguo
, p. 539 - 552 (2016/08/26)
Understanding the mechanisms responsible for the various biological activities of chalcones, particularly the direct cellular targets, presents an unmet challenge. Here, we prepared a series of fluorescent chalcone derivatives as chemical probes for their
SAR studies of differently functionalized 4′-phenylchalcone based compounds as inhibitors of cathepsins B, H and L
Ravish, Indu,Raghav, Neera
, p. 50440 - 50453 (2015/06/25)
Conditions related to the elevated levels of cathepsin B [3.4.22.1], cathepsin H [3.4.22.16] and cathepsin L [3.4.22.15] in various cancerous, rheumatoid arthritis and tissue degenerative disorders motivate the design, synthesis and evaluation of compound
Solvent free synthesis of different substituted pyrazoles under microwave irradiation via one pot synthesis and their biological evaluation
Shorey, Shweta,Choudhary, Prakash,Intodia, Kumud
, p. 5930 - 5932,3 (2020/09/15)
Pyrazoles and their derivative are widely used as pharmaceutical and agrochemical agents and consequently a large number of synthetic routes to pyrazole have been reported. Due to the property of reducing blood sugar by pyrazole, it has resulted in the sy
Synthesis and pharmacological evaluation of pyrazoline derivatives as new anti-inflammatory and analgesic agents
Amir, Mohammad,Kumar, Harish,Khan, Suroor A.
, p. 918 - 922 (2008/09/18)
A series of 3-(4-biphenyl)-5-substituted phenyl-2-pyrazolines (2a-h) and 1-benzoyl-3-(4-biphenyl)-5-substituted phenyl-2-pyrazolines (3a-h) were synthesized by condensation of chalcones with hydrazine hydrate in solvent system ethanol and DMF. The newly synthesized compounds were screened for their anti-inflammatory and analgesic activity, and were compared with standard drug. Among the compounds studied, compound 2e showed more potent anti-inflammatory and analgesic activity than the standard drug, along with minimum ulcerogenic index.
