5304-05-2Relevant academic research and scientific papers
TfOH mediated intermolecular electrocyclization for the synthesis of pyrazolines and its application in alkaloid synthesis
Annes, Sesuraj Babiola,Vairaprakash, Pothiappan,Ramesh, Subburethinam
, p. 30071 - 30075 (2018/09/11)
TfOH mediated easy access to interesting pyrazolines starting from an aldehyde, phenylhydrazine and styrene has been developed. The scope of this synthetic methodology has been explored by synthesizing various 1,3,5-trisubstituted pyrazolines in very good yields with very high regioselectivity. The origin of regioselectivity has been explained by comparing the stability of possible intermediate carbocations. The synthetic utility of a green solvent has been explored by synthesizing some of pyrazolines in a DES medium. The synthetic application of the present methodology is employed in the synthesis of a pyrazoline alkaloid.
Synthesis and anticancer activity of 1,3,5-triaryl-1H-pyrazole
Ghadbeigi, Sajad,Ostad, Seyed Nasser,Shafiee, Abbas,Amini, Mohsen
, p. 754 - 759 (2015/10/05)
Previous studies demonstrated that some pyrazole derivatives could be considered as potential anticancer agents. A series of 1,3,5-triaryl-1H-pyrazole derivatives were prepared by the reaction of phenylhydrazin and different chalcones. The previous classi
Design, synthesis, and pharmacological evaluation of new pyrazoline derivatives
Sapnakumari, Majal,Narayana, Badiadka,Gurubasavarajswamy, Purawarga Matada,Sarojini, Balladka Kunhanna
, p. 1015 - 1024 (2015/08/06)
In the present investigation, a new series of pyrazoline derivatives has been synthesized by the reaction of chalcones with hydrazine derivatives like hydrazine hydrate and phenyl hydrazines in the presence of different aliphatic acids. The chemical struc
A novel methodology for synthesis of dihydropyrazole derivatives as potential anticancer agents
Wang, Xu,Pan, Ying-Ming,Huang, Xiao-Chao,Mao, Zhong-Yuan,Wang, Heng-Shan
supporting information, p. 2028 - 2032 (2014/03/21)
A novel, simple, and efficient method for the synthesis of 4,5-dihydropyrazole derivatives has been developed. The reaction proceeded through the base-induced isomerization of easily accessible propargyl alcohols followed by cyclization of α,β-unsaturated hydrazones. Furthermore, selected compounds 3ab and 3ac exhibited good activities against Bel-7404 (human hepatoma cancer), HepG2 (human liver cancer), NCI-H460 (human lung cancer) and SKOV3 (human ovarian cancer) cell lines with IC50 in the range of 22-46 μmol L-1.
Predicting the photoinduced electron transfer thermodynamics in polyfluorinated 1,3,5-triarylpyrazolines based on multiple linear free energy relationships
Verma, Manjusha,Chaudhry, Aneese F.,Fahrni, Christoph J.
experimental part, p. 1536 - 1546 (2009/06/28)
The photophysical properties of 1,3,5-triarylpyrazolines are strongly influenced by the nature and position of substituents attached to the aryl-rings, rendering this fluorophore platform well suited for the design of fluorescent probes utilizing a photoinduced electron transfer (PET) switching mechanism. To explore the tunability of two key parameters that govern the PET thermodynamics, the excited state energy ΔE00 and the acceptor potential E(A/A-), a library of polyfluoro-substituted 1,3-diaryl-5-phenyl-pyrazolines was synthesized and characterized. The observed trends for the PET parameters were effectively captured through multiple Hammett linear free energy relationships (LFER) using a set of independent substituent constants for each of the two aryl rings. Given the lack of experimental Hammett constants for polyfluoro-substituted aromatics, theoretically derived constants based on the electrostatic potential at the nucleus (EPN) of carbon atoms were employed as quantum chemical descriptors. The performance of the LFER was evaluated with a set of compounds that were not included in the training set, yielding a mean unsigned error of 0.05 eV for the prediction of the combined PET parameters. The outlined LFER approach should be well suited for designing and optimizing the performance of cation-responsive 1,3,5-triarylpyrazolines.
Synthesis and anti-inflammatory activity of fluorinated phenyl styryl ketones and N-phenyl-5-substituted aryl-3-p-(fluorophenyl) pyrazolins and pyrazoles
Nargund,Hariprasad,Reddy
, p. 892 - 894 (2007/10/02)
Various N-phenyl-5-substituted aryl-3-p-(fluorophenyl) pyrazolins and pyrazoles were synthesized by cyclization of the corresponding 4- (fluorophenyl) styryl and 4-(fluorophenyl) dibromostyryl ketones. These compounds were characterized by elemental analy
