14850-89-6Relevant academic research and scientific papers
Synthesis, characterization and computational study of N-acylhydrazone derivatives
Alrubaie, Leaqaa A. Raheem
, p. 5067 - 5075 (2021/08/31)
The N-Acylhydrazone of benzoic acid and their derivatives are important intermediates in organic synthesis and have widespread applications in the medicinal industry. The N-Acylhydrazone was prepared through the condensing the phenyl hydrazide derivatives which prepared from phenylmethyl ester, with benzaldehyde and then identified by physicochemical properties and spectral analysis; FT-IR and 1HNMR. Computation calculations studies by using Semi-empirical-PM3 method through a molecular structure with optimized geometry showed that there is a high correlation between dipole moment, Electron affinity (EA), ionization potential (IP), electronegativity, ClogP and hardness. To Proof, the stability of N-Acylhydrazone derivatives by using Molecular orbital calculations supported a full description of the orbitals and the contributions of individual atoms. Highest occupied molecular orbital/lowest unoccupied molecular orbital energies and structures are demonstrated, calculation atomic charge and molecular electrostatic potential. Through the data obtained from the computational chemistry program, Hyper Chem 8, we were able to demonstrate that the N-acylhydrazone derivatives have a close values and within the limits of stability.
Analogs of nitrofuran antibiotics are potent GroEL/ES inhibitor pro-drugs
Chapman, Eli,Chitre, Siddhi,Hoang, Quyen Q.,Howe, Chris,Johnson, Steven M.,Park, Yangshin,Ray, Anne-Marie,Sivinski, Jared,Stevens, Mckayla,Washburn, Alex
, (2020/09/15)
In two previous studies, we identified compound 1 as a moderate GroEL/ES inhibitor with weak to moderate antibacterial activity against Gram-positive and Gram-negative bacteria including Bacillus subtilis, methicillin-resistant Staphylococcus aureus, Kleb
Synthesis and biological evaluation in vitro and in silico of N-propionyl-N′-benzeneacylhydrazone derivatives as cruzain inhibitors of Trypanosoma cruzi
Delgado-Maldonado, Timoteo,Nogueda-Torres, Benjamín,Espinoza-Hicks, José C.,Vázquez-Jiménez, Lenci K.,Paz-González, Alma D.,Juárez-Saldívar, Alfredo,Rivera, Gildardo
, (2020/11/24)
Abstract: An N-acylhydrazone scaffold has been used to develop new drugs with diverse biological activities, including trypanocidal activity against different strains of Trypanosoma cruzi. However, their mechanism of action is not clear, although in T. cr
Sodium hypochlorite-mediated synthesis of 2,5-disubstituted 1,3,4-oxadiazoles from hydrazides and aldehydes
Paidi, Karuna Raman,Kolli, Murali Krishna,Reddy, Eeda Koti,Pedakotla, Venkata Ramana
, p. 371 - 376 (2020/05/04)
[Figure not available: see fulltext.] A simple and convenient method for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles has been developed. Structurally divergent symmetrical and unsymmetrical 2,5-disubstituted 1,3,4-oxadiazoles can be obtained in moderate to high yields via NaOCl-mediated oxidative cyclization of N-acylhydrazones, generated in situ from aliphatic and aromatic hydrazides and aldehydes.
Oxadiazole based Os(IV) compounds as potential DNA intercalator and cytotoxic agents
Bhatt, Bhupesh S.,Patel, Mohan N.,Pathak, Chandramani,Pursuwani, Bharat H.,Vaidya, Foram U.
, (2020/07/10)
Os(IV) compounds and ligands have been synthesized and well characterized. DNA cleavage tendency of compounds has been evaluated using gel electrophoresis and binding behavior has been evaluated by viscosity measurements, absorption titration, fluorescenc
Synthesis of amino-diamondoid pharmacophores: Via photocatalytic C-H aminoalkylation
Weigel, William K.,Dang, Hoang T.,Yang, Hai-Bin,Martin, David B. C.
supporting information, p. 9699 - 9702 (2020/09/03)
We report a direct C-H aminoalkylation reaction using two light-activated H-atom transfer catalyst systems that enable the introduction of protected amines to native adamantane scaffolds with C-C bond formation. The scope of adamantane and imine reaction partners is broad and deprotection provides versatile amine and amino acid building blocks. Using readily available chiral imines, the enantioselective synthesis of the saxagliptin core and rimantadine derivatives is also described.
Experimental and Theoretical Studies on the Mechanism of DDQ-Mediated Oxidative Cyclization of N-Aroylhydrazones
Baek, Jihye,Je, Eun-Kyung,Kim, Jina,Qi, Ai,Ahn, Kwang-Hyun,Kim, Yongho
, p. 9727 - 9736 (2020/10/02)
The controversial single-electron-transfer process, frequently proposed in many 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ)-mediated reactions, was investigated experimentally and theoretically using the oxidative cyclization of aroylhydrazone with DDQ. DDQ-mediated oxadiazole formation involves several processes, including cyclization to form an oxadiazole ring and N-H bond cleavage, either by proton, hydride, or hydrogen atom transfer. The detailed mechanistic study using the M06-2X density functional theory, and the 6-31+G(d,p) basis set, suggests that the pathways involving radical ion pair (RIP) intermediates, which resulted from single-electron transfer (SET), were found to be energetically nearly identical to the pathway without the SET. The substituent-dependent reactivity of oxadiazole formation was consistent with the free energy profiles of both pathways, with or without the SET. This result indicates that in addition to the electron-transfer pathway, the nucleophilic addition/elimination pathway for DDQ should be considered as a possible mechanism of the oxidative transformation reaction using DDQ.
Modulation of estrogen-related receptors subtype selectivity: Conversion of an ERRβ/γ selective agonist to ERRα/β/γ pan agonists
Avdagic, Amer,Billon, Cyrielle,Burris, Sheryl L.,Burris, Thomas P.,Elagawany, Mohamed,Elgendy, Bahaa,Goher, Shaimaa S.,Hegazy, Lamees,Sanders, Ryan,Shahien, Mohamed,Sitaula, Sadichha
, (2020/07/21)
Estrogen Related Receptors (ERRs) are key regulators of energy homeostasis and play important role in the etiology of metabolic disorders, skeletal muscle related disorders, and neurodegenerative diseases. Among the three ERR isoforms, ERRα emerged as a potential drug target for metabolic and neurodegenerative diseases. Although ERRβ/γ selective agonist chemical tools have been identified, there are no chemical tools that effectively target ERRα agonism. We successfully engineered high affinity ERRα agonism into a chemical scaffold that displays selective ERRβ/γ agonist activity (GSK4716), providing novel ERRα/β/γ pan agonists that can be used as tools to probe the physiological roles of these nuclear receptors. We identified the structural requirements to enhance selectivity toward ERRα. Molecular modeling shows that our novel modulators have favorable binding modes in the LBP of ERRα and can induce conformational changes where Phe328 that originally occupies the pocket is dislocated to accommodate the ligands in a rather small cavity. The best agonists up-regulated the expression of target genes PGC-1α and PGC-1β, which are necessary to achieve maximal mitochondrial biogenesis. Moreover, they increased the mRNA levels of PDK4, which play an important role in energy homeostasis.
Mixed Ligand Complexes of Copper(II) and Cobalt(II) with Hydrazones Derivatives and ortho-Vanillin: Syntheses, characterizations and antimicrobial activity
Alghamdi, Israa A.,Abdelbaset, Mohamed,Mannoubi, Ines El
, p. 1722 - 1730 (2020/01/09)
The purpose of this paper was to synthesis new mixed-ligand Cu(II) and Co(II) metal complexes utilizing bidentate and tridentate donor hydrazones derivatives as primary ligands and ortho-Vanillin as co-ligand. The obtained compounds were characterized by
