79349-24-9Relevant academic research and scientific papers
Beyond direct Nrf2 activation; reinvestigating 1,2,4-oxadiazole scaffold as a master key unlocking the antioxidant cellular machinery for cancer therapy
Ayoup, Mohammed Salah,Abu-Serie, Marwa M.,Abdel-Hamid, Hamida,Teleb, Mohamed
, (2021/04/27)
Harnessing the antioxidant cellular machinery has sparked considerable interest as an efficient anticancer strategy. Activating Nrf2, the master switch of the cellular redox system, suppresses ROS, alleviates oxidative stress, and halts cancer progression
A metal-free tandem approach to prepare structurally diverse N-heterocycles: Synthesis of 1,2,4-oxadiazoles and pyrimidinones
Gupta, Puneet K.,Hussain, Mohd. Kamil,Asad, Mohd.,Kant, Ruchir,Mahar, Rohit,Shukla, Sanjeev K.,Hajela, Kanchan
, p. 3062 - 3070 (2014/07/07)
A metal-free one-pot approach to the diversity oriented synthesis of N-heterocycles, 1,2,4-oxadiazoles and 2,6 disubstituted pyrimidin-4-ones is described via carboxamidation of amidines with aryl carboxylic acids and aryl propargylic acids. The reactions occur at room temperature forming N-acylamidines which undergo tandem nucleophilic addition-deamination- intramolecular cyclisation to give the corresponding heterocyclic compounds in good to excellent yields. This one pot approach has led to the successful synthesis of the drug lead molecule, ataluren, 3-(5-(2-fluorophenyl)-1,2,4- oxadiazol-3-yl) benzoic acid in two steps. the Partner Organisations 2014.
Synthesis of benzoxazines, quinazolines and 4H-benzo[e][1,3]thiazine by ANRORC rearrangements of 1,2,4-oxadiazoles
Draghici, Bogdan,El-Gendy, Bahaa El-Dien M.,Katritzky, Alan R.
, p. 547 - 550 (2012/04/04)
1,2,4-Oxadiazoles undergo ANRORC (addition of nucleophile, ring-opening and ring-closure) rearrangements upon reaction with excess of n-butyllithium to give benzoxazines, benzothiazines, and quinazolines in good yields under mild conditions. Georg Thieme Verlag Stuttgart · New York.
Oxadiazoles, processes for their preparation and their use as medicaments
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, (2008/06/13)
The invention relates to oxadiazole derivatives of general formula (I) wherein X, Y, Z and R1are defined as described in the specification and claims, processes for preparing them and their use as pharmaceutical compositions.
The role of the hydrogen bonding in cycloadditions of benzonitrile oxide with cyanophenols
Corsaro, Antonino,Buemi, Giuseppe,Chiacchio, Ugo,Perrini, Giancarlo,Pistara, Venerando,Romeo, Roberto
, p. 7885 - 7892 (2007/10/03)
The reactivity of aromatic nitriles in cycloadditions with benzonitrile oxide is remarkably enhanced by the ortho-hydroxy substituent. Semiempirical PM3 calculations are in agreement with a hydrogen bonding effect.
Δ2-1,2,4-oxadiazolines by condensation of amidoximes with ketones and aldehydes
Lessel
, p. 383 - 389 (2007/10/02)
Using acetic acid as a solvent, ketones and aromatic aldehydes react with amidoximes 1 to cyclic products, Δ2-1,2,4-oxadiazolines 3. The lack of reactivity in neutral milieu is explained by MNDO calculations. Protonated carbonyl compounds are discussed to be the reactive species.
SYNTHESIS AND STUDY OF THE STRUCTURE OF o-HYDROXYARYL-1,2,4-OXADIAZOLES
Ryabukhin, Yu. I.,Eliseeva, A. Yu.,Suzdalev, K. F.,Bulgarevich, S. B.,Movshovich, D. Ya.,et al.
, p. 454 - 463 (2007/10/02)
The reaction of 4-oxo-1,3-benz- and naphthoxazinium perchlorates with hydroxylamine leads to 5-(-o-hydroxyaryl)-1,2,4-oxadiazoles rather than to 3-(o-hydroxyaryl)-1,2,4-oxadiazoles, as was previously assumed.The structure of the compounds obtained was pro
Excited-State Acidity of Bifunctional Molecules. 2. Picosecond Emission of 5-(2-Hydroxyphenyl)-3-phenyl-1,2,4-oxadiazole
Brinn, Ira M.,Carvalho, Carlos Eduardo M.,Heisel, Francine,Miehe, Joseph Albert
, p. 6540 - 6544 (2007/10/02)
5-(2-Hydroxyphenyl)-3-phenyl-1,2,4-oxadiazole has been synthesized in high yields and the kinetics of its intramolecular proton-transfer process has been investigated by using steady-state and time-dependent picosecond laser spectroscopy.On the basis of t
