959-30-8Relevant academic research and scientific papers
Three N2-benzoyloxybenzamidines: Sheet structures built from hard and soft hydrogen bonds and aromatic π-π stacking interactions
Carvalho, Carlos E.M.,Wardell, Solange M.S.V.,Wardell, James L.,Skakle, Janet M.S.,Low, John N.,Glidewell, Christopher
, p. o28-o32 (2004)
The molecular structures of N2-(benzoyloxy)benzamidine, (I), N2-(2-hydroxybenzoloxy)benzamidine, (II), and N 2-benzoyloxy-2-hydroxy-benzamidine, (III), were analyzed. The molecules of (I) were linked into chains by a single N-H···N hydrogen bond and these chains were linked into sheets by aromatic π-π stacking interactions. The molecules of (I) and (III) had chain extended conformations, with the aryl groups remote from one another. It was observed that in these three compounds conformations were influenced by intermolecular hydrogen bonding involving the substituted aryl rings.
A convenient and mild method for 1,2,4-oxadiazole preparation: Cyclodehydration of O-acylamidoximes in the superbase system MOH/DMSO
Baykov, Sergey,Sharonova, Tatyana,Osipyan, Angelina,Rozhkov, Sergey,Shetnev, Anton,Smirnov, Alexey
supporting information, p. 2898 - 2900 (2016/06/14)
Herein, we reported a general, convenient, and efficient synthesis of 3,5-disubstituted-1,2,4-oxadiazoles via cyclodehydration of O-acylamidoximes in the superbase system MOH/DMSO (M = Li, Na, K). Excellent isolated yields (up to 98%) were attained within
Formation and cyclization of N′-(benzoyloxy)benzenecarboximidamides
Tsiulin,Sosnina,Krasovskaya,Danilova,Baikov,Kofanov
experimental part, p. 1874 - 1877 (2012/03/22)
The formation of N′-(benzoyloxy)benzenecarboximidamides and their subsequent cyclization to 3,5-disubstituted 1,2,4-oxadiazoles in different solvents were studied. A probable reaction mechanism was proposed on the basis of the obtained results.
Magnesia-supported hydroxylamine hydrochloride in the presence of sodium carbonate as an efficient reagent for the synthesis of 1,2,4-oxadiazoles from nitriles
Kaboudin, Babak,Saadati, Fariba
, p. 2829 - 2832 (2007/10/03)
An efficient one-pot method has been developed for the synthesis of 1,2,4-oxadiazoles through a one-pot reaction of nitriles with hydroxylamine hydrochloride in the presence of magnesia-supported sodium carbonate followed by reaction with acyl halides under solvent-free conditions using microwave irradiation. This method is easy, rapid and good yielding.
NOVEL O-ACYLOXIME DERIVATIVES, PREPARATION METHOD THEREOF, AND PHARMACEUTICAL COMPOSITION CONTAINING THE SAME FOR PREVENTION AND TREATMENT OF CARDIOVASCULAR DISEASE
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Page/Page column 7-8, (2008/06/13)
The present invention relates to novel O-acyloxime derivatives, a preparation method thereof and a pharmaceutical composition comprising the same for prevention and treatment of cardiovascular disease. The O-acyloxime derivatives according to the present invention may valuably be used for prevention and treatment of cardiovascular diseases such as hyperlipidemia, coronary arterial heart disease, atherosclerosis, and myocardial infarction caused by Lp-PLA2, because they have excellent inhibitory effect of Lp-PLA2.
Potent inhibitors of lipoprotein-associated phospholipase A2: Benzaldehyde O-heterocycle-4-carbonyloxime
Jeong, Hyung Jae,Park, Yong-Dae,Park, Ho-Yong,Jeong, Il Yun,Jeong, Tae-Sook,Lee, Woo Song
, p. 5576 - 5579 (2007/10/03)
A series of multi-substituted oximes were prepared and their potencies for inhibiting lipoprotein-associated phospholipase A2 (Lp-PLA2) activity were evaluated in vitro. Among them, compounds 3a, 3b, and 3m were identified to display a micromolar potency for inhibiting Lp-PLA2 in whole human plasma and isolated human LDL. Based on these results, structure-activity relationship was studied on modification of three parts of R1, R2, and R3 to identify a potent pharmacophore for Lp-PLA2. In an attempt to introduce various functional groups at R2 and R3, we discovered that replacement of less lipophilic groups led to an increase of inhibitory activity. Among the tested oxime derivatives, cyano- and morpholino-substituted analogue 4f at R2 and R3 had the highest potency with an IC50 value of 0.05 μM in whole human plasma.
Synthesis of 3,5-disubstituted-1,2,4-oxadiazoles using tetrabutylammonium fluoride as a mild and efficient catalyst
Gangloff, Anthony R.,Litvak, Joane,Shelton, Emma J.,Sperandio, David,Wang, Vivian R.,Rice, Kenneth D.
, p. 1441 - 1443 (2007/10/03)
Tetrabutylammonium fluoride (TBAF) was found to be a mild and efficient catalyst for the synthesis of 3,5-disubstituted-1,2,4-oxadiazoles. Using 0.1 - 1.0 equivalents of TBAF in THF for 1 - 24 h at room temperature, alkanoyl- and aroyloxyamidines were converted in high yield to the corresponding 3,5-disubstituted-1,2,4-oxadiazoles. A variety of R and R′ substituents were investigated.
SYNTHESIS AND MASS SPECTRA OF AROYLBENZAMIDOXIMES
Varella, Evangelia A.,Micromastoras, Evangelos D.,Alexandrou, Nicholas E.,Exner, Otto
, p. 596 - 607 (2007/10/02)
The synthesis of several O-aroylbenzamidoximes I and of some N-aroyl (II) as well as of bis(aroyl)benzamidoximes (III) is described and their fragmentation pattern in the mass spectra is discussed.O- and N-Aroylbenzamidoximes are distinguished on the basis of their mass spectra since the O-derivatives afford the ion corresponding to the acid +. whereas the N-derivatives the ion corresponding to the amide +H>.
1H-1,2,4-Triazole 2-oxide from O-benzoyl derivatives of N-Substituted benzamidoximes and benzonitrile oxide
Foti, Francesco,Grassi, Giovanni,Risitano, Francesco,Caruso, Francesco
, p. 3048 - 3054 (2007/10/02)
Treatment of the readily prepared O-benzoyl derivatives of N-substituted benzamidoximes with benzonitrile oxide gave 1H-1,2,4-triazole 2-oxides.
