We report here the synthesis, antibacterial and antitubercular evaluation of 61 novel pyrrolyl derivatives bearing pyrazoline, isoxazole and phenyl thiourea moieties. Molecular docking was carried out on enoyl ACP reductase from Mycobacterium tuberculsosis using Surflex-Dock, which is one of the...

We have previously reported that catechol-bearing regioisomers of 5-isoxazolyl-6-hydroxy-chroman display higher in vitro neuroprotective activity, compared to hybrids with other nitrogen heterocycles, but their activity is hampered by cytotoxicity at higher concentrations. In an effort to discov...

A fast and efficient method has been developed for the bromination of isoxazoles and pyrazoles using microwave irradiation. In this method, N-bromosuccinimide was used in different acid solvents according to the reactivity of the substrates to give mono-brominated isoxazoles and pyrazoles in goo...

Despite the impressive scientific and technological advances of recent decades, no effective treatment is currently available for Chagas disease. Our research group has been studying the design and synthesis of analogues of natural lignans aiming to identify compounds with antiparasitic activity...

A facile and efficient methodology was developed for the synthesis of isoxazole-fused spiropyrrolidine oxindoles 3–5 via a 1,3-dipolar cycloaddition reaction of 3-methyl-4-nitro-5-alkenyl-isoxazoles with azomethine ylides (thermally generated in situ from isatin derivatives and proline or thiop...

The title compound is used to prepare 3-arylglutaric acids, bis-isoxazoles and bis-pyrazoles from commercially available materials. The methodologies described have afforded important synthetic intermediates in high yields and without the use of chromatography.

The use of TiCl3-HCl as promotor in the radical Truce-Smiles reactions of 2-(((3,5-dimethylisoxazol-4-yl)sulfonyl)oxy)benzenediazonium salts has been investigated in detail. During these reactions the desired Truce-Smiles rearrangement (via an ipso-substitution reaction) is accompanied by the fo...

Isoxazoles, benzisoxazoles, isoxazolines, and isoxazolidines are classes of heterocyclic compounds having a remarkable number of applications and are very versatile building blocks in organic synthesis. The major developments on the chemistry of these heterocycles reported in the literature from...

3-Substituted 5-(tributylstannyl)isoxazoles were newly synthesized by the 1,3-dipolar cyctoadditton of nitrile oxides to tributylethynylstannane. The iodination and the palladium-catalyzed benzoylation of 5-(tributylstannyl)-3-methylisoxazolegave 5-iodo-3-methylisoxazole and 3-methyl-5-isoxazoly...

N1-[1-[3-aryl-1-(pyridin-2-,3-, and 4-yl)-3-oxo]propyl]-2-pyridinecarboxamidrazone derivatives were synthesized and tested for their in vitro antimycobacterial activity. Some compounds showed interesting activity against a strain of Mycobacterium tuberculosis and a strain of Mycobacterium avium.

An efficient method for the synthesis of a novel series of cyclopenta[b]pyrano pyrimidinone derivatives with silica-bonded N-propyl diethylenetriamine sulfamic acid (SBPDSA) as catalyst has been achieved by the condensation of 2-amino-4-phenyl-5-oxo-4,5,6,7-tetrahydrocyclopenta[b]pyran-3-carboni...

The 1-[1-oxo-3-phenyl-(2-benzosulfonamide)-propyl amido] – anthracene-9,10-dione (BPAQ) an analogue of anthracenedione class of antibiotic has been synthesized. To characterize molecular functional groups FT-IR and FT-Raman spectrum were recorded and vibrational frequencies were assigned accord...

N1-[1-[1-aryl-3-[4-(1H-imidazol-1-yl)phenyl]-3-oxo]propyl]-pyridine-2-carboxamidrazone derivatives were design, synthesized and tested for their in vitro antimycobacterial activity. The new compounds showed a moderate antimycobacterial activity against the tested strain of Mycobacterium tubercul...

Reductive ring opening of isoxazolidine moiety of chromano–piperidine-fused isoxazolidines (3a–c) with HCOONH4 and 10% Pd/C in a mixture of solvents (THF/MeOH) at ambient temperature, affords novel 2-(methylamino)-4-oxo-N-phenyl-N-propyl-4H-chromene-3-carboxamide (4), which is apparently deriv...

We describe a novel class of acidic mPGES-1 inhibitors with nanomolar enzymatic and human whole blood (HWB) potency. Rational design in conjunction with structure-based design led initially to the identification of anthranilic acid 5, an mPGES-1 inhibitor with micromolar HWB potency. Structural ...

The diamide insecticides act on the ryanodine receptor (RyR). The synthesis of various bicyclic anthranilic derivatives is reported. Their activity against the insect ryanodine receptor (RyR) and their insecticidal activity in the greenhouse is presented, as well as structure activity relationsh...

A series of aryl sulfonamides of 5,6-disubstituted anthranilic acids were identified as potent inhibitors of methionine aminopeptidase-2 (MetAP2). Small alkyl groups and 3-furyl were tolerated at the 5-position of anthranilic acid, while –OCH3, CH3, and Cl were found optimal for the 6-position....

A small library of valuable novel polyfunctionalized benzo[d]thiazole derivatives was prepared in a straightforward and convenient manner. Here again, 4,5-dichloro-1,2,3-dithiazolium chloride (Appel salt) proved to be an efficient agent for merging a 2-cyanothiazole ring to an arene counterpart.

Reaction of fac-[RuCl3(NO)(P–N)] (1) with the triarylphosphines PR3 in MeOH allows for isolation of the monocationic Ru(II) complexes [RuCl2(NO)(P–N)(PR3)]PF6; P–N = o-diphenylphosphino-N,N-dimethylaniline, and R = p-MeO-C6H4 (complex 2), p-Me-C6H4 (3), Ph (4), and p-F-C6H4 (5). The complexes...

The C1-symmetric diphosphine (R)-(R)-3-benzyl-2,4-bis(diphenylphosphino)pentane [(R)-(R)-BDPBzP] has been employed, in combination with Ru(II), Rh(I), Ir(I) and Pd(II) ions, in a variety of homogeneous asymmetric reactions spanning from the hydrogenation of dimethyl itaconate, methyl 2-acetamido...