Vanadium(III) chloride catalyzed Biginelli condensation: solution phase library generation of dihydropyrimidin-(2H)-ones

The three component condensation of an aldehyde, a β-keto ester and urea (thiourea) in the presence of a catalytic amount of VCl₃ is disclosed for the solution phase synthesis of dihydropyrimidinones. The ease of synthesis and work-up allowed the parallel synthesis of a 48-membered library of dihydropyrimidinones quickly and efficiently in good yields.     

Spectrophotometric estimation of ketotifen fumarate in pharmaceutical formulations

Four simple and sensitive spectrophotometric methods (A–D) for the determination of Ketotifen fumarate in bulk samples and pharmaceutical formulations are described. They are based on the formation of coloured species by the coupling of the diazotised sulphanilamide with the drug (method A, _max 520 nm) or by oxidizing it with excessN-bromo-succinimide and determining the consumed NBS with decrease in colour intensity of celestine blue (method B: _max 540 nm) or by the reduction of Folin-Ciocalteau reagent (method C: _max 720 nm) or by the formation of a chloroform-soluble, coloured ionassociation complex between the drug and Azocarmine G at pH 1.5 (method D: _max 540 nm). Regression analysis of Beer-Lambert plots showed good correlations in the concentration ranges 1–10, 2–12, 4–28 and 2.5–25 g/ml for methods A–D, respectively. The validity of the proposed methods was tested by analysing pharmaceutical formulations containing KTF: the relative standard deviations were within ±1.0%. Recoveries were 98.9–100.2%.     

2‐Pyrazolines from 1,3 ‐ dipolar cycloaddition of diazomethane to arylsulfonylethenes

Novel 2‐pyrazolines were obtained by the cycloaddition of diazomethane to bis(arylsulfonylethenyl)‐sulfones ( 3 ) and 1‐arylsulfonyl‐2‐styrylsulfonylethenes (7). Dehydrogenation of 2‐pyrazolines with chloranil gave pyrazoles.     

An efficient synthesis of (+)-prelactone B

An enantioselective synthesis of (+)-prelactone B 1 has been achieved on a multigram scale starting from a known bicyclic precursor 2. The key feature of the strategy is the generation of 3-stereogenic centres from a single bicyclic precursor, which has been utilized as a chiral building block for the synthesis of various natural products.     

Spectrophotometric methods for the determination of labetalol hydrochloride in pure and dosage forms

Simple and sensitive Spectrophotometric methods for the determination of labetalol hydrochloride are described. The first two are based on the oxidative coupling reaction of labetalol hydrochloride withp-N,N-dimethyl-phenylenediamine dihydrochloride (method A, _max 685 nm) and 3-methyl-2-benzothiazolinone hydrazone hydrochloride (method B, _max 545 nm) in the presence of sodium hypochlorite and eerie ammonium sulphate as oxidants, respectively. The third depends on the formation of an ion-association complex of labetalol hydrochloride with suprachen violet 3B at pH 1.3, which is extracted into chloroform (method C, _max 565 nm). The methods obey Beer's law and the precision and accuracy of the methods were checked against the B.P. reference method and the relative standard deviations were in the range 0.35–0.52%. These methods are applied to the determination of labetalol in dosage forms.     

Two new 5-deoxyflavones from Albizia odoratissima

Two new 5-deoxyflavones, 7,8-dimethoxy-3',4'-methylenedioxyflavone (1) and 7,2',4'-trimethoxyflavone (2) together with a known flavone, 7,4'-dimethoxy-3'-hydroxyflavone (3) were isolated from the rootbark of Albizia odoratissima. The structures of these new compounds were elucidated by electrospray ionization mass spectrometry (ESI-MS) and 1D and 2D-NMR spectral studies including (1)H-(1)H correlation spectroscopy (COSY), heteronuclear single quantum coherence (HSQC), heteronuclear multiple bond connectivity (HMBC) and nuclear Overhauser enhancement spectroscopy (NOESY).     

Enzymatic kinetic resolution of racemic 4-tetrahydropyranols by Candida rugosa lipase

Enzymatic kinetic resolution of (±)-hydroxytetrahydropyrans has been achieved for the first time by means of lipase-mediated transesterification to afford optically active (2S,4R)-tetrahydropyranyl acetates and (2R,4S)-tetrahydropyranols in excellent yields with high enantioselectivity. Absolute configurations of the tetrahydropyranyl acetates were assigned as (S) by chemical correlation.     

Analyses of carcinogenic aromatic amines released from harmful azo colorants by Streptomyces SP. SS07

Extracellular fluid protein (ECFP) of Streptomyces species SS07 has been used to reduce water soluble azo dyes and the carcinogenic amines released have been compared with that from chemical reduction. The effect of temperature, pH and contact time on the recovery of amines using ECFP was studied. The ECFP releases carcinogenic amines at a pH of 9.2 and a temperature of 37 degrees C for a contact period of 24 h. The reduction products were analyzed with HPLC and their structures confirmed by LC-MS and GC-MS. It was observed that both the ECFP and chemical reduction methods released similar type of amine products. In the case of dye samples, compared to chemical reduction, 5-20% increase in the release of carcinogenic amines by ECFP was observed. The percentage of amine products released by chemical reduction was higher for leather garment samples compared to ECFP treatment.     

Separation of xylidine isomers by micellar electrokinetic chromatography

Xylidines are important precursors for the production of dyes, drugs, and various other products. Because of the high carcinogenic nature of some xylidine isomers it becomes very essential and relevant to develop suitable analytical procedures to separate isomers as well as enhance detection at very low concentrations. Micellar electrokinetic chromatography has been standardized at various influencing parameters such as pH, ionic strength, and micelle modifiers, and the optimum conditions have been ascertained for the best separation and sensitivity of standard mixtures. The applicability of the procedure in environmental samples is studied.