The α-ketoketene-S,S,-acetals 2a–h have been synthesized from the appropriate ketones 1a–f in good yields by extending the established method. The acetals 2a–d react with guanidine in the presence of sodium ethoxide to give pyrimidines 4a–d in 35–59% overall yields (Scheme 1). Treatment of...
This work describes the synthesis, characterisation and reactivity of new methylallyl Pd(II) complexes that contain bidentate 2-(methylthio-N-benzylidene)anilines as ligands. The reaction of the binuclear complex [(η3-Me-allyl)Pd(μ-Cl)2] with AgBF4 causes the total abstraction of the chloride ...
Structural derivatives of 4-MTA, an illegal amphetamine analogue have been previously shown to have anticancer effects in vitro. In this study we report the synthesis of a series of novel 1,3-bis(aryl)-2-nitro-1-propene derivatives related in structure to 4-MTA. A number of these compounds conta...
The title compounds were prepared in the attempt to provide methylthio and bis(methylthio) analogues of the radioprotective pyridinium- and quinolinium-2-dithioacetic acid derivatives in which the methylthio function is attached to an amino group through an aliphatic chain. The methyl 3-amino-2-...
Therapeutic approaches based on dietary compounds obtained from food products to handle diabetes involving oxidative stress and inflammation. Garlic is a common spice and has a long history as a folk remedy. Allyl methyl sulfide (AMS) is a potential garlic-derived organosulfur compound displayin...
A direct colorimetric assay for measuring aryl acylamidase activity in soils is described using 2-nitroacetanilide (2-NAA) as substrate. The assay is based upon an increase in absorption (410 nm) due to formation of the chromogenic hydrolysis product 2-nitroaniline, after incubation of soil with...
Single crystals of 3-nitroacetanilide, an organic nonlinear optical material has been grown by the Bridgman–Stockbarger method. The single crystal X-ray diffraction (XRD) data revealed the noncentrosymmetric crystal structure, which is an essential criterion for second harmonic generation. The ...
Quantum chemical calculations of geometries and vibrational wavenumbers of 3-nitroacetanilide (C8H8N2O3) in the ground state were carried out by using ab initio HF and density functional theory (DFT/B3LYP) methods with 6-31+G* basis set. The -311++G** basis set is also used for B3LYP level. The ...
The spectroscopic properties of the p-nitroacetanilide (PNA) were examined by FT-IR, FT-Raman and UV–Vis techniques. FT-IR and FT-Raman spectra in solid state were observed in the region 4000–400 cm−1 and 3500–100 cm−1, respectively. The UV–Vis absorption spectrum of the compound that dissol...
The electron paramagnetic resonance of single crystals of 3-nitroacetanilide has been observed and analyzed for different orientations of the crystal in the magnetic field, after being damaged at 300 K by γ-irradiation. The crystals have been investigated between 123 and 300 K. The spectra were...
Ylide reaction of (S)-3-acetoxy-1-triphenylphosphoranylidene-2-butanone, derived from (S)-lactic acid, with aldehydes gives 1-substituted (S)-4-acetoxy-1-penten-3-one derivatives, which are shown to be transformed into useful chiral compounds by stereoselective reduction or the Johnson-Claisen r...
Interaction of (Sp)-2-(diphenylphosphino)ferrocenecarboxylic acid [(Sp)-1] with N,N′-dicyclohexylcarbodiimide (DCC) and N-ethyl-N′-[3-(dimethylamino)propyl]carbodiimide (EDC) have been investigated in order to study the reacting system itself and to characterise side-products typically arising...
A sensitive and accurate method is described for measuring urinary corticosteroids by gas chromatography-mass spectroscopy (GC-MS). Using single peak monitoring (mass fragmentography) and electron impact ionization, the acetates of 3α,21-dihydroxy-5β-pregnan-20-one (tetrahydrodeoxycorticoster-...
A simple and versatile method for the chemical synthesis of 21-hydroxypregnane 21-O-malonyl hemiesters which may be important intermediates of cardenolide biosynthesis is described. Starting from commercial β-methyldigitoxin, acid hydrolysis followed by 3β-O-acetylation and ozonolysis with red...
Cell cultures of Digitalis species are known to accept exogenous substrates for biotransformation reactions. We here report the biotransformation of 21-O-acetyl-deoxycorticosterone (1) by cell suspension cultures of Digitalis lanata strain W.1.4. Nine derivatives of 1 were obtained and their che...
Publisher SummaryThis chapter provides an overview of the chemistry of anhydro sugars. Anhydro sugars, also called “intramolecular anhydrides,” are heteromorphic sugar derivatives that formally arise by the elimination of one or more water molecules from arbitrary hydroxyl groups of the parent...
Treatment of a solution of the 2-O-(N,N-dimethylsulfamoyl) derivative 3 of the levoglucosenone-derived carbocycle 1 in liquid ammonia at −40 to −50° with sodium metal gave 73% of the glycal derivative 4 instead of the expected 2-deoxy derivative (2) of 1. Under the same conditions, the 2-O-(N,N...
Amino acid was mixed with silica and tetramethylammonium hydroxide (TMAH) to favor pyrolysis of amino acid monomer. The pyrolysis products formed from amino acid monomer were using GC/MS and GC. 20 amino acids of alanine, arginine, asparagine, aspartic acid, cysteine, glutamic acid, glutamine, g...
In this study, we disclose the design and synthesis of novel 4-susbtituted nipecotic acid derivatives as inhibitors of the GABA transporter mGAT1. Based on molecular modeling studies the compounds are assumed to adopt a binding pose similar to that of the potent mGAT1 inhibitor nipecotic acid. A...
Crystal structure of the complex of N-methylpiperidine betaine (N-carboxymethyl-N-methylpiperidinium inner salt, MPB) with p-hydroxybenzoic acid (HBA) has been determined by X-ray diffraction. The crystals are triclinic, space group Pī, with a = 6.1156(5), b = 10.6869(10), c = 12.0320(10) Å, α...
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