Reported values for the acid dissociation constant (pKa) of the saturated fatty acids show a wide range, depending on their method of measurement. Although the pKa values of the shorter chain saturated fatty acids are generally recognised to be approximately 4.5–5.0, pKa values for the longer c...

SummaryFatty acid esters of hydroxylated fatty acids (FAHFAs) were discovered as a novel class of endogenous mammalian lipids whose profound effects on metabolism have been shown. In the current study, in vitro and in vivo the metabolic effects of two of these FAHFAs, namely palmitic acid-5- (or...

Pyrolysis of an alkanol, an alkanoic acid and a wax ester is shown to be affected by the presence of clay and/or ammonium. The alkanol dehydrates and is mainly converted into an 1-alkene, trans and cis 2-alkenes, and a variety of mid-chain alkenes due to double bond migration (‘scrambling’). T...

A novel series of 6-benzyl substituted 4-aminocarbonyl-1,4-diazepane-2,5-diones were explored as human chymase inhibitors using structure-based drug design according to the X-ray cocrystal structure of chymase and compound 1. The optimization focused on the prime site led to the attainment of co...

The reactions of 1’-(diphenylphosphino)-1-(hydrazinylcarbonyl)ferrocene, Ph2PfcCONHNH2 (1; fc = ferrocene-1,1′-diyl), with HNCO, EtNCO, PhNCO, Me2NC(O)Cl/pyridine, and Ac2O/NEt3 produced the corresponding N-functionalized derivatives Ph2PfcCONHNHC(O)Y (1a-e), where Y = NH2 (a), NHEt (b), NHPh ...

Acylation of 1′-(diphenylphosphino)-1-(aminocarbonyl)ferrocene, Ph2PfcCONH2 (1; fc = ferrocene-1,1′-diyl), afforded a series of acyl-ureas including Ph2PfcCONHCONHEt (1a), Ph2PfcCONHCONHPh (1b), and Ph2PfcCONHCONMe2 (1c) as well as the acetyl derivative Ph2PfcCONHAc (1d). Compounds 1a-d were c...

Both 6-substituted aminocarbonyl and acylamino benzimidazole derivatives were designed and synthesized as nonpeptidic angiotensin II AT1 receptor antagonists. Compounds 6f, 6g, 11e, 11f, 11g, and 12 showed nanomolar AT1 receptor binding affinity and high AT1 receptor selectivity over AT2 recepto...

A series of 6-substituted aminocarbonyl benzimidazole derivatives were designed and synthesized as nonpeptidic angiotensin II AT1 receptor antagonists. The preliminary pharmacological evaluation revealed nanomolar AT1 receptor binding affinity and good AT1 receptor selectivity over AT2 receptor ...

In order to improve the stabilization and spinnability of polyacrylonitrile, a bifunctional comonomer containing both ester and amide groups was synthesized to prepare poly(acrylonitrile-co-3-aminocarbonyl-3-butenoic acid methyl ester) [P(AN-co-ABM)] copolymers used as the carbon fiber precursor...

A series of 21 novel 2-[(aminocarbonyl)amino]-5-acetylenyl-3-thiophenecarboxamides were synthesized and evaluated for the inhibition of IKK-2. In spite of their often modest activity on the enzyme, six selected analogs showed significant inhibition of the production of inflammatory cytokine IL-8...

A series of new 6-substituted aminocarbonyl benzimidazole derivatives with 1, 4-disubsituted or 1, 5-disubsituted indole moiety and benzoic acid moiety were designed, synthesized and pharmacologically evaluated. Most of the synthesized compounds could bind to the AT1 receptor and decrease blood ...

The first addition reaction between isatins and carbamoysilane has been developed which provides 3-hydroxy-3-aminocarbonyl-2-oxindoles core structures with excellent yields. Moreover, the reaction could undergo a one-pot synthesis process to furnish 3-hydroxy-3-aminocarbonyl-2-oxindole with gram...

Reaction of acetaldehyde with the trianion of 4,6-dimethylnonane-3,5,7-trione followed by acidification yielded a stereoisomeric mixture of stegobinone, the pheromone of Stegobium paniceum L. Acylation of the dianion derived from 4-methylheptane-3,5-dione with a mixed anhydride prepared from (2R...

(2S,3R,1'R)-Stegobinone [2,3-dihydro-2,3,5-trimethyl-6-(1'-methyl-2'-oxobutyl)-4H-pyran-4-one], the pheromone of Stegobium paniceum L., was synthesized with stereocontrol at C-2 and C-1' starting from ethyl (R)-3-hydroxybutanoate and methyl (R)-3-hydroxy-2-methylpropanoate. T...

2,3-Dihydro-2,3,5-trimethyl-6-(1-methyl-2-oxobutyl)-4H-pyran-4-one (1 (Stegobinone), the sex pheromone of the drugstore beetle, was successfully prepared from 4,6-dimethyl-3,5,7-nonatrione (2) by a biogenetically plausible scheme.

By comparison of the CD-spectra of synthetic material with that of stegobinone it is established that stegobinone has the 2S, 3R-configuration. The stereochemistry at C-7 remains unknown at present.

The corrosion of tin under thin electrolyte layers containing chloride was investigated by electrochemical measurements and surface characterization. The results show that the corrosion rate increases as the electrolyte layer thickness deceases in the initial stage. Moreover, the corrosion rate ...

Ligand-free 5-endo-dig cyclization of 1,4- and 1,2,4-substituted but-3-yn-1-yl (homopropargyl) azides in the presence of zinc chloride (usually 20 mol %) in dichloroethane at elevated temperature provides 2,5-di- and 2,3,5-trisubstituted pyrroles in high to moderate yields (91–41%). Both conven...

A catalyst based on a new biarylphosphine ligand (3) for the Pd-catalyzed cross-coupling reactions of amides and aryl chlorides is described. This system shows the highest turnover frequencies reported to date for these reactions, especially for aryl chloride substrates bearing an ortho substitu...

Thin films of 5,10,15,20-Tetraphenyl-21H,23H-porphine manganese (III) chloride, MnTPPCl, were successfully deposited by thermal evaporation technique. The structure of thin films was characterized using Thermal Gravimetric Analysis, TGA, Fourier Transform Infrared, FTIR, X-ray Diffraction, XRD, ...