COURSE INFORMATION The following text is a summary of a two-hour lecture sequence presented in the course, Advanced Medicinal Chemistry I. This course is required for all MS and PhD students in Duquesne University’s Medicinal Chemistry Graduate Program. It is also available as an elective for undergraduate students in their last semester of didactic work. The course emphasizes the basic chemica...

The isomers of dibenzylamino-1-methylcyclohexan-1-ol and dibenzylamino-1-trifluoromethylcyclohexan-1-ol have been prepared. The stereochemistry of these compounds was unequivocally assigned through a combination of NMR spectroscopy and single crystal X-ray analysis. The cis-isomer of 3-N,N-dibenzylamino-1-trifluoromethylcyclohexanol and its derivatives display an unusual conformational behaviou...

Copper-free click reactions between a dibenzoazocine derivative and azides derived from 5-methyluridine were investigated. The non-catalyzed reaction yielded both regioisomers in an approximately equivalent ratio. The NMR spectra of each regioisomer revealed conformational isomery. The ratio of isomers was dependent on the type of regioisomer and the type of solvent. The synthesis of various an...

The asymmetric unit of the title compound, C(11)H(16)N(2)O(2), contains two independent conformational isomers which show intra-molecular aromatic-imine O-H⋯N hydrogen bonds. In the crystal, neighboring mol-ecules are linked through inter-molecular aliphatic-aliphatic O-H⋯N, aliphatic-aromatic N-H⋯O and C-H⋯O inter-actions into hydrogen-bonded layers parallel to the ab plane.

The mass spectra of several pyrazaboles of type 1 where R and'or R' = C2H5 have been studied. The loss of boron-bonded hydrocarbon moieties under electron impact is the predominant feature of all spectra. Some ultraviolet and nuclear magnetic resonance data on compounds of type 1 have been collected; bulky substituents were observed to lead to conformational isomers that can be detected by 13C ...

in this paper, absorption spectra of both solution and films of cyano azobenzene polymer are investigated. the analysis of overlapped absorption spectra of polymer, related to trans and cis isomers, shows that the population of cis isomers is higher than trans isomers. it means that, cyano azobenzene molecules have a folded structure in polymer, in thermal equilibrium. presence of cyano molecul...

Cytochrome P450 46A1 (CYP46A1) is the cholesterol 24-hydroxylase initiating the major pathways of cholesterol removal from the brain, and bicalutamide (BIC) is a drug of choice for the treatment of progressive androgen-dependent prostate cancer. We evaluated the interactions of BIC with CYP46A1 by x-ray crystallography and by conducting solution and mutagenesis studies. Because BIC is administe...

alpha-Keto amides 10a,b, formed from reaction of pyruvic or benzoylformic acid with allyl amine are found to present as single rotameric forms whilst their tertiary amido analogues 10c, d present as two rotamers in solution at rt. The hydroxyimino derivatives 8 share the conformational characteristics of their parents. The geometrical make-up of the new alpha-amidooximes is seen to depend on th...

The template-directed synthesis of a bistable donor-acceptor [2]catenane wherein both translational isomers--one in which a tetrathiafulvalene unit in a mechanically interlocked crown ether occupies the cavity of a cyclobis(paraquat-p-phenylene) ring and the other in which a 1,5-dioxynaphthalene unit in the crown ether resides inside the cavity of the tetracationic cyclophane--exist in equilibr...