36293-50-2Relevant academic research and scientific papers
Synthesis of α-difluoro and α-difluoro-β-trifluoroketo-derivatives as potential inhibitors for cholesterol ester hydrolase
David, Beatrice,Schuber, Francis
, p. 1673 - 1676 (2007/10/03)
Pancreatic Cholesterol Ester Hydrolase, a serine esterase, catalyzes the hydrolysis of cholesteryl esters in the gut. We report the convergent synthesis of α-difluoro-β-trifluoroketo-(5,10,15) and of α-difluoroketo-derivatives (22,23) as inhibitors of this enzyme that were designed to generate stable tetrahedral reaction intermediates.
Cycloalkylmethyl Radicals. Part 3. Dynamic Stereochemistry of Axial and Equatorial Cyclohexylmethyl and 4-Alkylcyclohexylmethyl Radicals
Ingold, Keith U.,Walton, John C.
, p. 1337 - 1344 (2007/10/02)
For cyclohexylmethyl and 4-alkylcyclohexylmethyl radicals the conformer in which the CH2. group adopts the axial position and that in which the CH2. group adopts the equatorial position can both be observed by e.s.r. spectroscopy.At 140 K the axial conformers have a(Hβ) ca. 42-43 G; the equatorial conformers have a(Hβ) ca. 30-31 G.For cis-4-methylcyclohexylmethyl radicals the ratio of the concentrations of the two conformers was studied as a function of temperature and shown to depend on the rate of radical ring inversion vs. the radical lifetime; the rate constant for ring inversion was obtained.As a check on the e.s.r. results the conformational equilibrium of cis-4-methylcyclohexylmethyl bromide was studied by 1H n.m.r. spectroscopy, which gave -ΔG0300(CH2Br) = 1.91 kcal mol-1.The relative conformer concentrations were also measured as a function of temperature for cyclohexylmethyl radicals and the conformational free energy difference of the CH2. group (-ΔG0300) was found to be 0.71 kcal mol-1.The preponderance of the conformer of the cis-4-methylcyclohexylmethyl radical with the CH3 group axial at T . group cannot because of its planarity.The barriers to rotation about the Cα-Cβ bonds in the axial radicals were found to be ca. 1.0 kcal mol-1 greater than those of the equatorial radicals; this is responsible for the greater a(Hβ) values of the axial radicals.The axial and equatorial conformers of cyclohexylmethyl radicals were investigated by semi-empirical SCF MO-methods.
Antiprotozoal compounds
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, (2008/06/13)
1,4-Naphthoquinones of formula (I), methods for their preparation, veterinary formulations thereof, and the use thereof in animal therapy are disclosed. STR1 Particularly preferred compounds of formula (I) are, 2-[trans-(4-t-butylcyclohexyl)methyl]-3-hydroxy-1,4-naphthoquinone, and 2-[trans-(4-t-pentyl cyclohexyl)methyl]3-hydroxy-1,4-naphthoquinone. The compounds are of value as anti-protozoal agents, in particular as anti-theilerial agents.
