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  • chiral recognition mechanism(s)  (3)
  • 2-arylpropionic acids  (1)
  • Enantioselective drug monitoring  (1)
  • 1
    Electronic Resource
    Electronic Resource
    Resolution of naftopidil and bufuralol enantiomers by high-performance liquid chromatography on cellulose tris-(3,5-dimethylphenyl carbamate) column (1995)
    Springer
    Cellulose 2 (1995), S. 215-221 
    Details
    ISSN: 1572-882X
    Keywords: naftopidil ; bufuralol ; enantiomer separation ; cellulose tris-(3,5-dimethylphenyl carbamate) chiral stationary phase ; chiral recognition mechanism(s) ; cellulose carbamates
    Source: Springer Online Journal Archives 1860-2000
    Topics: Agriculture, Forestry, Horticulture, Fishery, Domestic Science, Nutrition , Process Engineering, Biotechnology, Nutrition Technology
    Notes: Abstract The liquid Chromatographic resolution of the racemic cardiovascular drugs naftopidil and bufuralol to their corresponding enantiomers was achieved on cellulose tris-(3,5-dimethylphenyl carbamate) chiral stationary phase known as Chiralcel OD. The chiral recognition mechanism(s) involved between the chiral stationary phase and these drugs, which include hydrogen bonding, intercalative interactions, and steric interactions, among other factors, were discussed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00813019
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    Direct enantioselective separation of some propranolol analogs by HPLC on normal and reversed cellulose chiral stationary phases (1996)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 8 (1996), S. 153-156 
    Details
    ISSN: 0899-0042
    Keywords: propranolol enantiomers ; fluorinated analogs ; chiralcel OD and chiralcel OD-R columns ; chiral recognition mechanism(s) ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The enantiomeric separation of several racemic aryloxyaminopropan-2-ol derivatives related to propranolol on normal and reversed phase of cellulose tris (3,5-dimethylphenylcarbamate) chiral stationary phases known as Chiralcel OD and Chiralcel OD-R were studied. It was observed that the chiral separation depends on the substitution pattern of the aryl group, i.e., 1-naphthyl, 2-naphthyl, and phenyl group and polarity on the basic nitrogen in the side chain. In both normal and reversed phase modes the (+)-R-enantiomer eluted first in all of the analogs resolved. It can be concluded that: (1) substituents on the side chain did affect the interaction of the enantiomers with the polar carbamate moiety in the CSP; and (2) the dipole-dipole stacking between the π-donor 3,5-dimethylphenyl carbamate group pending from the glucose rings of the CSP and π-acceptor aryl group of the analyte is crucial for the efficient chiral discrimination. The chiral recognition mechanism(s) between these analogs and the chiral stationary phases are proposed. © 1996 Wiley-Liss, Inc.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
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    Paper (German National Licenses)
  • 3
    Electronic Resource
    Electronic Resource
    Investigation of the enantioselectivity and enantiomeric elution order of some piperidine-2,6-dione drugs on chiralcel OD column (1994)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 6 (1994), S. 378-381 
    Details
    ISSN: 0899-0042
    Keywords: piperidine-2,6-diones enantiomers ; chiral recognition mechanism(s) ; enantioselective elution order and chirality ; cellulose-based chiral stationary phase ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The enantioselectivity and enantiomeric separation of five racemic piperidine-2,6-dione compounds, on the cellulose tris(3,5-dimethylphenyl carbamate) chiral stationary phase Chiralcel OD-CSP were investigated under the same chromatographic conditions. This class of drugs includes glutethimide, aminoglutethimide, cyclohexylaminoglutethimide, pyridoglutethimide, and phenglutarimide. The results revealed that chiral recognition and the binding sites of these drugs on the Chiralcel OD column are similar, regardless of the absolute configuration of the individual enantiomers. A possible chiral recognition mechanism(s) for this class of drugs and the CSP is presented. © 1994 Wiley-Liss, Inc.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chir.530060504
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    Paper (German National Licenses)
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  • 4
    Electronic Resource
    Electronic Resource
    Application of chiralcel OJ in supercritical fluid chromatography for the resolution of different groups of frequently used drug racemates (1997)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 9 (1997), S. 126-132 
    Details
    ISSN: 0899-0042
    Keywords: supercritical fluid chromatography ; profens ; 2-arylpropionic acids ; barbiturates ; benzodiazepines ; tris(4-methylbenzoate) cellulose ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Supercritical fluid chromatography was applied to evaluate the direct chiral discriminative properties of Chiralcel OJ, a tris(4-methylbenzoate) cellulose column towards frequently administered drugs. Two groups of acidic drugs, profen and barbiturate derivatives, and a few basic drugs of the benzodiazepine type were analysed. The effect on enantioselectivity of carbon dioxide when using methanol are acetonitrile as primary modifier was studied. Acetonitrile proved to be a good alternative for methanol, especially for the profen compounds that were not well resolved using methanol. The results were compared to normal phase chromatographic applications on the same column. SFC was not necessarily superior to high-performance liquid chromatography. Chirality 9:126-132, 1997. © 1997 Wiley-Liss, Inc.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
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    Paper (German National Licenses)
  • 5
    Electronic Resource
    Electronic Resource
    Application of capillary electrophoresis for the analysis of chiral drugs in biological fluids (1997)
    Weinheim : Wiley-Blackwell
    Electrophoresis 18 (1997), S. 965-969 
    Details
    ISSN: 0173-0835
    Keywords: Chiral drug analysis ; Capillary electrophoresis ; Micellar electrokinetic capillary chromatography ; Enantioselective drug monitoring ; Chemistry ; Biochemistry and Biotechnology
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Biology , Chemistry and Pharmacology
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/elps.1150180618
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    Paper (German National Licenses)
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