Laboratory-developed simulated moving bed for chiral drug separations: Design of the system and separation of Tramadol enantiomers

The design of a laboratory-developed simulated moving bed (SMB) is described. The main features of the system are outlined. The efficiency of the SMB to resolve chiral drugs is illustrated by the separation of Tramadol enantiomers at various feed concentrations. Advantages over preparative batch chr...

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Published inJournal of Chromatography A Vol. 769; no. 1; pp. 49 - 57
Main Authors Cavoy, E., Deltent, M.-F., Lehoucq, S., Miggiano, D.
Format Journal Article Conference Proceeding
LanguageEnglish
Published Amsterdam Elsevier B.V 02.05.1997
Elsevier
Subjects
Analysis
Analytical chemistry
Biological and medical sciences
Chemistry
Chromatographic methods and physical methods associated with chromatography
Exact sciences and technology
General pharmacology
Medical sciences
Other chromatographic methods
Pharmacology. Drug treatments
Tramadol
Simulated moving bed
Preparative chromatography
Tramadol
Enantiomer separation
Aminoalcohol
Separation
Phase composition
simulated moving bed
HPLC chromatography
Chiral stationary phase
Experimental study
Mobile phase
Analgesic
Ultraviolet detector
Optical resolution
Enantiomer
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Abstract The design of a laboratory-developed simulated moving bed (SMB) is described. The main features of the system are outlined. The efficiency of the SMB to resolve chiral drugs is illustrated by the separation of Tramadol enantiomers at various feed concentrations. Advantages over preparative batch chromatography in terms of solvent and chiral phase consumption are demonstrated.
AbstractList The design of a laboratory-developed simulated moving bed (SMB) is described. The main features of the system are outlined. The efficiency of the SMB to resolve chiral drugs is illustrated by the separation of Tramadol enantiomers at various feed concentrations. Advantages over preparative batch chromatography in terms of solvent and chiral phase consumption are demonstrated.
Author Lehoucq, S.
Deltent, M.-F.
Miggiano, D.
Cavoy, E.
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  organization: UCB Pharma Sector, Drug Discovery, Chemin du Foriest, B-1420 Braine-l'Alleud, Belgium
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Issue 1
Keywords Simulated moving bed
Preparative chromatography
Tramadol
Enantiomer separation
Aminoalcohol
Separation
Phase composition
simulated moving bed
HPLC chromatography
Chiral stationary phase
Experimental study
Mobile phase
Analgesic
Ultraviolet detector
Optical resolution
Enantiomer
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References D.M. Ruthven and C.-B. Ching, Chem. Eng. Sci., 44 (1989) 1011.
US Pat., 3 652 589 (1972).
C.-B. Ching, D.M. Ruthven and K. Hidajat, Chem. Eng. Sci., 40 (1985) 1411.
C. Gillet, Chim. Nouvelle, 32 (1990) 911.
J.N. Kinkel, K. Cabrera and F. Eisenbeiss, in G. Subramanian (Editor), Preparative and Process-Scale Liquid Chromatography, Ellis Horwood, Chichester, 1991, Ch. 14, p. 265.
R.-M. Nicoud, in R.-M. Nicoud (Editor), Simulated Moving Bed: Basics and Applications, Institut National Polytechnique de Lorraine, 1993, p. 54.
E.J. Ariens, in A.M. Krstulovic (Editor), Chiral Separations by HPLC, Ellis Horwood, Chichester, 1989, Ch. 2, p. 31.
Analysis Europa, April (1995) 9.
E.R. Francotte, presented at 11th International Symposium on Preparative and Industrial Chromatography, Baden-Baden, October 1994.
D.M. Ruthven, Principles of Adsorption and Adsorption Processes, Wiley, 1984, Ch. 12, p. 380.
M. Negawa and F. Shoji, J. Chromatogr., 590 (1992) 113.
G. Ganetsos and P.E. Barker, J.A. Johnson and R.G. Kabza, K. Hashimoto, S. Adachi, Y. Shirai, M. Morishita, B. Balannec, G. Hotier and H. Maki, in G. Ganetsos and P.E. Barker (Editors), Preparative and Production Scale Chromatography, Marcel Dekker, New York, 1993, Part IIIB, Ch. 11–15, p. 233.
J. Blehaut, F. Charton and R.-M. Nicoud, LC·GC Int., 4 (1996) 228.
J. Dingenen, in G. Subramanian (Editor), A Practical Approach to Chiral Separations by Liquid Chromatography, VCH, Weinheim, 1994, Ch. 6, p. 115.
J.R. Brown, in G. Subramanian (Editor), A Practical Approach to Chiral Separations by Liquid Chromatography, VCH, Weinheim, 1994, Ch. 3, p. 57.
W. Macdonald, Eur. Chem. News, 20–26 November (1995) 18.
J. Crosby, in A.N. Collins, G.N. Sheldrake and J. Crosby (Editors), Chirality in Industry, Wiley, Chichester, 1992, Ch. 1, p. 1.
J. Blehaut and R.-M. Nicoud, presented at 11th International Symposium on Preparative and Industrial Chromatography, Baden-Baden, October 1994, Poster 602.
F. Charton, M. Bailly and G. Guiochon, J. Chromatogr. A, 687 (1994) 13.
E.R. Francotte, in R.-M. Nicoud (Editor), Simulated Moving Bed: Basics and Applications, Institut National Polytechnique de Lorraine, 1993, p. 35.
C.-B. Ching, B.-G. Lim, E.J.D. Lee and S.C. Ng, J. Chromatogr., 634 (1993) 215.
R.-M. Nicoud, M. Bailly, J.N. Kinkel, R.M. Devant, T.R.E. Hampe and E. Küsters, in R.-M. Nicoud (Editor), Simulated Moving Bed: Basics and Applications, Institut National Polytechnique de Lorraine, 1993, p. 65.
A.F. Fell, presented at 2nd International Conference on Drug Chirality: Stategies for successful decision making in the development of stereoisomeric drugs, London, October 1991.
D.H. Deutsch, Chemtech, March (1991) 157.
E.R. Francotte, Chim. Nouvelle, 53 (1996) 1541.
B.-G. Lim and C.-B. Ching, J. Chromatogr. A, 734 (1996) 247.
R.-M. Nicoud, LC·GC Int., 5 (1992) 43.
S.C. Stinson, Chem. Eng, News, October 9 (1995) 44.
S. Batra, M. Seth and A.P. Bhaduri, in E. Jucker (Editor), Progress in Drug Research, Vol. 41, Birkäuser, Basel, 1993, p. 192.
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SubjectTerms Analysis
Analytical chemistry
Biological and medical sciences
Chemistry
Chromatographic methods and physical methods associated with chromatography
Exact sciences and technology
General pharmacology
Medical sciences
Other chromatographic methods
Pharmacology. Drug treatments
Tramadol
Title Laboratory-developed simulated moving bed for chiral drug separations: Design of the system and separation of Tramadol enantiomers
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