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231224s2014 xx |||||o 00| ||eng c |
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|a 10.1002/mrc.4040
|2 doi
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|a pubmed25n0781.xml
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|a (DE-627)NLM234543256
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|a (NLM)24431238
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|a DE-627
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|c DE-627
|e rakwb
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|a eng
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|a Štujber, Michal
|e verfasserin
|4 aut
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|a Structural analysis of an impurity of the drug landiolol
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|c 2014
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|a Text
|b txt
|2 rdacontent
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|a ƒaComputermedien
|b c
|2 rdamedia
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|a ƒa Online-Ressource
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|2 rdacarrier
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|a Date Completed 07.10.2014
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|a Date Revised 20.11.2014
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|a published: Print-Electronic
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|a Citation Status MEDLINE
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|a Copyright © 2014 John Wiley & Sons, Ltd.
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|a In a course of development and preparation of landiolol (1a), a known ultra-short-acting β-blocker, process quality control by HPLC and LC-MS analysis consistently showed an impurity peak ranging from 0.05% to 0.15 % and exhibiting a molecular mass m/z 887. To identify the hitherto unknown impurity, we prepared one of the possible landiolol derivatives with the same molecular mass for proper spectral characterization (NMR and MS). Its equivalence with the unknown impurity was then confirmed by LC-MS analysis. Ultimately, using fragmentation patterns in LC-MS and selective two-dimensional NMR experiments, the structure of the impurity was assigned as [(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 3-{4-[(2S)-2-hydroxy-3-(3-{4-[(2S)-2-hydroxy-3-[(2-{[(morpholin-4-yl)carbonyl]amino}ethyl)amino]propoxy]phenyl}-N-(2-{[(morpholin-4-yl)carbonyl]amino}ethyl)propanamido)propoxy]phenyl}propanoate (2). It was found that the impurity was present in two rotameric forms at room temperature. The synthesis and NMR characterization of (2) are discussed
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|a Journal Article
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|a Research Support, Non-U.S. Gov't
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|a 13C
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|a 1H
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|a DFT
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|a DPFGSE
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|a NMR
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|a band selective 2D NMR
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|a landiolol
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|a Morpholines
|2 NLM
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|a landiolol
|2 NLM
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|a 62NWQ924LH
|2 NLM
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|a Urea
|2 NLM
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|a 8W8T17847W
|2 NLM
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| 700 |
1 |
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|a Beldar, Sagar
|e verfasserin
|4 aut
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| 700 |
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|a Rabong, Constantin
|e verfasserin
|4 aut
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| 700 |
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|a Beseda, Igor
|e verfasserin
|4 aut
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|a Breza, Martin
|e verfasserin
|4 aut
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1 |
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|a Liptaj, Tibor
|e verfasserin
|4 aut
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| 773 |
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|i Enthalten in
|t Magnetic resonance in chemistry : MRC
|d 1985
|g 52(2014), 3 vom: 10. März, Seite 122-7
|w (DE-627)NLM098179667
|x 1097-458X
|7 nnas
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| 773 |
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|g volume:52
|g year:2014
|g number:3
|g day:10
|g month:03
|g pages:122-7
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|u http://dx.doi.org/10.1002/mrc.4040
|3 Volltext
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