ISSN:
0899-0042
Schlagwort(e):
atenolol
;
nitrile formation
;
stability
;
chromatography
;
Chemistry
;
Organic Chemistry
Quelle:
Wiley InterScience Backfile Collection 1832-2000
Thema:
Chemie und Pharmazie
Notizen:
The chemical stability of the acetamido moiety of the β-blocker atenolol toward possible dehydration causing a nitrile formation during an acid-catalyzed chiral derivatization procedure with O,O′-(R,R)-diacylated tartaric acid anhydrides was elucidated. All the necessary reference compounds including the oxazolidine-2-one derivatives of the respective aminopropanols were synthesized, their structures confirmed by various spectroscopic methods, and chromatographically compared using HPLC and GC-MS. In the course of this work it was shown that the acetamido moiety of atenolol is quite stable toward dehydrating agents but shows a significant thermolability, e.g., in the injection system of a GC, which leads to the dehydrated form of atenolol namely, “nitriloatenolol.” © 1994 Wiley-Liss, Inc.
Zusätzliches Material:
2 Ill.
Materialart:
Digitale Medien
URL:
http://dx.doi.org/10.1002/chir.530060509
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