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Home Molecular Biology Reactive-asymmetrical-dicarboxylic-acid-esters-and-reagents-for-the-investigation-of-cardiac-glycosides

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 Reactive asymmetrical dicarboxylic acid esters and reagents for the investigation of cardiac glycosides

Details
Inventors: Batz, Hans-Georg; Linke, Hans-Ralf; Stellner, Klaus; Wiemann, Gunter;
Assignee: Boehringer Mannheim GmbH (DE)
Primary Examiner: Daus; Donald G.
Assistant Examiner: Eakin; M. C.
Attorney, Agent or Firm: Sprung, Felfe, Horn, Lynch & Kramer

New reactive asymmetrical dicarboxylic acid ester compounds of the formula ##STR1## wherein R.sub.1 is an alkyl radical containing up to 3 carbon atoms or is a digoxin or digitoxin residue, R.sub.2 and R.sub.3, which may be the same or different, are alkoxy radicals containing up to 3 carbon atoms or together represent an oxygen atom, X is a cyanomethoxy, succinimide-N-oxy, N-methyl-pyridiniumoxy, 2,4-dinitrophenoxy, 2,4,5-trichlorophenoxy, pentachlorophenoxy, phenylthio, p-nitrophenoxy, n-nitrophenylthio, piperidyl-N-oxy, phthalimido-N-oxy or benztriazol-N-oxy radical and n is 2, 3, 4 or 5, are useful for the preparation of reagents for the investigation of cardiac glycosides (Digitalis glycosides).

DETAILED DESCRIPTION What is claimed is: 1.
Reactive asymmetrical dicarboxylic acid ester of the formula ##STR3## wherein R.
sub.
1 is alkyl of up to 3 carbon atoms; R.
sub.
2 and R.
sub.
3 are individually selected from alkoxy of up to 3 carbon atoms or together represent an oxygen atom; X is phthalimido-N-oxy; and n is 2, 3, 4 or 5.
2.
Dicarboxylic acid ester compounds as claimed in claim 1 wherein R.
sub.
1 is methyl.
3.
Dicarboxylic acid ester compounds as claimed in claim 1 wherein R.
sub.
1 is ethyl.
4.
Dicarboxylic acid ester compounds as claimed in claim 1 wherein n is 2.
5.
Dicarboxylic acid ester compounds as claimed in claim 1 wherein n is 3.
6.
Dicarboxylic acid ester compounds as claimed in claim 1, wherein n is 4.
7.
Dicarboxylic acid ester compounds as claimed in claim 1 wherein n is 5.




Description:
The present invention is concerned with novel reactive asymmetrical dicarboxylic acid ester compounds useful for the preparation of reagents for the investigation of cardiac glycosides (Digitalis glycosides).
The invention also relates to processes for the preparation of such compounds and to compositions and methods for the investigation of cardiac glycosides.
The methods used for the investigation of Digitalis glycosides and especially for the measurement of the pharmacological level of such glycosides are immunological tests in aqueous or physiological solution, for example, in plasma, serum and urine.
Such immune tests for the determination of digitoxin and digoxin are known.
Thus, according to the process described by G.
C.
Oliver, B.
M.
Parker, D.
L.
Brasfield and C.
W.
Parker in "The Measurement of Digitoxin in Human Serum by Radioimmunoassay" (J.
Clin.
Investig.
, 47, 1035/1968), a certain amount of an anti-digitoxin serum prepared by means of immunological standard processes is reacted with an aqueous or physiological solution, the digitoxin content of which is to be determined, for example with test plasma, serum or urine, or which a standard digitoxin solution, in each case together with a constant amount of digitoxigenin which is either radioactively marked or is bound on to an enzyme and, in each case in such a manner that the antigenic properties remain unchanged



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