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US4184037A Expired / Lapsed US ⏱️ 0.0 years remaining

Digoxin oxidized product

Assignee: Murex Diagnostics Inc
•
Filing: 1978-01-12
•
Granted: 1980-01-15
•
Expires: 1998-01-12
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Abstract

Abstract Reagent of value in the radioimmunoassay of digoxin. Also provided by the invention are a radioimmunoassay method utilizing such reagent and a test kit suitable for use in performing the assay.

Inventors

  • 👤 Samuel Wilkinson

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 08:19
CPC Classifications
G; G01; G01N; G01N33/00; G01N33/48; G01N33/50; G01N33/53; G01N33/531; G01N33/532; G01N33/534; C; C07; C07J; C07J41/00; C07J41/0033; C07J41/0055; C07J43/00; C07J43/003; Y; Y10; Y10S; Y10S436/00; Y10S436/807; Y10S436/808; Y10S436/815

Claims Analysis

Total Claims: 3
Claim 1
Independent Claim 177 words
The material obtainable by: (a) selectively oxidising digoxin at the 15'- and 16'-positions of the terminal digitoxose residue thereof using sodium periodate; (b) reacting the product of step (a) with tyrosine methyl ester; and (c) selectively reducing with sodium borohydride the product of step (b); which material (i) absorbs at a wavelength of 254 mμ when in solution in the mixture methanol:chloroform, 1:9 (v/v); (ii) is homogeneous by thin layer chromatography using alumina plates and the solvent system methanol:chloroform, 2:8 (v/v) and has Rf 0.60 in this system; (iii) gives positive reactions with Pauly's reagent (for tyrosine) and Raymond's reagent (for cardenolides) and has a phenol to cardenolide ratio of 1:1; (iv) has an infrared absorption spectrum substantially as shown in FIG. 2; and (v) whereof the nuclear magnetic resonance spectrum recorded at 100 MHz in deuterochloroform/hexadeuterodimethylsulphoxide has the following features: ______________________________________ Observed chemical Protons shifts (ppm) Characteristics ______________________________________ Phenolic 6.95 doublet Phenolic 6.75 doublet Lactone 5.95 singlet Angular CH.sub.3 0.80 and 0.92 singlets ______________________________________ where ppm (parts per million) is with reference to tetramethylsilane internal standard.
Claim 2
Dependent Claim 177 words
The material obtainable by: (a) selectively oxidising digoxin at the 15'- and 16'-positions of the terminal digitoxose residue thereof using sodium periodate; (b) reacting the product of step (a) with tyrosine methyl ester; and (c) selectively reducing with sodium borohydride the product of step (b); which material (i) absorbs at a wavelength of 254 mμ when in solution in the mixture methanol:chloroform, 1:9 (v/v); (ii) is homogeneous by thin layer chromatography using alumina plates and the solvent system methanol:chloroform, 2:8 (v/v) and has Rf 0.60 in this system; (iii) gives positive reactions with Pauly's reagent (for tyrosine) and Raymond's reagent (for cardenolides) and has a phenol to cardenolide ratio of 1:1; (iv) has an infrared absorption spectrum substantially as shown in FIG. 2; and (v) whereof the nuclear magnetic resonance spectrum recorded at 100 MHz in deuterochloroform/hexadeuterodimethylsulphoxide has the following features: ______________________________________ Observed chemical Protons shifts (ppm) Characteristics ______________________________________ Phenolic 6.95 doublet Phenolic 6.75 doublet Lactone 5.95 singlet Angular CH.sub.3 0.80 and 0.92 singlets ______________________________________ where ppm (parts per million) is with reference to tetramethylsilane internal standard.
Claim 3
Dependent Claim 14 words
The material obtainable by radio-iodinating the material defined in claim 1 with 125 I.

References Cited (Backward Citations)

BE801275A Cited
US3997525A Cited
US3925355A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-01-14 1983-07-16 1984-01-15 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-01-14 1987-07-16 1988-01-15 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-01-14 1991-07-16 1992-01-15 $7700.00 Window Closed / Lapsed

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