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Quantitative acetaminophen analytics

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  • Publication Date:
    June 18, 2024
  • معلومة اضافية
    • Patent Number:
      12012,630
    • Appl. No:
      16/960909
    • Application Filed:
      January 08, 2019
    • نبذة مختصرة :
      A method for quantitatively determining the amount of acetaminophen in a sample with greater precision, greater sensitivity and fewer interactions and fewer spectral and chemical interferences with other compounds contained in the sample. The method includes acetaminophen being hydrolyzed and the resulting p-aminophenol being reacted with a compound of general formula (III): [chemical expression included] in the presence of an oxidant to form a compound of general formula (IV): [chemical expression included] wherein R1 and R2, independently of one another, are selected from H, —CH3, and —OCH3, R3 is —C2H5 and R4 is a C1-4 alkyl moiety with a terminal sulfonate group, with the proviso that at least one of R1 and R2 is —OCH3 and/or R4 additionally has at least one OH substituent, and then the amount of the compound of general formula (IV) in the reaction mixture being photometrically determined.
    • Inventors:
      DiaSys Diagnostic Systems GmbH (Holzheim, DE)
    • Assignees:
      DiaSys Diagnostic Systems GmbH (Holzheim, DE)
    • Claim:
      1. A method for quantitatively determining an amount of acetaminophen in a sample, comprising: producing a reaction mixture by hydrolyzing acetaminophen having formula (I) [chemical expression included] resulting in p-aminophenol having formula (II) [chemical expression included] and reacting the p-aminophenol having formula (II) with a compound of general formula (III) [chemical expression included] in the presence of an oxidant to form a compound of general formula (IV) [chemical expression included] wherein, in formulae (III) and (IV), R1 and R2, independently of one another, are selected from H, —CH 3 , and —OCH 3 , R3 is —C 2 H 5 and R4 is a substituted C 1-4 alkyl moiety with a terminal sulfonate group, with the proviso that at least one of R1 and R2 is —OCH 3 and/or R4 additionally comprises at least one OH substituent, and then an amount of the compound of general formula (IV) in the reaction mixture is photometrically determined.
    • Claim:
      2. The method according to claim 1 , wherein the oxidant is selected from the group consisting of hydrogen peroxide, an organic peroxide, an iron-cyanide complex, a periodate salt, and a periodate complex.
    • Claim:
      3. The method according to claim 1 , wherein an absorption maximum of the compound of general formula (IV) lies in a wavelength range of from 650 nm to 800 nm.
    • Claim:
      4. The method according to claim 1 , wherein the method is carried out in a presence of N-ethylmaleimide and/or maleimide.
    • Claim:
      5. The method according to claim 1 , wherein the method is carried out in a presence of EDTA.
    • Claim:
      6. The method according to claim 1 , wherein the sample is a liquid sample and has a volume of 5 μL or less.
    • Claim:
      7. The method according to claim 1 , wherein the method is carried out in a presence of a phosphate buffer.
    • Claim:
      8. The method according to claim 1 , wherein the method is carried out in a presence of boric acid.
    • Claim:
      9. The method according to claim 1 , wherein the method is carried out at a pH of from 8 to 10.5.
    • Claim:
      10. The method according to claim 1 , wherein the sample is a liquid sample and is selected from blood, blood serum or blood plasma.
    • Patent References Cited:
      6015683 January 2000 Schaeffer
      6783731 August 2004 Arter
      8715952 May 2014 Bulger et al.
      20090269792 October 2009 Bulger
      20190338337 November 2019 Acorn
      0 750 197 December 1996





    • Other References:
      Pasha, Chand. Ecletica Quimica Journal, vol. 45, No. 3, Jul. 1, 2020, pp. 37-46. cited by examiner
      Filik et al. Analytica Chimica Acta, vol. 535, Dec. 28, 2004, pp. 177-182. cited by examiner
      Cekic et al. Journal of Analytical Chemistry, vol. 60, No. 11, 2005, pp. 1147-1151. cited by examiner
      Afshari, Jalil Tavakoli, et al.: “Rapid spectrophotometric method for the quantitation of acetaminophen in serum,” Analytica Chimica ACTA 443 (2001) pp. 165-169. cited by applicant
      Hammond, P. M. et al., “Development of an Enzyme-Based Assay for Acetaminophen,” Analytical Biochemistry 143 (1984) pp. 152-157. cited by applicant
      Morris, H. C. et al: “Development and validation of an automated enzyme assay for paracetamol (acetaminophen),” Clinica Chimica ACTA, 187, (1990) pp. 95-104. cited by applicant
    • Primary Examiner:
      Wallenhorst, Maureen
    • Attorney, Agent or Firm:
      Faegre Drinker Biddle & Reath LLP
    • الرقم المعرف:
      edspgr.12012630