Injectable liquid formulation of paracetamol

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

Reexamination Certificate

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C424S400000, C514S516000, C514S731000, C514S970000, C564S007000

Reexamination Certificate

active

08071619

ABSTRACT:
The invention relates to a novel injectable liquid formulation of paracetamol, comprising an aqueous solvent, a buffer agent with a pKa between 4.5 and 6.5, an isotonic agent and the dimer of paracetamol of formula (I), a method for preparation of said formulation and the use of said dimer for the stabilisation of a liquid paracetamol pharmaceutical formulation.

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D. W. Potter et al.; “Identification of Acetaminophen Polymerization Products Catalyzed by Horseradish Peroxidase”, The Journal of Biological Chemistry, vol. 260, No. 22, Oct. 5, 1985, pp. 12174-12180. (Cited in the int'l. search report).
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Fairbrother, Analytical Processes of Drug Substances, 3:1-109 (1974) (in English, cited in opposition to counterpart EP Pat. No. 1592414B1 (EP Appl. No. 04711333)).
Koshy et al., “Stability of Aqueous Solutions of N-Acetyl-p-Aminophenol,” J. Of Pharmaceutical Sciences, 50 (2):113-118 (1961) (in English, cited in opposition to counterpart EP Pat. No. 1592414B1 (EP Appl. No. 04711333)).
“Protonic Equilibrium,” in Mahler et al., Biological Chemistry, 2nd Ed. 1971, Harper & Row, New York, NY, pp. 13-15 (1971) (in English, cited in opposition to counterpart EP Pat. No. 1592414B1 (EP Appl. No. 04711333)) .
Buffer capacity, inonic strength, and tables of pKa, pp. 8-9, http://analytical.biochem.purdue.edu/˜courses/undrgrad/221/wwwboard/handouts/index.html (downloaded Jan. 18, 2011) (in English, cited in opposition to counterpart EP Pat. No. 1592414B1 (EP Appl. No. 04711333)).
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Record from Newport database for injectable paracetamol (undated) (no English translation, cited in opposition.To counterpart EP Pat. No. 1592414B1 (EP Appl. No. 04711333) (alleged evidence of launch date of Perfalgan in Sweden on Feb. 28, 2002).
Excerpt from Chapter 84 “Sterilization,” in Remington: Practice of, 19th Ed. 1995, Mack Publishing Co., Easton, Penn., p. 1463 (1995) (in English, cited in opposition to counterpart EP Pat. No. 1592414B1 (EP Appl. No. 04711333)).
Report of Analyses Carried Out by the Central Analysis Service of the University of the Basque Country (Spain) on 1592414B1 (EP Appl. No. 04711333)).
Fischer et al., “Free-Radical Metabolites of Acetaminophen and a Dimethylated Derivative,” Environmental Health Perspectives, 64, 127-137 (1985) (in English, cited in opposition to counterpart EP Pat. No. 1592414B1 (EP Appl. No. 04711333)).
UK SPC Perfalgan, http://emc.medicines.org.uk/printfriendlydocumentaspx?documentid=142888,compa . . . (downloaded 16 Jul. 2009) (in English, corres to Swedish SmPC Perfalgan (Non Pat Lit #10) cited in opposition to counterpart EP Pat. No. 1592414B1 (EP Appl. No. 04711333)).
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Alves et al. Density Functional Theory Study of Metabolic Derivatives of the Oxidation of Paracetamol, Int'l J. of Quantum Chemistry, vol. 106, pp. 2617-2623 (2006).

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