Patents by Inventor Janko Zmitek

Janko Zmitek has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Publication number: 20070202090
    Abstract: An inclusion complex comprising coenzyme Q10 and ?-cyclodextrin, its manner of preparation, and its use in products, such as, for example, pharmaceuticals, cosmetics, and aliments is disclosed. ?-cyclodextrin is dissolved in water at a temperature elevated above room temperature, such as, for example, between 55° C. and water's boiling temperature. While stirring the ?-cyclodextrin-water solution, coenzyme Q10 is added either in a solid form or a solution. Stirring is continued at the evaluated temperature and, then, either at room temperature or a temperature lower than room temperature. The complex enhances the water solubility of the coenzyme Q10 significantly. Also, the complex improves the bioavailability and prophylactic or therapeutical effectiveness of coenzyme Q10.
    Type: Application
    Filed: May 10, 2005
    Publication date: August 30, 2007
    Inventors: Mirko Prosek, Andrej Smidovnik, Maja Fir, Monika Strazisar, Alenka Golc Wondra, Samo Andrensek, Janko Zmitek
  • Patent number: 5840714
    Abstract: Inclusion Complexes of Racemic Ibuproxam and of Optically Active Ibuproxam with Cyclodextrin Derivatives, Process for the Preparation Thereof, Pharmaceutical Preparations Containing these Inclusion Complexes or Containing Optically Active S-(+)-Ibuproxam, and Use ThereofThere are disclosed novel inclusion complexes of racemic ibuproxam and of optically active S-(+)-ibuproxam with hydrophilic and hydrophobic cyclodextrin derivatives and, in the case of optically active S-(+)-ibuproxam, also with .beta.-cyclodextrin alone. Further a process for preparing S-(+)-ibuproxam and inclusion complexes of racemic ibuproxam and of optically active S-(+)-ibuproxam with hydrophilic and hydrophobic derivatives of .beta.-cyclodextrin and, in the case of optically active S-(+)-ibuproxam, also with .beta.-cyclodextrin alone, is disclosed.Disclosed are also pharmaceutical compositions containing these inclusion complexes or optically active S-(+)-ibuproxam.
    Type: Grant
    Filed: February 20, 1996
    Date of Patent: November 24, 1998
    Assignee: LEK, tovarna farmacevtskih in kemicnih izdelkov, d.d.
    Inventors: Janko Zmitek, Katarina Verhnjak, Darja Fercej-Temeljotov, Mateja Kovacic, Anton Lavric, Breda Bole-Vunduk
  • Patent number: 5614199
    Abstract: Described is a new process for the preparation of alkali clavulanate from an aqueous solution of crude clavulanic acid, which is obtained in a conventional manner after the fermentation with a clavulanic-acid-producing microorganism, extracted with an ethyl acetate solution of a hydrophobic .beta.-CD derivative such as heptakis-(2,3,6-tri-O-acetyl)-.beta.-CD in at least equimolar ratio with regard to clavulanic acid. The resulting novel inclusion complexes of clavulanic acid and hydrophobic .beta.-CD derivative in a molar ratio about 1:1 are isolated, purified and then converted with an alkali base or alkali alkanoate to the desired alkali clavulanate, which is isolated. Furthermore, there are described new inclusion complexes of clavulanic acid and of its pharmaceutically acceptable alkali salts both with hydrophilic .beta.-CD derivatives and with hydrophobic .beta.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: March 25, 1997
    Assignee: LEK, tovarna farmacevtskih in kemicnih izdelkov, d.d., Ljubljana
    Inventors: Janko Zmitek, Darja Fercej-Temeljotov, Katarina Verhnjak, Sonja Kotnik, Mateja Kovacic
  • Patent number: 5608052
    Abstract: Described is a new process for the preparation of alkali clavulanate from an aqueous solution of crude clavulanic acid, which is obtained in a conventional manner after the fermentation with a clavulanic-acid-producing microorganism, extracted with an ethyl acetate solution of a hydrophobic .beta.-cyclodextrin derivative such as heptakis-(2,3,6-tri-O-acetyl)-.beta.-cyclodextrin in at least equimolar ratio with regard to clavulanic acid. The resulting novel inclusion complexes of clavulanic acid and hydrophobic .beta.-cyclodextrin derivative in a molar ratio about 1:1 are isolated, purified and then converted with an alkali base or alkali alkanoate to the desired alkali clavulanate, which is isolated. Furthermore, there are described new inclusion complexes of clavulanic acid and of its pharmaceutically acceptable alkali salts both with hydrophilic .beta.-cyclodextrin derivatives and with hydrophobic .beta.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: March 4, 1997
    Assignee: LEK, tovarna farmacevtskih in kemicnih
    Inventors: Janko Zmitek, Darja Fer cej-Temeljotov, Katarina Verhnjak, Sonja Kotnik, Mateja Kova ci c
  • Patent number: 5519012
    Abstract: Novel inclusion complexes of racemic 1,4-dihydropyridines and enantiomers thereof of the formula ##STR1## wherein R represents a phenyl group, substituted with nitro, trifluoromethyl, difluoromethoxy group or with one or two halo atoms (especially chlorine),R.sub.1 and R.sub.2, if the same, represent methyl groups and if one of them has the meaning of a 2-aminoethoxymethyl or cyano group, the other represents a methyl group,R.sub.3 and R.sub.4, if different, stand each time for a hydrogen, linear or branched C.sub.1 -C.sub.6 -alkyl, 2-methoxyethyl, 1-(phenylmethyl)-3-piperidinylphenyl, styryl, furyl, piperidino, 4-diphenylmethyl-1-piperazinylethyl, 5-phenyl-3-pirazolyloxy, 1-phenyl-methyl-3-pyrrolidinyl group or a group of the formula ##STR2## or, if the same, stand each time C.sub.1 -C.sub.4 alkyl group, and of acid addition salts thereof with methyl-.beta.-cyclodextrin, hydroxy-ethyl-.beta.-cyclodextrin or hydroxypropyl-.beta.
    Type: Grant
    Filed: December 16, 1994
    Date of Patent: May 21, 1996
    Assignee: LEK, tovarna farmacevtskih in kemicnih izdelkov, d.d., Ljubljana
    Inventors: Darja Fercej-Temeljotov, Janko Zmitek, Breda Husu-Kovacevic, Sonja Kotnik, Zdenka Jerala-Strukelj
  • Patent number: 5498788
    Abstract: Described is a new process for the preparation of alkali clavulanate from an aqueous solution of pure clavulanic acid and of pharmaceutically acceptable potassium crude clavulanic acid, which is obtained in a conventional manner after the fermentation with a clavulanic-acid-producing microorganism, extracted with an ethyl acetate solution of a hydrophobic .beta.-CD derivative such as heptakis-(2,3,6-tri-O-acetyl)-.beta.-CD in equimolar amount or up to 10% excess with regard to clavulanic acid. The resulting novel inclusion complexes of clavulanic acid and hydrophobic .beta.-CD derivative in a molar ratio about 1:1 are isolated, purified with water and then converted with potassium 2-ethyl hexanate to the potassium clavulanate, which is isolated. Furthermore, there are described new inclusion complexes of clavulanic acid and of its pharmaceutically acceptable potassium salt both with hydrophilic .beta.-CD derivatives and with hydrophobic .beta.
    Type: Grant
    Filed: January 6, 1995
    Date of Patent: March 12, 1996
    Assignee: LEK, tovarna farmacevtskih
    Inventors: Janko Zmitek, Darja Fercej-Temeljotov, Katarina Verhnjak, Sonja Kotnik, Mateja Kovacic
  • Patent number: 5079237
    Abstract: There is described a new inclusion complex of nicardipine or its hydrochloride with beta-cyclohdextrin, which is prepared by admixing nicardipine or its hydrochloride with beta-cyclodextrin in a molar ratio of the compounds 1:0.9-1.1 under stirring at a temperature from about room temperature to the boiling temperature of the reaction mixture in an aqueous or ethanolic medium, cooling the reaction mixture to 0.degree. to 5.degree. C. and isolating the desired complex.The inclusion complex of nicardipine or its hydrochloride posesses cerebrovascular-vasodilatory and coronary-vasodilatory properties, which are equally well expressed as those of nicardipine or its hydrochloride themselves, yet owing to the better solubility of the complex at a higher pH range, such as it exists e.g. in the intestinal tract, the manufacture of sustained release pharmaceutical forms is made possible, whereby a greater extent of dissolution of the active substance is provided also in the intestinal juice.
    Type: Grant
    Filed: January 18, 1989
    Date of Patent: January 7, 1992
    Assignee: Lek
    Inventors: Breda Husu, Jenny Milovac, Zdravko Kopitar, Branko Huc, Janko Zmitek, Peter Bukovec, Mirjan Zorz, Boris Rusjakovski, Polona Cvelbar, Zdenka Jerala-Strukelj, Bojan Kofler
  • Patent number: 4952565
    Abstract: A new inclusion complex of ibuproxam with beta-cyclodextrin is described, which is prepared by adding ibuproxam to a boiling aqueous solution of beta-cyclodextrin, stirring the reaction mixture at the boiling temperature, cooling to a temperature of 0.degree. C. to 5.degree. C. and isolating the title complex.The analgesic, antipyretic and antiinflammatory properties of the inclusion complex of ibuproxam with beta-cyclodextrin are equivalent to those of ibuproxam alone, but owing to its better water-solubility the complex can be more easily formulated into pharmaceutical forms.
    Type: Grant
    Filed: November 13, 1987
    Date of Patent: August 28, 1990
    Inventors: Janko Zmitek, Jenny Milovac, Zdravko Kopitar, Mirjan Zorz, Boris Rusjakovski
  • Patent number: 4720552
    Abstract: A new, technologically easily feasible process for the preparation of 4(5)-methyl-5(4)-thiomethyl imidazole of the formula ##STR1## and of acid addition salts thereof is described, wherein 4(5)-methyl-5(4)-bromomethyl imidazole hydrobromide is reacted in an aqueous medium at room temperature with potassium O-ethyl dithiocarbonate to the intermediate O-ethyl-S-(4-methylimidazolyl-5-methyl) dithiocarbonate, which is hydrolyzed at the reflux temperature under nitrogen atmosphere with an aqueous HBr or HCl solution to 4(5)-methyl-5(4)-thiomethyl imidazole hydrobromide or hydrochloride resp.The compound is a valuable starting material in the synthesis of cimetidine, a well-known drug in the therapy of the ulcer disease.
    Type: Grant
    Filed: April 27, 1987
    Date of Patent: January 19, 1988
    Assignee: LEK, tovarna facmacevtskih in kemicnih izdelkov, n.sol.o
    Inventors: Teofil Zizek, Janko Zmitek