Patents Assigned to Politechnika Gdanska
  • Patent number: 11939303
    Abstract: The present invention relates to 4-(1-phenyl-1H-[1,2,3]triazol-4-yl)-phenyl sulfamate derivatives and derivatives of 4-(1-phenyl-1H-[1,2,3]triazol-4-yl)-phenol as new compounds. The subject of the invention is the medical use of 4-(1-phenyl-1H-[1,2,3]triazol-4-yl)-phenyl sulfamate derivatives and the medical use of 4-(1-phenyl-1H-[1,2,3]triazol-4-yl)-phenol derivatives. The subject of the invention is the use of new compounds as an agent with the properties of a steroid sulfatase inhibitor and/or an estrogen receptor modulator. The present invention relates to the medical use of novel compounds for use as an antimicrobial medicament and/or estrogen receptor modulator. In particular, 4-(1-phenyl-1H-[1,2,3]triazol-4-yl)-phenyl sulfamate derivatives are for use as medicament in cancer therapy.
    Type: Grant
    Filed: August 20, 2018
    Date of Patent: March 26, 2024
    Assignee: Politechnika Gdanska
    Inventors: Sebastian Demkowicz, Mateusz Dasko, Janusz Rachon
  • Patent number: 8588404
    Abstract: A method of acoustic echo cancellation in the VoIP terminal using processing of the far-end signal with the digital adaptive filter in order to obtain the echo estimate that is subtracted from the microphone signal in which the far-end signal, before it is converted to the analog form and passed to the loudspeaker (4), is marked by embedding an encoded digital signature obtained from the signature generator (14) and then detection of the digital signature is performed in the signal collected by the microphone (7) and converted to digital form, depending on the result of the digital signature detection, adaptation of the digital adaptive filter (9) is resumed or stopped.
    Type: Grant
    Filed: June 30, 2008
    Date of Patent: November 19, 2013
    Assignee: Politechnika Gdanska
    Inventors: Andrzej Czy{grave over (z)}ewski, Grzegorz Szwoch
  • Publication number: 20120116092
    Abstract: A process for the preparation of [1-hydroxy-2-(1H-imidazol-1-yl)-ethylidene]bisphosphonic acid consists of the reaction of aqueous solution of 1H-imidazole-1-acetic acid hydrochloride with phosphorus trichloride followed by removal of the excess of phosphorus trichloride, addition of water and hydrolysis of the reaction products. In order to isolate the product the post-reaction mixture is filtered and the anti-solvent is added to the aqueous filtrate in order to crystallize out [1-hydroxy-2-(1H-imidazol-1-yl)-ethylidene]bisphosphonic acid monohydrate.
    Type: Application
    Filed: October 17, 2009
    Publication date: May 10, 2012
    Applicants: POLITECHNIKA GDANSKA, ZAKLADY FARMACEUTYCZNE POLPHARMA S.A
    Inventors: Leszek Dembkowski, Mariusz Krzyzanowski, Robert Rynkiewicz, Roman Szramka, Zdzislaw Roznerski, Daniel Zyla, Janusz Rachon, Slawomir Makowiec
  • Publication number: 20090281320
    Abstract: The invention relates to a novel process for the preparation of [1-hydroxy-2-(3-pyridinyl)ethylidene] bisphosphonic acid and hemipentahydrate monosodium salt thereof comprising (a) reacting an aqueous solution of 3-pyridyl acetic acid hydrochloride with phosphorus trichloride; (b) removing unreacted phosphorus trichloride; (c) adding water and hydrolyzing; (d) isolating crystalline [1-hydroxy-2-(3-pyridinyl)ethylidene] bisphosphonic acid; (e) suspending said crystalline [1-hydroxy-2-(3-pyridinyl)ethylidene] bisphosphonic acid in water; (f) adding sodium hydroxide, filtering off, and washing; and (g) drying obtained hemipentahydrate monosodium salt of 1-hydroxy-2-(3-pyridinyl)ethylidene] bisphosphonic acid.
    Type: Application
    Filed: December 28, 2005
    Publication date: November 12, 2009
    Applicants: ZAKLADY FARMACEUTYCZNE POLPHARMA SA, POLITECHNIKA GDANSKA
    Inventors: Leszek Dembkowski, Robert Rynkiewicz, Janusz Rachon, Slawomir Makowiec, Witold Przychodzen, Dariusz Witt
  • Patent number: 4923965
    Abstract: The subject of this present invention is tripeptides of N.sup.3 -4-methoxyfumaryl-L-2,3-diaminopropanoic acid of the general formula ##STR1## where R is a hydrogen atom when R.sub.1 is the dipeptide residue containing the residue of alanine, methonine, valine, leucine or norvaline, or R and R.sub.1 have the same meaning and are the residue of monoaminomonocarboxylic aminoacid, such as those of alanine, methionine, valine, leucine, or norvaline, or R is the dipeptide residue containing the residue of alanine, methionine, valine, leucine, norvaline, lysine, ornithine, sarcosine, 2,4-diaminobutanoic acid and 2,3-diaminopropanoic acid, and R.sub.1 is a hydroxide group, and the method of their obtaining. The method of obtaining involves converting N.sup.2 -tetrbutoxycarbonyl, N.sup.3 -4-methoxyfumaroyl-L-2,3-diaminopropanoic acid into an active ester which is used for acylating a dipeptide or N.sup.2 -tetr-butoxycarbonyl, N.sup.
    Type: Grant
    Filed: July 21, 1988
    Date of Patent: May 8, 1990
    Assignee: Politechnika Gdanska
    Inventors: Ryszard Andruszkiewicz, Henryk Chmara, Slawomir Milewski, Edward Borowski, Maria Zaremba, Jerzy Borowski
  • Patent number: 4824944
    Abstract: The present invention relates to new enamine derivatives of daunorubicin and adriamycin of the formula l: ##STR1## and formula 2: ##STR2## wherein R denotes a hydrogen atom or hydroxyl group. The inventive compounds are useful antineoplastic antibiotics utilized in the treatment of cancer, primarily leukemia. The present derivatives demonstrate a reduction in toxicity, in particular cardiotoxicity, over their parent compounds, while retaining chemotherapeutic properties.
    Type: Grant
    Filed: January 12, 1987
    Date of Patent: April 25, 1989
    Assignee: Politechnika Gdanska
    Inventors: Barbara J. Stefanska, Leonard S. Falkowski, Edward Borowski
  • Patent number: 4822311
    Abstract: A free fall, submersible life saving device for an offshore structure has a spherical pressure shell in a casing. The upper part of the device has a lifting frame and at least one manhole closed with a cover and the lower part has ballast, an anchor, and a windlass 5 for the anchor rope having automatic control of the tension in the anchor rope. The device is launched by a catapult on the offshore structure for horizontal movement in free fall to the water surface, where it submerges and is anchored until resurfacing, by release of the anchor, for rescue.
    Type: Grant
    Filed: December 15, 1987
    Date of Patent: April 18, 1989
    Assignee: Politechnika Gdanska
    Inventors: Jerzy W. Doerffer, Lech Rowinski, Andrzej Niepieklo, Jan Klopocki, Boguslaw Siwek
  • Patent number: 4783527
    Abstract: The invention relates to amides of polyene macrolide antibiotics and their derivatives characterized by the general formula I, ##STR1## where R is the polyene macrolide, R.sub.1 is an alkyl or isoalkyl chain of from one to eighteen carbons, unsubstituted or substituted with a primary or secondary amine; where R.sub.2 is an hydrogen or R.sub.1 or R.sub.1 and R.sub.2 are joined through the nitrogen to form a heterocyclic ring.The method of preparation of these substances according to our invention depends upon the reaction of the polyene macrolide or its derivative in which the carboxylic group is activated; in the environment of an organic solvent or mixture of solvents and in the presence of a substance neutralizing the acid; with a compound containing an amino group; leaving upon completion of the reaction; and precipitation of the product from the reaction mixture, by addition of ethyl ether or a mixture of ethyl ether with hydrocarbons; isolation and purification of the product by means of known methods.
    Type: Grant
    Filed: June 23, 1981
    Date of Patent: November 8, 1988
    Assignee: Politechnika Gdanska
    Inventors: Leonard S. Falkowski, Andrzej B. Jarzebski, Barbara J. Stefanska, Elzbieta Troka, Edward Borowski
  • Patent number: 4439363
    Abstract: The acetylmethyl ester of hetacyllin and/or its salts of an organic or inorganic acid are described and methods for their synthesis wherein a tertiary amine and chloroacetone are introduced to hetacyllin in an organic solvent or chloroacetone is introduced to hetacyllin in the form of a salt with an alkali metal in an organic solvent, and then from the reaction mixture, the acetylmethyl ester of hetacyllin is isolated in free form and, if desired, a salt of the ester is obtained by reaction with an organic or inorganic acid in an organic solvent.As tertiary amines, trialkylamine, N-methylpiperidine, N-ethylpiperidine or N-methylmorpholine are used; as organic solvents in obtaining the ester, dimethylformamide, dimethylacetamide or dimethylsulfoxide are used. In obtaining salts of the ester the organic solvents used are aliphatic alcohols of a chain length C.sub.2 -C.sub.5 ; ketones, preferably acetone; ethers, such as diethyl, dipropyl, diisopropyl, dibutyl ethers, or their mixtures.
    Type: Grant
    Filed: February 25, 1982
    Date of Patent: March 27, 1984
    Assignees: Politechnika Gdanska, Instytut Przemyslu Farmaceutyoznego Majakowskiego
    Inventors: Wojciech A. Gruszecki, Irena M. Busko-Oszczopowicz, Maria Gdulewicz-Gruszecka, Jerzy J. Cieslak, Edward Borowski, Teresa Gumiezna
  • Patent number: 4365058
    Abstract: A process for production of esters of antibiotics from the group of polyene macrolides and of N-substituted derivatives thereof, having the general Formula 1, wherein R denotes the radical of antibiotic or of its R-COOR, I N-substituted derivative, and R.sub.1 denotes an alkyl with the chain length of C.sub.1 through C.sub.5, or an aryl, consisting therein that an antibiotic from the group of polyene macrolides or its N-substituted derivative is dissolved or suspended in alcohol and/or neutral organic solvent, or in a mixture of organic solvents, in presence of dicyclohexylcarbodiimide and/or hydrocybenzotriazole, the whole is allowed to stand at room temperature, or at temperature elevated to 40.degree. C., and then the obtained product is isolated from the reaction medium after known methods.
    Type: Grant
    Filed: July 7, 1980
    Date of Patent: December 21, 1982
    Assignee: Politechnika Gdanska
    Inventors: Leonard S. Falkowski, Barbara J. Stefanska, Elzbieta Troka, Jerzy J. Golik, Edward Borowski
  • Patent number: 4351937
    Abstract: The invention relates to the method of preparation of N-glycosyl compounds of anthracyclin antibiotics of formula I ##STR1## where R.sub.1 is the hydrogen atom or hydroxylic group, whereas R.sub.2 is the residue of a mono- or oligosaccharide of a series of aldeses and ketoses or the derivatives reacted with the amine group of the antibiotic. The invention depends upon the reaction of the antibiotic, which is converted into the form of base, in an organic solvent by treatment with molar excess of the saccharide or its derivative at temperature from 20.degree. up to 60.degree. C., for several hours, in the presence of a catalyst, under continuous stirring. The product is precipitated from the reaction mixture upon the addition of a nonpolar solvent and subsequently is purified by known methods.
    Type: Grant
    Filed: July 25, 1980
    Date of Patent: September 28, 1982
    Assignee: Politechnika Gdanska
    Inventors: Barbara J. Stefanska, Leonard S. Falkowski, Edward Borowski
  • Patent number: 4294958
    Abstract: Inorganic salts of trimethylammonium derivatives of polyene macrolides, particularly the inorganic salts of methyl esters of these derivatives having the general formula: ##STR1## wherein R is the residue of a polyene macrolide and X is an anion of a salt selected from the group consisting of methylsulphate, sulphate, chloride, phosphate and acetate.The preparation of salts of formula (I) or formula (II) is also disclosed.
    Type: Grant
    Filed: July 25, 1979
    Date of Patent: October 13, 1981
    Assignee: Politechnika Gdanska
    Inventors: Leonard Falkowski, Barbara Stefanska, Jan Zielinski, Elzbieta Troka, Jerzy Golik, Pawel Kolodziejczyk, Andrzej Jarzebski, Emilia Cybulska, Edward Borowski
  • Patent number: 4278040
    Abstract: This invention relates to braking rudder device consisting of turning rudder blade, horizontal plates and fixed rudder post, which is characterized by dividing the rudder blade in plane of symmetry in two blades, which are turning independently by an angle up to 110.degree. around their common axis where they are connected hingewise and their trailing edge is in the form of a wedge, while each of the blades are stiffened by horizontal plates which in extreme outboard position are bearing upon the rudder post and along the trailing edges are fitted vertical flaps capable of turning by an angle up to 90.degree..
    Type: Grant
    Filed: May 9, 1979
    Date of Patent: July 14, 1981
    Assignee: Politechnika Gdanska
    Inventors: Jerzy Doerffer, Jerzy Madey, Jan Kozlowski, Andrzej Niepiekto
  • Patent number: 4269676
    Abstract: The invention relates to a method of winning copper and accompanying metals from sulfidic ores, post-flotation deposits and waste products in the pyrometallurgical processing of copper ores.In accordance with the present invention, transferring of insoluble minerals of the metals into solution consists in leaching the above materials, initially ground to below 0.1 mm particle size, by means of a mixture of a heterocyclic aromatic amine, selected from the group consisting of pyridine, .alpha.-picoline, .beta.-picoline, .gamma.-picoline and 2,6-lutidine with a chlorinated methane derivative selected from the group consisting of methyl chloride, methylene dichloride, chloroform and carbon tetrachloride. The liquid phase being separated from the solid residue, the metal compounds are separated from the solution and depositing by known methods, e.g. by electrodeposition.
    Type: Grant
    Filed: July 3, 1979
    Date of Patent: May 26, 1981
    Assignee: Politechnika Gdanska
    Inventors: Wlodzimierz Libus, Marek Kluczkowski, Michal Pilarczyk, Henryk Strzelecki, Roman Pastewski, Waclaw Grzybkowski
  • Patent number: 4237808
    Abstract: This invention relates to stern braking device in a form of a shield, which is characterised by placing the shield behind the propeller and the rudder, which at top part has a concave cross section on both sides of plane of symmetry and a hydraulic stabilizer and is hingewise connected at the top, to a lifting gear capable of sliding up and down, whereas the bottom of the shield is connected hingewise to the ship's hull.
    Type: Grant
    Filed: May 9, 1979
    Date of Patent: December 9, 1980
    Assignee: Politechnika Gdanska
    Inventor: Jerzy Doerffer
  • Patent number: 4195172
    Abstract: The new compounds, N-methylglucamine salts of N-glycosyl derivatives of polyene macrolides particularly N-methylglucamine salts of N-glycosyl derivatives of amphotericin B, polifungin and nystatin are described herein. These compounds exhibit high pharamacological activity in some topical and sistemic fungal infections. The product is prepared by reaction of an amino group containing polyene macrolide with an aldose or ketose mono- or oligosaccharide, in an organic solvent medium or in the mixture of solvents characterized in that the formed N-glycosyl derivatives is precipitated from the reaction medium by water or with an aqueous solution of inorganic salt, preferably ammonium sulphate, and after crystallization from a higher alkanol of C.sub.3-6 atoms, preferably n-butanol transformed into a salt, preferably an N-methylglucamine salt and then crystallized from higher alkanol, preferably n-butanol.
    Type: Grant
    Filed: May 10, 1978
    Date of Patent: March 25, 1980
    Assignees: Politechnika Gdanska, Instytut Przemyslu Farmaceutycznego
    Inventors: Leonard Falkowski, Zuzanna Kowszyk-Gindifer, Zofia Plociennik, Jan Zielinski, Halina Dahlig, Jerzy Golik, Ewa Jakobs, Pawel Kolodziejczyk, Elzbieta Bylec, Danuta Roslik-Kaminska, Wladyslawa Wagner, Jan Pawlak, Edward Borowski
  • Patent number: 4150231
    Abstract: 1-Nitro-9-dialkylaminoisoalkylaminoacridines or their salts of the formula: ##STR1## wherein R is lower alkyl, such as methyl, ethyl, R.sup.1 is a hydrogen atom or methyl, R.sup.2 is the same as R.sup.1, with the proviso that R.sup.1 is not equal to R.sup.2 and n = 0 or 2, and their preparation is described. These compounds are useful as anti-neoplastic agents.
    Type: Grant
    Filed: March 25, 1977
    Date of Patent: April 17, 1979
    Assignee: Politechnika Gdanska
    Inventors: Andrzej Ledochowski, Jerzy Gieldanowski, Czeslaw Radzikowski, Cecylia Kwasniewska-Rokicinska, Barbara Wysocka-Skrzela, Lucyna Sawinska, Mieczyslaw Medon
  • Patent number: 4139531
    Abstract: 1-Nitro-9-alkylaminoalkylaminoacridins and their salts, as well as a method for obtaining these compounds, is described. The 1-nitro-9-alkylaminoalkylaminoacridines have the formula 1, ##STR1## wherein R is methyl, ethyl, propyl, isopropyl, butyl, isobutyl, isopentyl, benzyl or cyclohexyl, whereas n is equal to 2 or 3. The salts are those derived from mineral acids or organic acids. These compounds have anti-neoplastic activity.
    Type: Grant
    Filed: February 23, 1977
    Date of Patent: February 13, 1979
    Assignee: Politechnika Gdanska
    Inventors: Andrzej Ledochowski, Jerzy Gieldanowski, Czeslaw Radzikowski, Barbara Horowska, Cecylia Kwasniewska-Rokicinska, Barbara Wysocka-Skrzela, Lucyna Sawinska, Mieczyslaw Medon
  • Patent number: 4093796
    Abstract: A new class of polyene macrolide antibiotics which exhibit valuable therapeutic properties are obtained by reaction of said antibiotics containing at least one amino group with mono- or oligosaccharides, and/or their derivatives in a suitable solvent.A series of such have been obtained and examined. They all exhibit a high biological activity and form salts which are soluble in water.Said sugar derivatives of antibiotics can be used as antifungal agents, also as substances to reduce the overgrowth of the prostrate gland and cholesterol level in the blood.
    Type: Grant
    Filed: August 10, 1972
    Date of Patent: June 6, 1978
    Assignee: Politechnika Gdanska
    Inventors: Leonard Falkowski, Miroslaw Bobrowski, Helena Buluk, Elzbieta Bylec, Barbara Cybulska, Jerzy Golik, Pawel Kolodziejczyk, Jan Pawlak, Andrzej Rudowski, Jan Zielinski, Tadeusz Ziminski, Edward Borowski
  • Patent number: 4092335
    Abstract: The subject of this invention are the desalanyltetaine derivatives of the formula 1, wherein R.sup.1 is a hydroxyl group or an arrangement of the formula 2, wherein R.sup.3 is a hydrogen atom or an alkyl, aryl, aralkyl group and X is an acyl or alkyl group, R.sup.2 is a hydrogen atom or an acyl group, and Z is an oxygen atom, hydroxylamine or hydrazine radical or their alkyl, aryl or aralkyl derivatives.The method of the preparation of the derivatives according to the invention consists in treating the desalanyltetaine derivatives of the formula 1, where R.sup.1 and R.sup.2 have the above mentioned significance, and Z is an oxygen atom with hydroxylamine, hydrazine or their derivatives. A modification of the method consists in treating the desalanyltetaine of the formula 1, where R.sup.2 and Z have the above mentioned significance, and R.sup.1 is a hydroxyl group with the chloroethers.Another modification of the method consists in the fact that the desalanyltetaine derivatives of the formula 1 where R.sup.
    Type: Grant
    Filed: November 5, 1976
    Date of Patent: May 30, 1978
    Assignee: Politechnika Gdanska
    Inventors: Wojciech Gruszecki, Edward Bordwski, Jerzy Gumieniak, Malgorzata Gumieniak, Maciej Smulkowski, Hanna Wojciechowska, Miroslaw Bobrowski