Patents Assigned to Adam Mickiewicz University
  • Patent number: 11006632
    Abstract: Disclosed herein are amide 7-carboxybenzo[1,2,3]thiadiazoles and derivatives thereof having a general Formula I, as described herein. Combinations and compositions of these compounds are also disclosed. The compounds and compositions can be used as a plant stimulant. For example, the compounds compositions can be used to regulate the plant's growth, regulate the plant's metabolic processes, regulate the plant's physiological processes, prevent against effects of biotic stress in the plant, or prevent against effects of abiotic stress in the plant. In some embodiments, the composition can provide multiple disease resistance to plants infected with a fungus, virus, or bacteria.
    Type: Grant
    Filed: July 27, 2016
    Date of Patent: May 18, 2021
    Assignee: Adam Mickiewicz University Foundation
    Inventors: Marcin Śmiglak, Henryk Pospieszny, Rafal Kukawka, Piotr Lewandowski, Olga Stolarska, Hieronim Maciejewski
  • Publication number: 20190144636
    Abstract: Mixtures of salts to dissolve cellulose. The present invention refers to a composition based in a eutectic mixture of imidazolium salts and natural biopolymers, in particular cellulose, its manufacturing process and method of use to obtain foils or films. The composition is based in a eutectic mixture of imidazolium salts with 0.1 to 50 wt % of biomass.
    Type: Application
    Filed: June 29, 2017
    Publication date: May 16, 2019
    Applicants: UNIVERSIDADE DE SANTIAGO DE COMPOSTELA, ADAM MICKIEWICZ UNIVERSITY FOUNDATION
    Inventors: Hector RODRIGUEZ MARTINEZ, Ana Maria SOTO CAMPOS, Olga STOLARSKA, Marcin SMIGLAK, Anna PAWLOWSKA
  • Patent number: 9605017
    Abstract: The subject matter of the invention is novel 2?,5?-dideoxy-5-fluorouridine derivatives of general formula 1. wherein R1 denotes cinchona alkaloid fragment with defined absolute configuration at C-8 and C-9 atoms. In a second aspect, the subject matter of the invention is a process for the manufacture of 2?,5?-dideoxy-5-fluorouridine derivatives of general formula 1. In a third aspect, the subject matter of the invention is an application of 2?,5?-dideoxy-5-fluorouridine derivatives of general formula 1 in the anticancer treatment of breast cancer, cervical cancer, lung cancer and nasopharynx cancer.
    Type: Grant
    Filed: March 4, 2014
    Date of Patent: March 28, 2017
    Assignee: ADAM MICKIEWICZ UNIVERSITY
    Inventors: Lech Celewicz, Karol Kacprzak, Marta Lewandowska, Piotr Ruszkowski, Natalia Kleczewska
  • Patent number: 9518069
    Abstract: New (triorganosilyl)alkynes and their derivatives having general formula R1—C?C—Z are provided along with methods for the preparation of (triorganosilyl)alkynes and their derivatives having the general formula R1—C?C—Z. The methods may include silylative coupling of terminal alkynes with halogenotriorganosilanes in the presence of an iridium catalyst and a tertiary amine.
    Type: Grant
    Filed: July 10, 2015
    Date of Patent: December 13, 2016
    Assignee: ADAM MICKIEWICZ UNIVERSITY
    Inventors: Ireneusz Kownacki, Bogdan Marciniec, Beata Dudziec, Agnieszka Kownacka, Mariusz Majchrzak, Mateusz Szulc, Bartosz Orwat
  • Publication number: 20160244473
    Abstract: The subject matter of the invention is novel 2?,5?-dideoxy-5-fluorouridine derivatives of general formula 1. wherein R1 denotes cinchona alkaloid fragment with defined absolute configuration at C-8 and C-9 atoms. In a second aspect, the subject matter of the invention is a process for the manufacture of 2?,5?-dideoxy-5-fluorouridine derivatives of general formula 1. In a third aspect, the subject matter of the invention is an application of 2?,5?-dideoxy-5-fluorouridine derivatives of general formula 1 in the anticancer treatment of breast cancer, cervical cancer, lung cancer and nasopharynx cancer.
    Type: Application
    Filed: March 4, 2014
    Publication date: August 25, 2016
    Applicant: ADAM MICKIEWICZ UNIVERSITY
    Inventors: Lech CELEWICZ, Karol KACPRZAK, Marta LEWANDOWSKA, Piotr RUSZKOWSKI, Natalia KLECZEWSKA
  • Patent number: 9388209
    Abstract: 2?,3?-dideoxy-5-fluorouridine derivatives have general formula 1: wherein: R1 denotes cinchona alkaloid fragment with defined absolute configuration at C-8 and C-9 atoms. A process for the manufacture of 2?,3?-dideoxy-5-fluorouridine derivatives of general formula 1 and application of 2?,3?-dideoxy-5-fluorouridine derivatives of general formula 1 in the anticancer treatment of breast cancer, cervical cancer and hepatic cancer are also indicated.
    Type: Grant
    Filed: March 4, 2014
    Date of Patent: July 12, 2016
    Assignee: ADAM MICKIEWICZ UNIVERSITY
    Inventors: Lech Celewicz, Karol Kacprzak, Dagmara Baraniak, Marta Lewandowska, Piotr Ruszkowski
  • Patent number: 9301956
    Abstract: 9-O-propargyl ethers of cinchona alkaloids of general formula represented by formula 1 wherein respective ethers have the following absolute configuration at C-8 and C-9 atoms: (8R,9S)-cinchonine configuration or (8R,9R)-9-epicinchonine configuration are useful in treatments of at least one of breast cancer, cervical cancer, lung cancer and nasopharynx cancer.
    Type: Grant
    Filed: March 4, 2014
    Date of Patent: April 5, 2016
    Assignee: ADAM MICKIEWICZ UNIVERSITY
    Inventors: Lech Celewicz, Karol Kacprzak, Piotr Ruszkowski
  • Patent number: 9260468
    Abstract: The subject matter of the invention is novel 2,3?-anhydro-2?-deoxy-5-fluorouridine derivatives of general formula 1 where R is a trifluoromethyl, 2,2,2-trifluoroethyl, difluoromethyl, perfluoroethyl, 1-fluoroethyl, 2-fluoroethyl, 1,1-difluoroethyl, 1,2-difluoroethyl, 2,2-difluoroethyl, 1,1,2-trifluoroethyl, 1,2,2-trifluoroethyl, 1,1,2,2-tetrafluoroethyl, 1,2,2,2-tetrafluoroethyl group. In a second aspect, the subject matter of the invention is a process for the manufacture of 2,3?-anhydro-2?-deoxy-5-fluorouridine derivatives of general formula 1. In a third aspect, the subject matter of the invention is an application of 2,3?-anhydro-2?-deoxy-5-fluorouridine derivatives of general formula 1 in the anticancer treatment of breast cancer, cervical cancer, lung cancer and nasopharynx cancer.
    Type: Grant
    Filed: August 22, 2014
    Date of Patent: February 16, 2016
    Assignee: ADAM MICKIEWICZ UNIVERSITY
    Inventors: Lech Celewicz, Karol Kacprzak, Piotr Ruszkowski, Marta Lewandowska
  • Patent number: 9255112
    Abstract: (Dimethylvinylgermoxy)heptasubstituted silsesquioxanes of the formula 1, in which the substituents R are equal to one another and represent: a linear or branched C2 to C8 alkyl group; a cyclopentyl or cyclohexyl group; a phenyl group; and the method of their synthesis.
    Type: Grant
    Filed: April 2, 2015
    Date of Patent: February 9, 2016
    Assignee: ADAM MICKIEWICZ UNIVERSITY
    Inventors: Dawid Frąckowiak, Patrycja Żak, Bogdan Marciniec
  • Patent number: 9249167
    Abstract: A new cage monovinylgermasilsesquioxanes of the general formula 1, in which R1 are the same and represent a C1 to C6 alkyl group or a cyclopentyl or cyclohexyl group or a phenyl group. The invention also relates to the method of synthesis of cage monovinylgermasilsesquioxanes of the general formula 1.
    Type: Grant
    Filed: April 2, 2015
    Date of Patent: February 2, 2016
    Assignee: ADAM MICKIEWICZ UNIVERSITY
    Inventors: Dawid Frackowiak, Patrycja Żak, Bogdan Marciniec
  • Publication number: 20160024133
    Abstract: The subject matter of the invention is novel 2,3?-anhydro-2?-deoxy-5-fluorouridine derivatives of general formula 1 where R is a trifluoromethyl, 2,2,2-trifluoroethyl, difluoromethyl, perfluoroethyl, 1-fluoroethyl, 2-fluoroethyl, 1,1 -difluoroethyl, 1,2-difluoroethyl, 2,2-difluoroethyl, 1,1,2-trifluoroethyl, 1,2,2-trifluoroethyl, 1,1,2,2-tetrafluoroethyl, 1,2,2,2-tetrafluoroethyl group. In a second aspect, the subject matter of the invention is a process for the manufacture of 2,3-anhydro-2?-deoxy-5-fluorouridine derivatives of general formula 1. In a third aspect, the subject matter of the invention is an application of 2,3?-anhydro-2?-deoxy-5-fluorouridine derivatives of general formula 1 in the anticancer treatment of breast cancer, cervical cancer, lung cancer and nasopharynx cancer.
    Type: Application
    Filed: August 22, 2014
    Publication date: January 28, 2016
    Applicant: Adam Mickiewicz University
    Inventors: Lech CELEWICZ, Karol KACPRZAK, Piotr RUSZKOWSKI, Marta LEWANDOWSKA
  • Patent number: 9243008
    Abstract: The invention relates to new functionalized unsaturated derivatives of (dimethylvinylgermoxy)heptasubstituted silsesquioxanes of the general formula 1, and the method in which: R are the same and represent linear and branched C2 to C8 alkyl groups, or cyclopentyl and cyclohexyl groups, or phenyl groups R? represents an unsubstituted aryl group containing between 1 and 2 rings or an aryl group substituted in any position in the ring. The invention also relates to the method of synthesis of functionalized unsaturated derivatives of (dimethylvinylgermoxy)heptasubstituted silsesquioxanes.
    Type: Grant
    Filed: April 2, 2015
    Date of Patent: January 26, 2016
    Assignee: Adam Mickiewicz University
    Inventors: Dawid Frąckowiak, Patrycja Żak, Bogdan Marciniec
  • Patent number: 9150596
    Abstract: The subject of the invention are new functionalized unsaturated double-decker derivatives of divinylsilsesquioxanes of the general formula 1. In the formula, R1 are the same and stand for an aryl group containing from 1 to 2 rings, R2 are the same and stand for an alkyl group containing carbon atoms from C1 to C2, substituted or unsubstituted aryl group containing from 1 to 2 rings, R3 are the same and stand for a substituted or unsubstituted aryl group containing from 1 to 2 rings or a group of the formula —R4-R5—, where R4 stands for an alkyl group containing carbon atoms from C1 to C3, while R5 stands for aryl group containing from 1 to 2 rings.
    Type: Grant
    Filed: March 6, 2015
    Date of Patent: October 6, 2015
    Assignee: ADAM MICKIEWICZ UNIVERSITY
    Inventors: Marciniec Bogdan, Dudziec Beata, Zak Patrycja
  • Patent number: 9108994
    Abstract: The present invention relates to new (triorganosilyl)alkynes and their derivatives having general formula 1 R1—C?C—Z (I) In its second aspect, this invention relates to a new selective method for the preparation of new and conventional (triorganosilyl)alkynes and their derivatives having the general formula 1, by the silylative coupling of terminal alkynes with halogenotriorganosilanes in the presence of an iridium catalyst and a tertiary amine.
    Type: Grant
    Filed: December 29, 2011
    Date of Patent: August 18, 2015
    Assignee: ADAM MICKIEWICZ UNIVERSITY
    Inventors: Ireneusz Kownacki, Bogdan Marciniec, Beata Dudziec, Agnieszka Kownacka, Mariusz Majchrzak, Mateusz Szulc, Bartosz Orwat
  • Patent number: 9018400
    Abstract: A new functionalized polyhedral octavinylsilsesquioxanes having the general formula 1, in which R1 denotes: (1) any aryl group other than a non-substituted phenyl or a phenyl substituted in position four with a halogen or the groups-trimethylsilylethynyl, 4,4,5,5-tetramethyl-1,3-dioxaborolane-2-yl, 3,4-dimethoxyphenyl, 3?,5?-bis(methoxycarbonyl)phenyl or benzo[d][1,3]-dioxol-5-yl; (2) any heteroaryl group; or (3) groups including coupled aromatic rings. Additionally, a method to obtain new and known functionalized polyhedral octavinylsilsesquioxanes having the general formula 1, by the silylating coupling of octavinylsilsesquioxane with olefins in the presence of a ruthenium complex catalyst.
    Type: Grant
    Filed: August 4, 2011
    Date of Patent: April 28, 2015
    Assignee: Adam Mickiewicz University
    Inventors: Bogdan Marciniec, Cezary Pietraszuk, Mariusz Majchrzak, Patrycja Zak
  • Patent number: 8841473
    Abstract: The subject of invention is the method of synthesis of fluorosilicone co-polymers of arbitrary topology and general formula 1 in which among others if A stands for CH—O(CH2)m(CF2)nCF2H group, then the method is based on hydrosilylation reaction of appropriate fluoroalkyl-allyl ether with polyhydrosiloxanes containing at least one Si—H group, catalyzed by siloxide rhodium complex. If A stands for in which Z stands for divalent group either then the method is based on the reaction of nucleophilic opening of oxirane ring in appropriate epoxyfunctional co-polysiloxanes, in acidic environment.
    Type: Grant
    Filed: August 16, 2010
    Date of Patent: September 23, 2014
    Assignee: Adam Mickiewicz University
    Inventors: Bogdan Marciniec, Hieronim Maciejewski, Izabela Dabek, Joanna Karasiewicz
  • Patent number: 8816117
    Abstract: The subject of the invention is the method of synthesis of fluoracarbofunctional cage silsesquioxanes of the general formula in which•R1 stands for HCF2(CF2)n(CH2)mO(CH2)3Si(CH3)2O or HCF2(CF2)n(CH2)mO(CH2)3 group in which n=1-12, m=1-4;•R2, R3, R4, R5, R6, R7, R8 can be the same as R1 or different from it and stand all either for the (C1-C25) alkyl group or any aryl group, based on hydrosilylation of fluoroalkyl-allyl ether with an appropriate hydrogen-silsesquioxane in the presence of siloxide rhodium complex [{Rh(OSiMe3)(cod)}2] as a catalyst.
    Type: Grant
    Filed: August 16, 2010
    Date of Patent: August 26, 2014
    Assignee: Adam Mickiewicz University
    Inventors: Bogdan Marciniec, Hieronim Maciejewski, Michal Dutkiewicz
  • Patent number: 8680310
    Abstract: New (E)-styryl-alkynylsubstituted silicon compounds having the generalized formula 1 and A new method of obtaining (E)-styryl-alkynylsubstituted silicon compounds having the generalized formula 1. A denotes: phenylmethylsilyl, 1,4-bis(dimethylsilyl)benzene, 1,2-bis(dimethylsilyl)ethane, 1,1,3,3-tetramethyldisilazane, 1,1,3,3-tetramethyldisiloxane, R? denotes: tri(isopropyl)silyl, 1-pentyl, 2-(trimethylsiloxy)-2-butyl, 1-(trimethylsiloxy)-1-cyclohexyl, triethylgermyl, R? denotes: H or Cl and when A denotes phenylmethylsilyl then R? denotes also methyl or a methoxy group. A method of obtaining (E)-styrylalkynylsubstituted silicon compounds having the generalized formula 1 where A, R? and R? denote the same as stated above by way of a silylative coupling reaction between a suitable substituted styrene and a suitable vinyl-alkynylsubstituted silicon compound in the presence of a ruthenium(II) complex as catalyst.
    Type: Grant
    Filed: August 20, 2010
    Date of Patent: March 25, 2014
    Assignee: Adam Mickiewicz University
    Inventors: Bogdan Marciniec, Beata Dudziec, Monika Rzonsowska
  • Publication number: 20140005427
    Abstract: The present invention relates to new (triorganosilyl)alkynes and their derivatives having general formula 1 R1—C?C—Z (I) In its second aspect, this invention relates to a new selective method for the preparation of new and conventional (triorganosilyl)alkynes and their derivatives having the general formula 1, by the silylative coupling of terminal alkynes with halogenotriorganosilanes in the presence of an iridium catalyst and a tertiary amine.
    Type: Application
    Filed: December 29, 2011
    Publication date: January 2, 2014
    Applicant: ADAM MICKIEWICZ UNIVERSITY
    Inventors: Ireneusz Kownacki, Bogdan Marciniec, Beata Dudziec, Agnieszka Kownacka, Mariusz Majchrzak, Mateusz Szulc, Bartosz Orwat
  • Publication number: 20130102793
    Abstract: A new functionalized polyhedral octavinylsilsesquioxanes having the general formula 1, in which R1 denotes: (1) any aryl group other than a non-substituted phenyl or a phenyl substituted in position four with a halogen or the groups-trimethylsilylethynyl, 4,4,5,5-tetramethyl-1,3-dioxaborolane-2-yl, 3 ,4-dimethoxyphenyl, 3?, 5?-bis(methoxycarbonyl)phenyl or benzo[d][1,3]-dioxol-5-yl; (2) any heteroaryl group; or (3) groups including coupled aromatic rings. Additionally, a method to obtain new and known functionalized polyhedral octavinylsilsesquioxanes having the general formula 1, by the silylating coupling of octavinylsilsesquioxane with olefins in the presence of a ruthenium complex catalyst.
    Type: Application
    Filed: August 4, 2011
    Publication date: April 25, 2013
    Applicant: ADAM MICKIEWICZ UNIVERSITY
    Inventors: Bogdan Marciniec, Cezary Pietraszuk, Mariusz Majchrzak, Patrycja Zak