Patents by Inventor Stanislaw Pikul

Stanislaw Pikul 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).

  • PROCESS FOR THE PRODUCTION OF 5-(4-((2S,5S)-5-(4-CHLOROBENZYL)-2-METHYL-MORPHOLINO)PIPERIDIN-1-YL)-1H-1,2,4-TRIAZOL-3-AMINE
    Publication number: 20240025889
    Abstract: The present invention relates to a process for the synthesis of 5-(4-((2S,5S)-5-(4-chlorobenzyl)-2-methylmorpholino)piperidin-1-yl)-1H-1,2,4-triazol-3-amine in two hydrated crystalline forms and in one anhydrous crystalline form. The present invention further relates to methyl (Z)-4-((2S,5S)-5-(4-chlorobenzyl)-2-methylmorpholino)-N-cyanopiperidine-1-carbimidothioate which is an intermediate in this process.
    Type: Application
    Filed: July 17, 2023
    Publication date: January 25, 2024
    Inventors: Grzegorz Witkowski, Marta Magdycz, Magdalena Tyszkiewicz, Marcin Zakrzewski, Stanislaw Pikul
  • Process for the production of 5-(4-((2S,5S)-5-(4-chlorobenzyl)-2-methyl-morpholino)piperidin-1-yl)-1H-1,2,4-triazol-3-amine
    Patent number: 11746107
    Abstract: The present invention relates to a process for the synthesis of 5-(4-((2S,5S)-5-(4-chlorobenzyl)-2-methylmorpholino)piperidin-1-yl)-1H-1,2,4-triazol-3-amine in two hydrated crystalline forms and in one anhydrous crystalline form. The present invention further relates to methyl (Z)-4-((2S,5S)-5-(4-chlorobenzyl)-2-methylmorpholino)-N-cyanopiperidine-1-carbimidothioate which is an intermediate in this process.
    Type: Grant
    Filed: September 25, 2020
    Date of Patent: September 5, 2023
    Assignee: Molecure S.A.
    Inventors: Grzegorz Witkowski, Marta Magdycz, Magdalena Tyszkiewicz, Marcin Zakrzewski, Stanislaw Pikul
  • PROCESS FOR THE PRODUCTION OF 5-(4-((2S,5S)-5-(4-CHLOROBENZYL)-2-METHYL-MORPHOLINO)PIPERIDIN-1-YL)-1H-1,2,4-TRIAZOL-3-AMINE
    Publication number: 20210147401
    Abstract: The present invention relates to a process for the synthesis of 5-(4-((2S,5S)-5-(4-chlorobenzyl)-2-methylmorpholino)piperidin-1-yl)-1H-1,2,4-triazol-3-amine in two hydrated crystalline forms and in one anhydrous crystalline form. The present invention further relates to methyl (Z)-4-((2S,5S)-5-(4-chlorobenzyl)-2-methylmorpholino)-N-cyanopiperidine-1-carbimidothioate which is an intermediate in this process.
    Type: Application
    Filed: September 25, 2020
    Publication date: May 20, 2021
    Inventors: Grzegorz Witkowski, Marta Magdycz, Magdalena Tyszkiewicz, Marcin Zakrzewski, Stanislaw Pikul
  • Process for preparation of roflumilast
    Patent number: 9233925
    Abstract: The present invention provides novel processes for the preparation of N-substituted benzamides having the formula VIc: In some embodiments, the invention provides a process for preparation of roflumilast and other pharmaceutically active species. Novel compounds, including intermediates for the synthesis of roflumilast, are also provided.
    Type: Grant
    Filed: June 10, 2015
    Date of Patent: January 12, 2016
    Assignee: ScinoPharm (Changshu) Pharmaceuticals, Ltd.
    Inventors: Yi-Jing Chen, Stanislaw Pikul, Shen-Chun Kuo, Guo-dong Chu
  • PROCESS FOR PREPARATION OF ROFLUMILAST
    Publication number: 20150274667
    Abstract: The present invention provides novel processes for the preparation of N-substituted benzamides having the formula VIc: In some embodiments, the invention provides a process for preparation of roflumilast and other pharmaceutically active species. Novel compounds, including intermediates for the synthesis of roflumilast, are also provided.
    Type: Application
    Filed: June 10, 2015
    Publication date: October 1, 2015
    Inventors: Yi-Jing Chen, Stanislaw Pikul, Shen-Chun Kuo, Guo-dong Chu
  • Process for preparation of roflumilast
    Patent number: 9085533
    Abstract: The present invention provides novel processes for the preparation of N-substituted benzamides having the formula (VIc). In some embodiments, the invention provides a process for preparation of roflumilast and other pharmaceutically active species. Novel compounds, including intermediates for the synthesis of roflumilast, are also provided.
    Type: Grant
    Filed: March 7, 2013
    Date of Patent: July 21, 2015
    Assignee: ScinoPharm (Changshu) Pharmaceuticals, Ltd.
    Inventors: Yi-Jing Chen, Stanislaw Pikul, Shen-Chun Kuo, Guo-dong Chu
  • PROCESS FOR PREPARATION OF ROFLUMILAST
    Publication number: 20150025246
    Abstract: The present invention provides novel processes for the preparation of N-substituted benzamides having the formula (VIc). In some embodiments, the invention provides a process for preparation of roflumilast and other pharmaceutically active species. Novel compounds, including intermediates for the synthesis of roflumilast, are also provided.
    Type: Application
    Filed: March 7, 2013
    Publication date: January 22, 2015
    Applicant: Scinopharm (Changshu) Pharmaceuticals, Ltd.
    Inventors: Yi-Jing Chen, Stanislaw Pikul, Shen-Chun Kuo, Guo-dong Chu
  • Hydroxypiperidine derivatives and uses thereof
    Publication number: 20110178066
    Abstract: Chemical agents, such as derivatives of hydroxypiperidine moieties, and similar heterocyclic ring structures, including salts thereof, that act as anti-cancer and anti-tumor agents, especially where such agents modulate the activity of enzymes and structural polypeptides present in cells, such as cancer cells, or where the agents modulate levels of gene expression in cellular systems, including cancer cells, are disclosed, along with methods for preparing such agents, as well as pharmaceutical compositions containing such agents as active ingredients and methods of using these as therapeutic agents.
    Type: Application
    Filed: July 21, 2010
    Publication date: July 21, 2011
    Inventors: Norman E. Ohler, Jeffrey W. Watthey, Qin Zong, Paul E. Young, Kathryn J. Strand, Stanislaw Pikul
  • Derivatives of 3-hydroxy-pyrrole-2,4-dicarboxylic acid and uses thereof
    Patent number: 7094791
    Abstract: Chemical agents of the general formula (I) and (II), such as derivatives of 3-hydroxy-pyrrole containing hydroxamic acid, and including salts thereof, that modulate levels of gene expression in cellular systems, including cancer cells, are disclosed, along with methods for preparing such agents, as well as pharmaceutical compositions containing such agents as active ingredients and methods of using these as therapeutic agents.
    Type: Grant
    Filed: July 31, 2003
    Date of Patent: August 22, 2006
    Assignee: Avalon Pharmaceuticals, Inc.
    Inventors: Wieslaw M. Cholody, Valentina Petukhova, Sean O'Brien, Norman Ohler, Stanislaw Pikul
  • Heterocyclic side chain containing, n-substituted metalloprotease inhibitors
    Patent number: 6949545
    Abstract: Disclosed are compounds which are inhibitors of metalloproteases and which are effective in treating conditions characterized by excess activity of these enzymes. In particular, the compounds have a structure according to the following Formula (I): where R1, R2, R3, n, A, E, X, G, G?, M and Z have the meanings described in the specification and the claims, as well as optical isomers, diastereomers and enantiomers of Formula I, and pharmaceutically-acceptable salts, biohydrolyzable amides, esters, and imides thereof. Also described are pharmaceutical compositions comprising these compounds, and methods of treating metalloprotease-related maladies using the compounds or the pharmaceutical compositions.
    Type: Grant
    Filed: September 13, 2002
    Date of Patent: September 27, 2005
    Assignee: The Procter & Gamble Company
    Inventors: Stanislaw Pikul, Norman Eugene Ohler, Neil Gregory Almstead, Steven Karl Laughlin, Michael George Natchus, Biswanath De, Paul Mitchell Hershberger
  • Substituted cyclic amine metalloprotease inhibitors
    Publication number: 20050154019
    Abstract: The invention provides compounds which are useful as inhibitors of metalloproteases, and which are effective in treating conditions characterized by excess activity of these enzymes. In particular, the present invention relates to a compound having a structure according to Formula (I). Also disclosed are compounds, pharmaceutical compositions and methods of treating diseases characterized by metalloprotease activity using these compounds or the pharmaceutical compositions containing them.
    Type: Application
    Filed: December 3, 2004
    Publication date: July 14, 2005
    Inventors: Michael Natchus, Biswanath De, Stanislaw Pikul, Neil Almstead, Roger Bookland, Yetunde Taiwo, Menyan Cheng
  • Substituted cyclic amine metalloprotease inhibitors
    Publication number: 20050137248
    Abstract: The invention provides compounds which are useful as inhibitors of metalloproteases, and which are effective in treating conditions characterized by excess activity of these enzymes. In particular, the present invention relates to a compound having a structure according to Formula (I). Also disclosed are compounds, pharmaceutical compositions and methods of treating diseases characterized by metalloprotease activity using these compounds or the pharmaceutical compositions containing them.
    Type: Application
    Filed: February 16, 2005
    Publication date: June 23, 2005
    Inventors: Michael Natchus, Biswanath De, Stanislaw Pikul, Neil Almstead, Roger Bookland, Yetunde Taiwo, Menyan Cheng
  • Substituted cyclic amine metalloprotease inhibitors
    Publication number: 20050101567
    Abstract: The invention provides compounds which are useful as inhibitors of metalloproteases, and which are effective in treating conditions characterized by excess activity of these enzymes. In particular, the present invention relates to a compound having a structure according to Formula (I). Also disclosed are compounds, pharmaceutical compositions and methods of treating diseases characterized by metalloprotease activity using these compounds or the pharmaceutical compositions containing them.
    Type: Application
    Filed: December 3, 2004
    Publication date: May 12, 2005
    Inventors: Michael Natchus, Biswanath De, Stanislaw Pikul, Neil Almstead, Roger Bookland, Yetunde Taiwo, Menyan Cheng
  • Substituted cyclic amine metalloprotease inhibitors
    Patent number: 6872742
    Abstract: The invention provides compounds which are useful as inhibitors of metalloproteases, and which are effective in treating conditions characterized by excess activity of these enzymes. In particular, the present invention relates to a compound having a structure according to Formula (I). Also disclosed are compounds, pharmaceutical compositions and methods of treating diseases characterized by metalloprotease activity using these compounds or the pharmaceutical compositions containing them.
    Type: Grant
    Filed: July 1, 2002
    Date of Patent: March 29, 2005
    Assignee: The Procter & Gamble Company
    Inventors: Michael George Natchus, Biswanath De, Stanislaw Pikul, Neil Gregory Almstead, Roger Gunnard Bookland, Yetunde Olabisi Taiwo, Menyan Cheng
  • Substituted cyclic amine metalloprotease inhibitors
    Patent number: 6858628
    Abstract: The invention provides compounds which are useful as inhibitors of metalloproteases, and which are effective in treating conditions characterized by excess activity of these enzymes. In particular, the present invention relates to a compound having a structure according to Formula (I). Also disclosed are compounds, pharmaceutical compositions and methods of treating diseases characterized by metalloprotease activity using these compounds or the pharmaceutical compositions containing them.
    Type: Grant
    Filed: December 3, 2002
    Date of Patent: February 22, 2005
    Assignee: The Proctor & Gamble Company
    Inventors: Michael George Natchus, Biswanath De, Stanislaw Pikul, Neil Gregory Almstead, Roger Gunnard Bookland, Yetunde Olabisi Taiwo, Menyan Cheng
  • Diamine derivatives of quinone and uses thereof
    Publication number: 20050032794
    Abstract: Diamine derivatives of quinones, and related compounds, including salts thereof, that modulate the levels of gene expression in cellular systems, such as cancer cells, are disclosed, along with methods for preparing such compounds and derivatives, as well as pharmaceutical compositions containing these compounds and derivatives as active ingredients. Methods of using these as compounds and derivatives as therapeutic agents are also described.
    Type: Application
    Filed: January 15, 2004
    Publication date: February 10, 2005
    Inventors: Janak Padia, Sean O'Brien, Jiemin Lu, Stanislaw Pikul
  • Difluorobutyric acid metalloprotease inhibitors
    Patent number: 6852751
    Abstract: Compounds according to the following Formula (I): are effective in treating conditions characterized by excess metalloprotease activity.
    Type: Grant
    Filed: September 18, 2002
    Date of Patent: February 8, 2005
    Assignee: The Procter & Gamble Company
    Inventors: Stanislaw Pikul, Katherine King Mieling, Kelly Michelle Solinsky, Biswanath De, Neil Gregory Almstead, Michael George Natchus, Glen Edward Mieling
  • Derivatives of 3-hydroxy-pyrrole-2,4-dicarboxylic acid and uses thereof
    Publication number: 20050026991
    Abstract: Chemical agents of the general formula (I) and (II), such as derivatives of 3-hydroxy-pyrrole containing hydroxamic acid, and including salts thereof, that modulate levels of gene expression in cellular systems, including cancer cells, are disclosed, along with methods for preparing such agents, as well as pharmaceutical compositions containing such agents as active ingredients and methods of using these as therapeutic agents.
    Type: Application
    Filed: July 31, 2003
    Publication date: February 3, 2005
    Inventors: Wieslaw Cholody, Valentina Petukhova, Sean O'Brien, Norman Ohler, Stanislaw Pikul
  • Beta disubstituted metalloprotease inhibitors
    Publication number: 20040142975
    Abstract: Disclosed are compounds which are inhibitors of metalloproteases and which are effective in treating conditions characterized by excess activity of these enzymes.
    Type: Application
    Filed: December 23, 2003
    Publication date: July 22, 2004
    Applicant: The Procter &Gamble Company
    Inventors: Stanislaw Pikul, Norman Eugene Ohler, Kelly Michelle Solinsky, Neil Gregory Almstead, Biswanath De, Michael George Natchus
  • Substituted cyclic amine metalloprotease inhibitors
    Publication number: 20040138260
    Abstract: The invention provides compounds according to Formula (I): 1
    Type: Application
    Filed: December 8, 2003
    Publication date: July 15, 2004
    Inventors: Michael George Natchus, Biswanath De, Stanislaw Pikul, Neil Gregory Almstead, Roger Gunnard Bookland, Yetunde Olabisi Taiwo, Menyan Cheng