Patents Assigned to PAION UK Limited
  • Patent number: 10961250
    Abstract: The invention relates to besylate salts of the compound of formula (I): Methods of preparing the salts, and their use as medicaments, in particular for sedative or hypnotic, anxiolytic, muscle relaxant, or anticonvulsant purposes is also described.
    Type: Grant
    Filed: October 10, 2019
    Date of Patent: March 30, 2021
    Assignee: PAION UK LIMITED
    Inventors: Gary Stuart Tilbrook, Louisa Jane Quegan
  • Publication number: 20200039990
    Abstract: The invention relates to besylate salts of the compound of formula (I): Methods of preparing the salts, and their use as medicaments, in particular for sedative or hypnotic, anxiolytic, muscle relaxant, or anticonvulsant purposes is also described.
    Type: Application
    Filed: October 10, 2019
    Publication date: February 6, 2020
    Applicant: PAION UK LIMITED
    Inventors: Gary Stuart TILBROOK, Louisa Jane QUEGAN
  • Patent number: 10472365
    Abstract: The invention relates to besylate salts of the compound of formula (I): Methods of preparing the salts, and their use as medicaments, in particular for sedative or hypnotic, anxiolytic, muscle relaxant, or anticonvulsant purposes is also described.
    Type: Grant
    Filed: February 28, 2018
    Date of Patent: November 12, 2019
    Assignee: PAION UK LIMITED
    Inventors: Gary Stuart Tilbrook, Louisa Jane Quegan
  • Patent number: 10414749
    Abstract: A process for preparing 3-[(S)-7-bromo-2-((2-oxo propyl)amino)-5-pyridin-2-yl-3H-1,4,-benzodiazepin-3-yl]propionic acid methyl ester (compound (FK)), at a high conversion rate with good reproducibility by oxidizing 3-[(S)-7-bromo-2-(2-hydroxypropylamino)-5-pyridin-2-yl-3H-benzo[e][1,4]diazepin-3yl]propionic acid methyl ester (compound (EM)), in the presence of an oxidation catalyst is provided by defining the ammonium ion content of the oxidation reaction mixture.
    Type: Grant
    Filed: January 19, 2018
    Date of Patent: September 17, 2019
    Assignee: Paion UK Limited
    Inventors: Yuji Kawakami, Tatsushi Murase, Daisuke Tanaka, Hideyuki Yoshiyama, Shinitsu Kuwabe
  • Publication number: 20190175613
    Abstract: The present invention relates to Orally Inhaled and Nasal Drug Product (OINDP) comprising a benzodiazepine, in particular remimazolam.
    Type: Application
    Filed: April 18, 2017
    Publication date: June 13, 2019
    Applicant: Paion UK Limited
    Inventors: Karl-Uwe Petersen, Derek Jo Sakata, Thomas Stöhr, John Graham, Brett Cooper, Tatjana Bevans, Christopher Reilly
  • Publication number: 20180318316
    Abstract: The invention relates to a dosing regimen for sedation with the fast-acting benzodiazepine CNS 7056 in combination with an opioid, in particular fentanyl, whereas CNS 7056 is given in a dose of 2 to 20 mg, preferably between 4 and 9 mg and most preferably between 5 and 8 mg.
    Type: Application
    Filed: July 18, 2018
    Publication date: November 8, 2018
    Applicant: PAION UK LIMITED
    Inventors: Karin Wilhelm-Ogunbiyi, Keith Borkett, Gary Stuart Tilbrook, Hugh Wiltshire
  • Publication number: 20180186803
    Abstract: The invention relates to besylate salts of the compound of formula (I): Methods of preparing the salts, and their use as medicaments, in particular for sedative or hypnotic, anxiolytic, muscle relaxant, or anticonvulsant purposes is also described.
    Type: Application
    Filed: February 28, 2018
    Publication date: July 5, 2018
    Applicant: PAION UK LIMITED
    Inventors: Gary Stuart Tilbrook, Louisa Jane Quegan
  • Patent number: 10000464
    Abstract: The invention concerns a new process for preparing 3-[(4S)-8-bromo-1-methyl-6-(2-pyridinyl)-4H-imidazo[1,2-a][1,4]benzodiazepine-4-yl]-propionic acid methyl ester or 3-[(4S)-8-bromo-1-methyl-6-(2-pyridinyl)-4H-imidazo[1,2-a][1,4]benzodiazepine-4-yl]propionic acid methyl ester benzene sulfonate (P) which comprises reacting 3-[(S)-7-bromo-2-((R and/or S)-2-hydroxy-propylamino)-5-pyridin-2-yl-3H-benzo[e][1,4]diazepin-3-yl]-propionic acid methyl ester of formula (EM) with an oxidizing agent and optionally treating the reaction product under acidic conditions, such as to produce the compound of formula (F) or the compound (P), and new compounds useful as starting materials or as intermediates for performing that process.
    Type: Grant
    Filed: October 27, 2016
    Date of Patent: June 19, 2018
    Assignee: PAION UK LIMITED
    Inventors: Gary Stuart Tilbrook, Andreas Schumacher, Rene Emmenegger
  • Patent number: 9981941
    Abstract: A process for preparing 3-[(4S)-8-bromo-1-methyl-6-(2-pyridinyl)-4H-imidazo[1,2-a][1,4]-benzodiazepin-4-yl]propionic acid methyl ester benzenesulfonate by oxidation of 3-[(S)-7-bromo-2-(2-hydroxy-propylamino)-5-pyridin-2-yl-3H-benzo[e][1,4]d-iazepin-3-yl]propionic acid methyl ester in the presence of an oxidation catalyst is provided.
    Type: Grant
    Filed: April 14, 2017
    Date of Patent: May 29, 2018
    Assignee: PAION UK LIMITED
    Inventors: Yuji Kawakami, Tatsushi Murase, Daisuke Tanaka, Hideyuki Yoshiyama, Shinitsu Kuwabe
  • Publication number: 20180141928
    Abstract: A process for preparing 3-[(S)-7-bromo-2-(2-oxo-propylamino)-5-pyridin-2-yl-3H-1,4,-benzodiazepin-3-yl]propionic acid methyl ester at a high conversion rate with good reproducibility by oxidizing 3-[(S)-7-bromo-2-(2-hydroxy-propylamino)-5-pyridin-2-yl-3H-benzo[e][1,4]diazepin-3-yl]propionic acid methyl ester in the presence of an oxidation catalyst is provided by defining the ammonium ion content of 3-[(S)-7-bromo-2-(2-hydroxy-propylamino)-5-pyridin-2-yl-3H-benzo[e][1,4]diazepin-3-yl]propionic acid methyl ester.
    Type: Application
    Filed: January 19, 2018
    Publication date: May 24, 2018
    Applicant: PAION UK LIMITED
    Inventors: Yuji Kawakami, Tatsushi Murase, Daisuke Tanaka, Hideyuki Yoshiyama, Shinitsu Kuwabe
  • Patent number: 9914738
    Abstract: The invention relates to besylate salts of the compound of formula (I): Methods of preparing the salts, and their use as medicaments, in particular for sedative or hypnotic, anxiolytic, muscle relaxant, or anticonvulsant purposes is also described.
    Type: Grant
    Filed: September 13, 2017
    Date of Patent: March 13, 2018
    Assignee: PAION UK LIMITED
    Inventors: Gary Stuart Tilbrook, Louisa Jane Quegan
  • Publication number: 20180042939
    Abstract: The invention relates to a dosing regimen for sedation with the fast-acting benzodiazepine CNS 7056 in combination with an opioid, in particular fentanyl, whereas CNS 7056 is given in a dose of 2 to 20 mg, preferably between 4 and 9 mg and most preferably between 5 and 8 mg.
    Type: Application
    Filed: October 24, 2017
    Publication date: February 15, 2018
    Applicant: Paion UK Limited
    Inventors: Karin WILHELM-OGUNBIYI, Keith BORKETT, Gary Stuart TILBROOK, Hugh WILTSHIRE
  • Publication number: 20180002338
    Abstract: The invention relates to besylate salts of the compound of formula (I): Methods of preparing the salts, and their use as medicaments, in particular for sedative or hypnotic, anxiolytic, muscle relaxant, or anticonvulsant purposes is also described.
    Type: Application
    Filed: September 13, 2017
    Publication date: January 4, 2018
    Applicant: Paion UK Limited
    Inventors: Gary Stuart TILBROOK, Louisa Jane Quegan
  • Patent number: 9777007
    Abstract: The invention relates to besylate salts of the compound of formula (I): Methods of preparing the salts, and their use as medicaments, in particular for sedative or hypnotic, anxiolytic, muscle relaxant, or anticonvulsant purposes is also described.
    Type: Grant
    Filed: November 23, 2015
    Date of Patent: October 3, 2017
    Assignee: PAION UK LIMITED
    Inventors: Gary Stuart Tilbrook, Louisa Jane Quegan
  • Patent number: 9737547
    Abstract: The invention relates to a dosing regimen for sedation with the fast-acting benzodiazepine CNS 7056 in combination with an opioid, in particular fentanyl, whereas CNS 7056 is given in a dose of 2 to 20 mg, preferably between 4 and 9 mg and most preferably between 5 and 8 mg.
    Type: Grant
    Filed: January 6, 2017
    Date of Patent: August 22, 2017
    Assignee: PAION UK LIMITED
    Inventors: Karin Wilhelm-Ogunbiyi, Keith Borkett, Gary Stuart Tilbrook, Hugh Wiltshire
  • Publication number: 20170217925
    Abstract: A process for preparing 3-[(S)-7-bromo-2-(2-oxo-propylamino)-5-pyridin-2-yl-3H-1,4,-benzodiazepin-3-yl]propionic acid methyl ester at a high conversion rate with good reproducibility by oxidizing 3-[(S)-7-bromo-2-(2-hydroxy-propylamino)-5-pyridin-2-yl-3H-benzo[e][1,4]diazepin-3-yl]propionic acid methyl ester in the presence of an oxidation catalyst is provided by defining the ammonium ion content of 3-[(S)-7-bromo-2-(2-hydroxy-propylamino)-5-pyridin-2-yl-3H-benzo[e][1,4]diazepin-3-yl]propionic acid methyl ester.
    Type: Application
    Filed: April 14, 2017
    Publication date: August 3, 2017
    Applicant: PAION UK LIMITED
    Inventors: Yuji KAWAKAMI, Tatsushi MURASE, Daisuke TANAKA, Hideyuki YOSHIYAMA, Shinitsu KUWABE
  • Patent number: 9656987
    Abstract: A process for preparing 3-[(S)-7-bromo-2-(2-oxo-propylamino)-5-pyridin-2-yl-3H-1,4,-benzodiazepin-3-yl]propionic acid methyl ester at a high conversion rate with good reproducibility by oxidizing 3-[(S)-7-bromo-2-(2-hydroxy-propylamino)-5-pyridin-2-yl-3H-benzo[e][1,4]diazepin-3-yl]propionic acid methyl ester in the presence of an oxidation catalyst is provided by defining the ammonium ion content of 3-[(S)-7-bromo-2-(2-hydroxy-propylamino)-5-pyridin-2-yl-3H-benzo[e][1,4]diazepin-3-yl]propionic acid methyl ester.
    Type: Grant
    Filed: March 3, 2014
    Date of Patent: May 23, 2017
    Assignee: PAION UK LIMITED
    Inventors: Yuji Kawakami, Tatsushi Murase, Daisuke Tanaka, Hideyuki Yoshiyama, Shinitsu Kuwabe
  • Patent number: 9512078
    Abstract: The invention concerns a new process for preparing 3-[(4S)-8-bromo-1-methyl-6-(2-pyridinyl)-4H-imidazo[1,2-a][1,4]benzodiazepine-4-yl]-propionic acid methyl ester or 3-[(4S)-8-bromo-1-methyl-6-(2-pyridinyl)-4H-imidazo[1,2-a][1,4]benzodiazepine-4-yl]propionic acid methyl ester benzene sulfonate (P) which comprises reacting 3-[(S)-7-bromo-2-((R and/or S)-2-hydroxy-propylamino)-5-pyridin-2-yl-3H-benzo[e][1,4]diazepin-3-yl]-propionic acid methyl ester of formula (EM) with an oxidizing agent and optionally treating the reaction product under acidic conditions, such as to produce the compound of formula (F) or the compound (P), and new compounds useful as starting material or as intermediate for performing that process.
    Type: Grant
    Filed: September 1, 2015
    Date of Patent: December 6, 2016
    Assignee: PAION UK LIMITED
    Inventors: Gary Stuart Tilbrook, Andreas Schumacher, Rene Emmenegger
  • Publication number: 20160009680
    Abstract: A process for preparing 3-[(S)-7-bromo-2-(2-oxo-propylamino)-5-pyridin-2-yl-3H-1,4,-benzodiazepin-3-yl]propionic acid methyl ester at a high conversion rate with good reproducibility by oxidizing 3-[(S)-7-bromo-2-(2-hydroxy-propylamino)-5-pyridin-2-yl-3H-benzo[e][1,4]diazepin-3-yl]propionic acid methyl ester in the presence of an oxidation catalyst is provided by defining the ammonium ion content of 3-[(S)-7-bromo-2-(2-hydroxy-propylamino)-5-pyridin-2-yl-3H-benzo[e][1,4]diazepin-3-yl]propionic acid methyl ester.
    Type: Application
    Filed: March 3, 2014
    Publication date: January 14, 2016
    Applicant: PAION UK LIMITED
    Inventors: Yuji KAWAKAMI, Tatsushi MURASE, Daisuke TANAKA, Hideyuki YOSHIYAMA, Shinitsu KUWABE
  • Publication number: 20150368199
    Abstract: The invention concerns a new process for preparing 3-[(4S)-8-bromo-1-methyl-6-(2-pyridinyl)-4H-imidazo[1,2-a][1,4]benzodiazepine-4-yl]-propionic acid methyl ester or 3-[(4S)-8-bromo-1-methyl-6-(2-pyridinyl)-4H-imidazo[1,2-a][1,4]benzodiazepine-4-yl]propionic acid methyl ester benzene sulfonate (P) which comprises reacting 3-[(S)-7-bromo-2-((R and/or S)-2-hydroxy-propylamino)-5-pyridin-2-yl-3H-benzo[e][1,4]diazepin-3-yl]-propionic acid methyl ester of formula (EM) with an oxidizing agent and optionally treating the reaction product under acidic conditions, such as to produce the compound of formula (F) or the compound (P), and new compounds useful as starting material or as intermediate for performing that process.
    Type: Application
    Filed: September 1, 2015
    Publication date: December 24, 2015
    Applicant: PAION UK LIMITED
    Inventors: Gary Stuart Tilbrook, Andreas Schumacher, Rene Emmenegger