Patents Assigned to LEAD PHARMA HOLDING B.V.
  • Publication number: 20220387401
    Abstract: The present invention is directed to compounds according to Formula (I) and the pharmaceutically acceptable salts thereof. The compounds can be used as modulators of Estrogen-related Receptor alpha (ERR?) and have utility in the treatment of ERR?-mediated diseases or conditions.
    Type: Application
    Filed: July 1, 2020
    Publication date: December 8, 2022
    Applicant: LEAD PHARMA HOLDING B.V.
    Inventors: Jaap Gerardus Henricus LEMMERS, Eugen DERETEY, Johannes Petrus Gerardus KLOMP, Joseph Maria Gerardus Barbara CALS, Arthur OUBRIE
  • Patent number: 11299456
    Abstract: The present application relates to compounds according to (Formula IA) or (Formula IB): or a pharmaceutically acceptable salt thereof. The compounds can be used as inhibitors of ROR? and are useful for the treatment of ROR? mediated diseases.
    Type: Grant
    Filed: December 11, 2019
    Date of Patent: April 12, 2022
    Assignees: LEAD PHARMA HOLDING B.V., SANOFI
    Inventors: Joseph Maria Gerardus Barbara Cals, David Machnik, Sander Bernardus Nabuurs, Jean-Francois Sabuco
  • Patent number: 10556866
    Abstract: Novel compounds according to Formula I or a pharmaceutically acceptable salt thereof wherein: A11-A14 are N or CR11, CR12, CR13, CR14, respectively, with the proviso that no more than two of the four positions A can be simultaneously N; R1 is C(2-6)alkyl, C(3-6)cycloalkyl, C(3-6)cycloalkylC(1-3)alkyl, (di)C(3-6)cycloalkylamino or (di)(C(3-6)cycloalkylC(1-3)alkyl)amino; R5 is H, hydroxyethyl, methoxyethyl, C(1-6)alkyl, C(6-10)aryl, C(6-10)arylC(1-3)alkyl, C(1-9)heteroaryl, C(1-9)heteroarylC(1-3)alkyl, C(3-6)cycloalkyl, (3-6)cycloalkylC(1-3)alkyl, C(2-5)heterocycloalkyl or C(2-5)heterocycloalkyl-C(1-3)alkyl; the sulfonyl group with R1 is represented by one of R7, R8 or R9; R15 is H, C(1-6)alkyl, C(3-6)cycloalkyl, C(3-6)cycloalkylC(1-3)alkyl, C(6-10)aryl, C(6-10)arylC(1-3)alkyl, C(1-9)heteroaryl, C(1-9)heteroarylC(1-3)alkyl, C(2-5)heterocycloalkyl or C(2-5)heterocycloalkylC(1-3)alkyl; and R16 is C(1-6)alkyl, C(3-6)cycloalkyl, C(3-6)cycloalkylC(1-3)alkyl, C(6-10)aryl, C(6-10)arylC(1-3)alkyl, C(1-9)heteroaryl,
    Type: Grant
    Filed: June 3, 2016
    Date of Patent: February 11, 2020
    Assignees: LEAD PHARMA HOLDING B.V., SANOFI
    Inventors: Joseph Maria Gerardus Barbara Cals, Sander Bernardus Nabuurs
  • Patent number: 10428018
    Abstract: The present invention relates to compounds according to Formula I: or a pharmaceutically acceptable salt thereof. The compounds can be used as inhibitors of RORy and are useful for the treatment of RORy mediated diseases such as autoimmune and inflammatory diseases.
    Type: Grant
    Filed: June 3, 2016
    Date of Patent: October 1, 2019
    Assignees: LEAD PHARMA HOLDING B.V., SANOFI
    Inventors: Joseph Maria Gerardus Barbara Cals, Vera De Kimpe, Sander Bernardus Nabuurs
  • Patent number: 10315996
    Abstract: Compounds according to Formula I: or a pharmaceutically acceptable salt wherein: A1 is NR1 or CR1, with R1 herein; the cyclopropyl moiety with one or more methyl and one or more F; A2-A5 are N or CR2-CR5, with no more than two of the four positions A in A2-A5 can be simultaneously N; R2-R5 are described; R6 and R7 are independently H, F, methyl, ethyl, hydroxyl or methoxy or R6 and R7 together is carbonyl, all alkyl groups, if substituted with one or more F; R8 is H or C(1-6)alkyl; A9-A12 are N or CR9-CR12, with no more than two of the four positions A in A9-A12 can be simultaneously N; R9-R12 herein; R13 and R14 herein; or R13 and R14 fused forming a ring having 5 to 7 atoms by joining R13 being C(1-6)alkyl or C(2-6)alkenyl. The ROR? compounds can treat ROR? mediated diseases.
    Type: Grant
    Filed: June 3, 2016
    Date of Patent: June 11, 2019
    Assignees: LEAD PHARMA HOLDING B.V., SANOFI
    Inventors: Joseph Maria Gerardus Barbara Cals, Vera De Kimpe, Sander Bernardus Nabuurs
  • Patent number: 10259782
    Abstract: Compounds according to Formula I: or a pharmaceutically acceptable salt thereof wherein: A1 is NR1 or CR1, with R1 being H or methyl, with methyl, if present, optionally being substituted with one or more F; the cyclopropyl moiety can be optionally substituted with one or more methyl and one or more F; A2-A5 are N or CR2-CR5, respectively, with the proviso that no more than two of the four positions A in A2-A5 can be simultaneously N; R2-R5 are independently H, halogen, amino, C(1-3)alkoxy, (di)C(1-3)alkylamino or C(1-6)alkyl; R6 and R7 are independently H, F, methyl, ethyl, hydroxyl or methoxy or R2 and R3 together is carbonyl, all alkyl groups, if present, optionally being substituted with one or more F; R8 is H or C(1-6)alkyl; R9 is selected from the group consisting of Formula II, III, IV and V The compounds can be used as inhibitors of ROR? and are useful for the treatment of ROR? mediated diseases.
    Type: Grant
    Filed: June 3, 2016
    Date of Patent: April 16, 2019
    Assignees: LEAD PHARMA HOLDING B.V., SANOFI
    Inventors: Joseph Maria Gerardus Barbara Cals, Vera De Kimpe, Sander Bernardus Nabuurs, Cosimo Damiano Cadicamo, Jaap Gerardus Henricus Lemmers
  • Publication number: 20190040012
    Abstract: Treatment methods including administering a compound according to Formula (I) Meta or para or a pharmaceutically acceptable salt thereof wherein: A11-A14 are N or CR11, CR12, CR13, CR14, respectively, with the proviso that no more than two of the four positions A in A11-A14 are simultaneously N; A6, A7, A8, A9, A10 are N or CR6, CR7, CR8, CR9, CR10, respectively, with the proviso that at least one but no more than two of the five positions A in A6, A7, A8, A9, A10 is N; R1 is C(2-6)alkyl, C(3-6)cycloalkyl, C(3-6)cycloalkylC(1-3)alkyl, (di)C(3-6)cycloalkylamino or (di)(C(3-6)cycloalkylC(1-3)alkyl)amino; R5 is H, hydroxyethyl, methoxyethyl, C(1-6)alkyl, C(6-10)aryl, C(6-10)arylC(1-3)alkyl, C(1-9)heteroaryl, C(1-9)heteroarylC(1-3)alkyl, C(3-6)cycloalkyl, C(3-6)cycloalkylC(1-3)alkyl, C(2-5) heterocycloalkyl or C(2-5)heterocycloalkylC(1-3)alkyl; —SO2R1 is represented by one of R7, R8 or R9; R15 is H, C(1-6)alkyl, C(3-6)cycloalkyl, C(3-6)cycloalkylC(1-3)alkyl, C(6-10)aryl, C(6-10)arylC(1-3)alkyl, C(1-9)hetero
    Type: Application
    Filed: October 5, 2018
    Publication date: February 7, 2019
    Applicants: LEAD PHARMA HOLDING B.V., SANOFI
    Inventors: Joseph Maria Gerardus Barbara CALS, David MACHNIK, Sander Bernardus NABUURS, Jean-Francois SABUCO, Laurent SCHIO
  • Patent number: 10196350
    Abstract: The present application relates to compounds according to (Formula IA) or (Formula IB): or a pharmaceutically acceptable salt thereof. The compounds can be used as inhibitors of ROR? and are useful for the treatment of ROR? mediated diseases.
    Type: Grant
    Filed: December 1, 2017
    Date of Patent: February 5, 2019
    Assignees: LEAD PHARMA HOLDING B.V., SANOFI
    Inventors: Joseph Maria Gerardus Barbara Cals, David Machnik, Sander Bernardus Nabuurs, Jean-Francois Sabuco
  • Patent number: 10118895
    Abstract: Novel compounds according to Formula I Meta or para or a pharmaceutically acceptable salt thereof wherein: A11-A14 are N or CR11, CR12, CR13, CR14, respectively, with the proviso that no more than two of the four positions A in A11-A14 can be simultaneously N; A6, A7, A8, A9, A10 are N or CR6, CR7, CR8, CR9, CR10, respectively, with the proviso that at least one but no more than two of the five positions A in A6, A7, A8, A9, A10 is N; R1 is C(2-6)alkyl, C(3-6)cycloalkyl, C(3-6)cycloalkylC(1-3)alkyl, (di)C(3-6)cycloalkylamino or (di)(C(3-6)cycloalkylC(1-3)alkyl)amino; R5 is H, hydroxyethyl, methoxyethyl, C(1-6)alkyl, C(6-10)aryl, C(6-10)arylC(1-3)alkyl, C(1-9)heteroaryl, C(1-9)heteroarylC(1-3)alkyl, C(3-6)cycloalkyl, C(3-6)cycloalkylC(1-3)alkyl, C(2-5)heterocycloalkyl or C(2-5)heterocycloalkylC(1-3)alkyl; the sulfonyl group with R1 is represented by one of R7, R8 or R9; R15 is H, C(1-6)alkyl, C(3-6)cycloalkyl, C(3-6)cycloalkylC(1-3)alkyl, C(6-10)aryl, C(6-10)arylC(1-3)alkyl, C(1-9)heteroaryl, C(1-9)hetero
    Type: Grant
    Filed: June 3, 2016
    Date of Patent: November 6, 2018
    Assignees: LEAD PHARMA HOLDING B.V., SANOFI
    Inventors: Joseph Maria Gerardus Barbara Cals, David Machnik, Sander Bernardus Nabuurs, Jean-Francois Sabuco, Laurent Schio
  • Publication number: 20180170877
    Abstract: Compounds according to Formula I: or a pharmaceutically acceptable salt wherein: A1 is NR1 or CR1, with R1 herein; the cyclopropyl moiety with one or more methyl and one or more F; A2-A5 are N or CR2-CR5, with no more than two of the four positions A in A2-A5 can be simultaneously N; R2-R5 are described; R6 and R7 are independently H, F, methyl, ethyl, hydroxyl or methoxy or R6 and R7 together is carbonyl, all alkyl groups, if substituted with one or more F; R8 is H or C(1-6)alkyl; A9-A12 are N or CR9-CR12, with no more than two of the four positions A in A9-A12 can be simultaneously N; R9-R12 herein; R13 and R14 herein; or R13 and R14 fused forming a ring having 5 to 7 atoms by joining R13 being C(1-6)alkyl or C(2-6)alkenyl. The ROR? compounds can treat ROR? mediated diseases.
    Type: Application
    Filed: June 3, 2016
    Publication date: June 21, 2018
    Applicants: LEAD PHARMA HOLDING B.V., SANOFI
    Inventors: Joseph Maria Gerardus Barbara CALS, Vera DE KIMPE, Sander Bernardus NABUURS
  • Publication number: 20180170863
    Abstract: Compounds according to Formula I: or a pharmaceutically acceptable salt thereof wherein: A1 is NR1 or CR1, with R1 being H or methyl, with methyl, if present, optionally being substituted with one or more F; the cyclopropyl moiety can be optionally substituted with one or more methyl and one or more F; A2-A5 are N or CR2-CR5, respectively, with the proviso that no more than two of the four positions A in A2-A5 can be simultaneously N; R2-R5 are independently H, halogen, amino, C(1-3)alkoxy, (di)C(1-3)alkylamino or C(1-6)alkyl; R6 and R7 are independently H, F, methyl, ethyl, hydroxyl or methoxy or R2 and R3 together is carbonyl, all alkyl groups, if present, optionally being substituted with one or more F; R8 is H or C(1-6)alkyl; R9 is selected from the group consisting of Formula II, III, IV and V The compounds can be used as inhibitors of ROR? and are useful for the treatment of ROR? mediated diseases.
    Type: Application
    Filed: June 3, 2016
    Publication date: June 21, 2018
    Applicants: LEAD PHARMA HOLDING B.V., SANOFI
    Inventors: Joseph Maria Gerardus Barbara CALS, Vera DE KIMPE, Sander Bernardus NABUURS, Cosimo Damiano CADICAMO, Jaap Gerardus Henricus LEMMERS
  • Publication number: 20180162815
    Abstract: Novel compounds according to Formula I or a pharmaceutically acceptable salt thereof wherein: A11-A14 are N or CR11, CR12, CR13, CR14, respectively, with the proviso that no more than two of the four positions A can be simultaneously N; R1 is C(2-6)alkyl, C(3-6)cycloalkyl, C(3-6)cycloalkylC(1-3)alkyl, (di)C(3-6)cycloalkylamino or (di)(C(3-6)cycloalkylC(1-3)alkyl)amino; R5 is H, hydroxyethyl, methoxyethyl, C(1-6)alkyl, C(6-10)aryl, C(6-10)arylC(1-3)alkyl, C(1-9)heteroaryl, C(1-9)heteroarylC(1-3)alkyl, C(3-6)cycloalkyl, (3-6)cycloalkylC(1-3)alkyl, C(2-5)heterocycloalkyl or C(2-5)heterocycloalkyl-C(1-3)alkyl; the sulfonyl group with R1 is represented by one of R7, R8 or R9; R15 is H, C(1-6)alkyl, C(3-6)cycloalkyl, C(3-6)cycloalkylC(1-3)alkyl, C(6-10)aryl, C(6-10)arylC(1-3)alkyl, C(1-9)heteroaryl, C(1-9)heteroarylC(1-3)alkyl, C(2-5)heterocycloalkyl or C(2-5)heterocycloalkylC(1-3)alkyl; and R16 is C(1-6)alkyl, C(3-6)cycloalkyl, C(3-6)cycloalkylC(1-3)alkyl, C(6-10)aryl, C(6-10)arylC(1-3)alkyl, C(1-9)heteroaryl,
    Type: Application
    Filed: June 3, 2016
    Publication date: June 14, 2018
    Applicants: LEAD PHARMA HOLDING B.V., SANOFI
    Inventors: Joseph Maria Gerardus Barbara CALS, Sander Bernardus NABUURS
  • Publication number: 20180162809
    Abstract: The present invention relates to compounds according to Formula I: or a pharmaceutically acceptable salt thereof. The compounds can be used as inhibitors of RORy and are useful for the treatment of RORy mediated diseases such as autoimmune and inflammatory diseases.
    Type: Application
    Filed: June 3, 2016
    Publication date: June 14, 2018
    Applicants: LEAD PHARMA HOLDING B.V., SANOFI
    Inventors: Joseph Maria Gerardus Barbara CALS, Vera DE KIMPE, Sander Bernardus NABUURS
  • Publication number: 20180141909
    Abstract: Novel compounds according to Formula I Meta or para or a pharmaceutically acceptable salt thereof wherein: A11-A14 are N or CR11, CR12, CR13, CR14, respectively, with the proviso that no more than two of the four positions A in A11-A14 can be simultaneously N; A6, A7, A8, A9, A10 are N or CR6, CR7, CR8, CR9, CR10, respectively, with the proviso that at least one but no more than two of the five positions A in A6, A7, A8, A9, A10 is N; R1 is C(2-6)alkyl, C(3-6)cycloalkyl, C(3-6)cycloalkylC(1-3)alkyl, (di)C(3-6)cycloalkylamino or (di)(C(3-6)cycloalkylC(1-3)alkyl)amino; R5 is H, hydroxyethyl, methoxyethyl, C(1-6)alkyl, C(6-10)aryl, C(6-10)arylC(1-3)alkyl, C(1-9)heteroaryl, C(1-9)heteroarylC(1-3)alkyl, C(3-6)cycloalkyl, C(3-6)cycloalkylC(1-3)alkyl, C(2-5)heterocycloalkyl or C(2-5)heterocycloalkylC(1-3)alkyl; the sulfonyl group with R1 is represented by one of R7, R8 or R9; R15 is H, C(1-6)alkyl, C(3-6)cycloalkyl, C(3-6)cycloalkylC(1-3)alkyl, C(6-10)aryl, C(6-10)arylC(1-3)alkyl, C(1-9)heteroaryl, C(1-9)hetero
    Type: Application
    Filed: June 3, 2016
    Publication date: May 24, 2018
    Applicants: LEAD PHARMA HOLDING B.V., SANOFI
    Inventors: Joseph Maria Gerardus Barbara CALS, David MACHNIK, Sander Bernardus NABUURS, Jean-Francois SABUCO, Laurent SCHIO