Title:
RAS/RAF BINDING INHIBITOR COMPOUND
Document Type and Number:
WIPO Patent Application WO/2023/008577
Kind Code:
A1
Abstract:
The present invention addresses the problem of providing a Ras/Raf binding inhibitor compound that has the effect of inhibiting Ras/Raf signaling in drug-resistant cancer cells and in a wide range of Ras mutant cancers. A Ras/Raf binding inhibitor compound according to the present invention is represented by Formula (I) (A, B, X, and R1 to R4 are as defined in the specification).
Inventors:
SHIMA FUMI (JP)
YOSHIKAWA YOKO (JP)
MATSUMOTO SHIGEYUKI (JP)
MAKINO YOSHITERU (JP)
KUBOTA HIROKAZU (JP)
YUKI HITOMI (JP)
KUMASAKA TAKASHI (JP)
KAWAMURA TAKASHI (JP)
KIKUZATO KO (JP)
YOSHIKAWA YOKO (JP)
MATSUMOTO SHIGEYUKI (JP)
MAKINO YOSHITERU (JP)
KUBOTA HIROKAZU (JP)
YUKI HITOMI (JP)
KUMASAKA TAKASHI (JP)
KAWAMURA TAKASHI (JP)
KIKUZATO KO (JP)
Application Number:
PCT/JP2022/029379
Publication Date:
February 02, 2023
Filing Date:
July 29, 2022
Export Citation:
Assignee:
UNIV KOBE NAT UNIV CORP (JP)
RIKEN (JP)
JAPAN SYNCHROTRON RADIATION RES INSTITUTE (JP)
RIKEN (JP)
JAPAN SYNCHROTRON RADIATION RES INSTITUTE (JP)
International Classes:
C07D209/36; A61K31/404; A61K31/4709; A61K31/5377; A61P35/00; A61P43/00; C07D401/06; C07D403/06; C07D405/14; C07D407/06; C07D413/14; C07D417/06; C07D471/04
Domestic Patent References:
| WO2012153775A1 | 2012-11-15 |
Foreign References:
| CN111233881A | 2020-06-05 |
Other References:
MARTA P. CARRASCO, MARTA MACHADO, LíDIA GONçALVES, MONI SHARMA, JIRI GUT, AMANDA K. LUKENS, DYANN F. WIRTH, VâNIA A: "Probing the Azaaurone Scaffold against the Hepatic and Erythrocytic Stages of Malaria Parasites", CHEMMEDCHEM COMMUNICATIONS, WILEY-VCH, DE, vol. 11, no. 19, 6 October 2016 (2016-10-06), DE , pages 2194 - 2204, XP055513882, ISSN: 1860-7179, DOI: 10.1002/cmdc.201600327
DESARBRE ERIC, JEAN-YVES MÉROUR: "Convenient Synthesis of 8-Substituted 9H-Dipyrido[3,2-b:3‘,2‘-d]pyrrole (6-Aza-δ-carbolines)", SYNTHESIS, 1 January 1997 (1997-01-01), pages 73 - 78, XP093029417, DOI: 10.1055/s-1997-1499
MEROUR, J.-Y. GADONNEIX, P. MALAPEL-ANDRIEU, B. DESARBRE, E.: "Reactions of substituted 2,3-dihydro-1H-indol-3-ones and pyrrolo[2,3-b]pyridin-3-ones with Wittig and Horner-Emmons reagents: synthesis of 7-azatryptamine", TETRAHEDRON, ELSEVIER SIENCE PUBLISHERS, AMSTERDAM, NL, vol. 57, no. 10, 3 March 2001 (2001-03-03), AMSTERDAM, NL , pages 1995 - 2002, XP004317669, ISSN: 0040-4020, DOI: 10.1016/S0040-4020(01)00047-3
ANDRé CAMPANIçO, MARTA P. CARRASCO, MATHEW NJOROGE, RONNETT SELDON, KELLY CHIBALE, JOãO PERDIGãO, ISABEL PORTU: "Azaaurones as Potent Antimycobacterial Agents Active against MDR‐ and XDR‐TB", CHEMMEDCHEM COMMUNICATIONS, WILEY-VCH, DE, vol. 14, no. 16, 20 August 2019 (2019-08-20), DE , pages 1537 - 1546, XP055714623, ISSN: 1860-7179, DOI: 10.1002/cmdc.201900289
KODA YASUKO; KIKUZATO KO; MIKUNI JUNKO; TANAKA AKIKO; YUKI HITOMI; HONMA TERUKI; TOMABECHI YURI; KUKIMOTO-NIINO MUTSUKO; SHIROUZU : "Identification of pyrrolo[2,3-d]pyrimidines as potent HCK and FLT3-ITD dual inhibitors", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, ELSEVIER, AMSTERDAM NL, vol. 27, no. 22, 1 January 1900 (1900-01-01), Amsterdam NL , pages 4994 - 4998, XP085247434, ISSN: 0960-894X, DOI: 10.1016/j.bmcl.2017.10.012
J. LOHMEYER; T. NERRETER; J. DOTTERWEICH; H. EINSELE; R. SEGGEWISS‐BERNHARDT: "Sorafenib paradoxically activates the RAS/RAF/ERK pathway in polyclonal human NK cells during expansion and thereby enhances effector functions in a dose‐ and time‐dependent manner", CLINICAL AND EXPERIMENTAL IMMUNOLOGY, WILEY-BLACKWELL PUBLISHING LTD., GB, vol. 193, no. 1, 7 May 2018 (2018-05-07), GB , pages 64 - 72, XP071084245, ISSN: 0009-9104, DOI: 10.1111/cei.13128
DESARBRE ERIC, JEAN-YVES MÉROUR: "Convenient Synthesis of 8-Substituted 9H-Dipyrido[3,2-b:3‘,2‘-d]pyrrole (6-Aza-δ-carbolines)", SYNTHESIS, 1 January 1997 (1997-01-01), pages 73 - 78, XP093029417, DOI: 10.1055/s-1997-1499
MEROUR, J.-Y. GADONNEIX, P. MALAPEL-ANDRIEU, B. DESARBRE, E.: "Reactions of substituted 2,3-dihydro-1H-indol-3-ones and pyrrolo[2,3-b]pyridin-3-ones with Wittig and Horner-Emmons reagents: synthesis of 7-azatryptamine", TETRAHEDRON, ELSEVIER SIENCE PUBLISHERS, AMSTERDAM, NL, vol. 57, no. 10, 3 March 2001 (2001-03-03), AMSTERDAM, NL , pages 1995 - 2002, XP004317669, ISSN: 0040-4020, DOI: 10.1016/S0040-4020(01)00047-3
ANDRé CAMPANIçO, MARTA P. CARRASCO, MATHEW NJOROGE, RONNETT SELDON, KELLY CHIBALE, JOãO PERDIGãO, ISABEL PORTU: "Azaaurones as Potent Antimycobacterial Agents Active against MDR‐ and XDR‐TB", CHEMMEDCHEM COMMUNICATIONS, WILEY-VCH, DE, vol. 14, no. 16, 20 August 2019 (2019-08-20), DE , pages 1537 - 1546, XP055714623, ISSN: 1860-7179, DOI: 10.1002/cmdc.201900289
KODA YASUKO; KIKUZATO KO; MIKUNI JUNKO; TANAKA AKIKO; YUKI HITOMI; HONMA TERUKI; TOMABECHI YURI; KUKIMOTO-NIINO MUTSUKO; SHIROUZU : "Identification of pyrrolo[2,3-d]pyrimidines as potent HCK and FLT3-ITD dual inhibitors", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, ELSEVIER, AMSTERDAM NL, vol. 27, no. 22, 1 January 1900 (1900-01-01), Amsterdam NL , pages 4994 - 4998, XP085247434, ISSN: 0960-894X, DOI: 10.1016/j.bmcl.2017.10.012
J. LOHMEYER; T. NERRETER; J. DOTTERWEICH; H. EINSELE; R. SEGGEWISS‐BERNHARDT: "Sorafenib paradoxically activates the RAS/RAF/ERK pathway in polyclonal human NK cells during expansion and thereby enhances effector functions in a dose‐ and time‐dependent manner", CLINICAL AND EXPERIMENTAL IMMUNOLOGY, WILEY-BLACKWELL PUBLISHING LTD., GB, vol. 193, no. 1, 7 May 2018 (2018-05-07), GB , pages 64 - 72, XP071084245, ISSN: 0009-9104, DOI: 10.1111/cei.13128
Attorney, Agent or Firm:
SIKS & CO. (JP)
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