Title:
HALOGENATED BIOTIN-MODIFIED DIMER AND USE THEREOF
Document Type and Number:
WIPO Patent Application WO/2019/230905
Kind Code:
A1
Abstract:
The present invention addresses the problem of providing a halogenated biotin-modified dimer which allows imaging diagnosis or treatment by labeling, with a halogen element, a biotin-modified dimer which has a high affinity for a streptavidin variant having a low-affinity for a natural biotin. The present invention provides a compound represented by formula (1) or a salt thereof. (In the formula, the meaning of each symbol is the same as that described in the present specification.)
Inventors:
KANAI MOTOMU (JP)
SHIMIZU YOHEI (JP)
YAMATSUGU KENZO (JP)
TATSUMI TOSHIFUMI (JP)
KODAMA TATSUHIKO (JP)
SUGIYAMA AKIRA (JP)
TSUKAGOSHI MASANOBU (JP)
SHIMIZU YOHEI (JP)
YAMATSUGU KENZO (JP)
TATSUMI TOSHIFUMI (JP)
KODAMA TATSUHIKO (JP)
SUGIYAMA AKIRA (JP)
TSUKAGOSHI MASANOBU (JP)
Application Number:
PCT/JP2019/021586
Publication Date:
December 05, 2019
Filing Date:
May 30, 2019
Export Citation:
Assignee:
UNIV TOKYO (JP)
SAVID THERAPEUTICS INC (JP)
SAVID THERAPEUTICS INC (JP)
International Classes:
C07D519/00; A61K47/54; A61K47/66; A61K49/04; A61K51/00; A61K51/04; A61P35/00
Domestic Patent References:
| WO2015125820A1 | 2015-08-27 | |||
| WO2014129446A1 | 2014-08-28 | |||
| WO2012122930A1 | 2012-09-20 | |||
| WO2018151301A1 | 2018-08-23 | |||
| WO2010095455A1 | 2010-08-26 | |||
| WO2014129446A1 | 2014-08-28 | |||
| WO2015125820A1 | 2015-08-27 | |||
| WO2006014645A1 | 2006-02-09 |
Foreign References:
| JP2014122177A | 2014-07-03 | |||
| JP2002516252A | 2002-06-04 | |||
| US5608060A | 1997-03-04 | |||
| JP2017066155A | 2017-04-06 | |||
| US7626011B2 | 2009-12-01 | |||
| JP2018247363A | 2018-12-28 |
Other References:
HAMBLETT, K. J. ET AL.: "A Streptavidin-Biotin Binding System That Minimizes Blocking by Endogenous Biotin", BIOCONJUGATE CHEMISTRY, vol. 13, no. 3, 2002, pages 588 - 598, XP055326624, ISSN: 1043-1802, DOI: 10.1021/bc010087t
HAMBLETT, K. J. ET AL.: "Role of Biotin-Binding Affinity in Streptavidin-Based Pretargeted Radioimmunotherapy of Lymphoma", BIOCONJUGATE CHEMISTRY, vol. 16, no. 1, 2005, pages 131 - 138, XP001222923, ISSN: 1043-1802, DOI: 10.1021/bc034049g
WILBUR D S; PATHARE P M; HAMLIN D K; STAYTON P S; KLUMB L A; TAN P; TO R; VESSELLA R L; BUHLER K R: "Development of biotin trimers as reagents to increase (radio)nuclide localization in antibody pretargeting, Synthesis and Applications of Isotopically Labelled Compounds 1997", SYNTHESIS AND APPLICATIONS OF ISOTOPICALLY LABELLED COMPOUNDS 1997 : PROCEEDINGS OF THE SIXTH INTERNATIONAL SYMPOSIUM, PHILADELPHIA, USA, 14-18 SEPTEMBER 1997, 1 January 1998 (1998-01-01), Philadelphia, PA, United States, pages 295 - 298, XP009524446
BALDWIN; ZEA-PONCE R M; AL-TIKRITI Y; ZOGHBI M S; SEIBYL S S; CHARNEY J P; HOFFER D S; WANG P B; MILIUS S; NEUMEYER R A; INNIS J L: "Regional Brain Uptake and Pharmacokinetics of [123I]N-omega-Fluoroalky1-2 beta -carboxy-3 beta -(4-iodophenyl) nortropa ne Esters in Baboons", NUCL. MED. BIOL., vol. 22, no. 2, 1 February 1995 (1995-02-01), pages 211 - 219, XP022382226, ISSN: 0969-8051, DOI: 10.1016/0969-8051(94)00096-3
REILLY, S. W. ET AL.: "Rapid Cu-Catalyzed [211At]Astatination and [125I] Iodination of Boronic Esters at Room Temperature", ORGANIC LETTERS, vol. 20, no. 7, 21 March 2018 (2018-03-21), pages 1752 - 1755, XP055627943, ISSN: 1523-7052, DOI: 10.1021/acs.orglett.8b00232
STACEY WEBSTER, O'ROURKE KERRY M., FLETCHER CONOR, PIMLOTT SALLY L., SUTHERLAND ANDREW, LEE AI-LAN: "Rapid Iododeboronation with and without Gold Catalysis: Application to Radiolabelling of Arenes, Chemistry", CHEMISTRY A EUROPEAN JOURNAL, vol. 24, no. 4, 14 December 2017 (2017-12-14), pages 937 - 943, XP055756539, ISSN: 0947-6539, DOI: 10.1002/chem.201704534
ZHANG H ET AL.: "Therapeutic potential of an anti-HER2 single chain antibody-DMI conjugates for the treatment of HER2-positive cancer", SIGNAL TRANSDUCT TARGET THER, vol. 2, 19 May 2017 (2017-05-19), pages 17015
See also references of EP 3805235A4
HAMBLETT, K. J. ET AL.: "Role of Biotin-Binding Affinity in Streptavidin-Based Pretargeted Radioimmunotherapy of Lymphoma", BIOCONJUGATE CHEMISTRY, vol. 16, no. 1, 2005, pages 131 - 138, XP001222923, ISSN: 1043-1802, DOI: 10.1021/bc034049g
WILBUR D S; PATHARE P M; HAMLIN D K; STAYTON P S; KLUMB L A; TAN P; TO R; VESSELLA R L; BUHLER K R: "Development of biotin trimers as reagents to increase (radio)nuclide localization in antibody pretargeting, Synthesis and Applications of Isotopically Labelled Compounds 1997", SYNTHESIS AND APPLICATIONS OF ISOTOPICALLY LABELLED COMPOUNDS 1997 : PROCEEDINGS OF THE SIXTH INTERNATIONAL SYMPOSIUM, PHILADELPHIA, USA, 14-18 SEPTEMBER 1997, 1 January 1998 (1998-01-01), Philadelphia, PA, United States, pages 295 - 298, XP009524446
BALDWIN; ZEA-PONCE R M; AL-TIKRITI Y; ZOGHBI M S; SEIBYL S S; CHARNEY J P; HOFFER D S; WANG P B; MILIUS S; NEUMEYER R A; INNIS J L: "Regional Brain Uptake and Pharmacokinetics of [123I]N-omega-Fluoroalky1-2 beta -carboxy-3 beta -(4-iodophenyl) nortropa ne Esters in Baboons", NUCL. MED. BIOL., vol. 22, no. 2, 1 February 1995 (1995-02-01), pages 211 - 219, XP022382226, ISSN: 0969-8051, DOI: 10.1016/0969-8051(94)00096-3
REILLY, S. W. ET AL.: "Rapid Cu-Catalyzed [211At]Astatination and [125I] Iodination of Boronic Esters at Room Temperature", ORGANIC LETTERS, vol. 20, no. 7, 21 March 2018 (2018-03-21), pages 1752 - 1755, XP055627943, ISSN: 1523-7052, DOI: 10.1021/acs.orglett.8b00232
STACEY WEBSTER, O'ROURKE KERRY M., FLETCHER CONOR, PIMLOTT SALLY L., SUTHERLAND ANDREW, LEE AI-LAN: "Rapid Iododeboronation with and without Gold Catalysis: Application to Radiolabelling of Arenes, Chemistry", CHEMISTRY A EUROPEAN JOURNAL, vol. 24, no. 4, 14 December 2017 (2017-12-14), pages 937 - 943, XP055756539, ISSN: 0947-6539, DOI: 10.1002/chem.201704534
ZHANG H ET AL.: "Therapeutic potential of an anti-HER2 single chain antibody-DMI conjugates for the treatment of HER2-positive cancer", SIGNAL TRANSDUCT TARGET THER, vol. 2, 19 May 2017 (2017-05-19), pages 17015
See also references of EP 3805235A4
Attorney, Agent or Firm:
SIKS & CO. (JP)
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