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Challenging to production of cocrystal using carbon dioxide as coformer

Research Project

Project/Area Number 17K19009
Research Category

Grant-in-Aid for Challenging Research (Exploratory)

Allocation TypeMulti-year Fund
Research Field Chemical engineering and related fields
Research InstitutionTokyo Institute of Technology

Principal Investigator

Shimoyama Yusuke  東京工業大学, 物質理工学院, 教授 (30403984)

Project Period (FY) 2017-06-30 – 2019-03-31
Project Status Completed (Fiscal Year 2018)
Budget Amount *help
¥6,370,000 (Direct Cost: ¥4,900,000、Indirect Cost: ¥1,470,000)
Fiscal Year 2018: ¥2,600,000 (Direct Cost: ¥2,000,000、Indirect Cost: ¥600,000)
Fiscal Year 2017: ¥3,770,000 (Direct Cost: ¥2,900,000、Indirect Cost: ¥870,000)
Keywords共結晶 / 医薬物質 / 高圧二酸化炭素 / 超臨界流体 / 医薬品物質 / 化学工学 / 結晶工学 / ナノ材料
Outline of Final Research Achievements

High-pressure carbon dioxide treatment can modify the crystal structure of norfloxacin used as anti-bacterial agent. The ratio of new crystal structure formed by high-pressure carbon dioxide treatment increase with the pressure in the treatment. Analysis of infrared absorption spectrum shows that carbon dioxide molecule is incorporated inside the solid phase of norfloxacin. The modification or cocrystal formation of norfloxacin with carbon dioxide is resulted from the high permeability of high-pressure CO2 and strong interaction of amino group of norfloxacin with carbon dioxide molecule.

Academic Significance and Societal Importance of the Research Achievements

本研究で得られたように,アミノ基を有する医薬物質と高圧状態のCO2とを接触させるのみの操作により,CO2分子を共有体とする共結晶の形成が示唆され,さらには水に対する溶解度を向上させることも可能となった.本研究において構築された共結晶の形成技術は,従来の主流であった有機溶媒を使用した形成技術と比較して,有機溶媒の残余といった問題が回避できるため,新たな共結晶技術として今後の実用化が大いに期待される.

Report

(3 results)
  • 2018 Annual Research Report   Final Research Report ( PDF )
  • 2017 Research-status Report
  • Research Products

    (7 results)

All 2019 2018

All Journal Article (2 results) (of which Peer Reviewed: 2 results,  Open Access: 1 results) Presentation (5 results) (of which Int'l Joint Research: 1 results)

  • [Journal Article] Controlled polarity of CO2 switchable solution with DBU and alsochols2019

    • Author(s)
      Hao Yingquan, Yusuke Shimoyama
    • Journal Title

      Fluid Phase Equilibria

      Volume: in press Pages: 115-124

    • DOI

      10.1016/j.fluid.2019.04.032

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] CO2-activated adsorption: A new approach to dye removal by chitosan hydrogel2018

    • Author(s)
      Huy Q. Le, Yo Sekiguchi, Dimas Ardiyanta, Yusuke Shimoyama
    • Journal Title

      ACS Omega

      Volume: 3 Issue: 10 Pages: 14103-14110

    • DOI

      10.1021/acsomega.8b01825

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed / Open Access
  • [Presentation] Cocrystal formation of norfloxacin with CO2 in supercritical fluid2018

    • Author(s)
      Hao Yingquan,下山裕介
    • Organizer
      化学工学会第50回秋季大会
    • Related Report
      2018 Annual Research Report
  • [Presentation] CO2-activated system for removal of pharmaceutical compound in aqueous solution2018

    • Author(s)
      Le Q. Huy, 下山裕介
    • Organizer
      Le Q. Huy, 下山裕介
    • Related Report
      2018 Annual Research Report
  • [Presentation] Cocrystal formation between norfloxacin and CO2 under high pressures2018

    • Author(s)
      Hao Yingquan, 下山裕介
    • Organizer
      第8回CSJ化学フェスタ
    • Related Report
      2018 Annual Research Report
  • [Presentation] Crystal structure and aqueous solubility of norfloxacin treated by high-pressure CO22018

    • Author(s)
      Yusuke Shimoyama, Hao Yingquan
    • Organizer
      AsCA2018 Asian Crystallographic Association Conference
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Cocrystal formation with norfloxacin using carbon dioxide switchable system2018

    • Author(s)
      Yuingquan Hao, 下山裕介
    • Organizer
      化学工学会第83年会
    • Related Report
      2017 Research-status Report

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Published: 2017-07-21   Modified: 2020-03-30  

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