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Selective Preparation of Metastable Polymorphs Utilizing Inclusion Complexation with Cyclodextrins

Research Project

Project/Area Number 20590050
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Physical pharmacy
Research InstitutionSojo University

Principal Investigator

HIRAYAMA Fumitoshi  Sojo University, 薬学部, 教授 (90094036)

Co-Investigator(Kenkyū-buntansha) IOHARA Daisuke  崇城大学, 薬学部, 助手 (40454954)
Project Period (FY) 2008 – 2010
Project Status Completed (Fiscal Year 2010)
Budget Amount *help
¥4,940,000 (Direct Cost: ¥3,800,000、Indirect Cost: ¥1,140,000)
Fiscal Year 2010: ¥520,000 (Direct Cost: ¥400,000、Indirect Cost: ¥120,000)
Fiscal Year 2009: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2008: ¥3,250,000 (Direct Cost: ¥2,500,000、Indirect Cost: ¥750,000)
Keywordsシクロデキストリン / 結晶多形 / 準安定結晶 / 晶癖 / 包接複合体 / 溶液媒介性多形転移 / 溶解速度 / 溶出挙動
Research Abstract

The selective crystallization of metastable forms and the control of crystal habits were conducted, utilizing inclusion complexations with cyclodextrins (CyDs). (1) Metastable forms of chlorpropamide were deposited from aqueous 2-hydroxy- butyl-β-CyD solutions, i.e. the metastable form II of the drug from lower CyD concentrations, whereas the most labile form III from higher CyD concentrations. (2) The crystal shape of aspirin was changed from plate to needle crystals, when the crystallizing solvent was changed from water to aqueous 2-hydroxybutyl-β-CyD solutions. The results indicate that 2-hydroxybutyl-β-CyD is useful for preparation of metastable forms and control of crystal habit of solid drugs.

Report

(4 results)
  • 2010 Annual Research Report   Final Research Report ( PDF )
  • 2009 Annual Research Report
  • 2008 Annual Research Report
  • Research Products

    (28 results)

All 2010 2009 2008 Other

All Journal Article (9 results) (of which Peer Reviewed: 7 results) Presentation (13 results) Book (2 results) Remarks (4 results)

  • [Journal Article] Crystallization and Polymorphic Transition of Chlorpropamide in Aqueous 2-Hydroxybutyl-β-cyclodextrin Solu-tion2010

    • Author(s)
      T.Ishiguro, F.Hirayama, D.Iohara, H.Arima, K.Uekama
    • Journal Title

      Eur.J.Pharm.Sci. 39

      Pages: 248-255

    • Related Report
      2010 Final Research Report
    • Peer Reviewed
  • [Journal Article] Crystallization and Polymorphic Transition of Chlorpropamide in Aqueous 2-Hydroxybutyl-β-cyclodextrin Solution2010

    • Author(s)
      T.Ishiguro, F.Hirayama, D.Iohara, H.Arima, K.Uekama
    • Journal Title

      Eur.J.Pharm.Sci.

      Volume: 39 Pages: 248-255

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Crystallization and Polymorphic Transition of Chlorpropamide in Aqueous 2-Hydroxybutyl-β-cyclodextrin Solution2010

    • Author(s)
      T.Ishiguro, F.Hirayama, D.Iohara, H.Arima, K.Uekama
    • Journal Title

      Eur.J.Pharm.Sci. 39

      Pages: 248-255

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] シクロデキストリンを用いた製剤からの薬物の溶出性、吸収性の改善2009

    • Author(s)
      上釜兼人、平山文俊、庵原大輔
    • Journal Title

      ファルマシア(総説) 45

      Pages: 1223-1227

    • Related Report
      2010 Final Research Report
  • [Journal Article] シクロデキストリンを用いた製剤からの薬物の溶出性、吸収性の改善2009

    • Author(s)
      上釜兼人、平山文俊、庵原大輔
    • Journal Title

      ファルマシア 45

      Pages: 1223-1227

    • Related Report
      2009 Annual Research Report
  • [Journal Article] Prominent Inhibitory Effect of 2-Hydroxybutyl-β-cyclodextrins on Solution Mediated Polymorphic Transition of Chlorpropamide2008

    • Author(s)
      T.Ishiguro, F.Hirayama, D.Iohara, K.Uekama
    • Journal Title

      Chem.Lett. 37

      Pages: 816-817

    • NAID

      10024281162

    • Related Report
      2010 Final Research Report
    • Peer Reviewed
  • [Journal Article] Preparation of Amorphous Indomethacin from Aqueous 2,6-Di-O-methyl-β-cyclodextrin Solution2008

    • Author(s)
      D.Iohara, F.Hirayama, T.Ishiguro, H.Arima, K.Uekama
    • Journal Title

      Int.J.Pharm. 354

      Pages: 70-76

    • Related Report
      2010 Final Research Report
    • Peer Reviewed
  • [Journal Article] Prominent Inhibitory Effect of 2-Hydroxybutyl-β-cyclodextrins on Solution-mediated Polymorphic Transition of Chlorpropamide2008

    • Author(s)
      T. Ishiguro
    • Journal Title

      Chem. Lett. 37

      Pages: 816-817

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Preparation of Amorphous Indomethacin from Aqueous 2, 6-Di-O-methyl-β-cyclodextrin Solution2008

    • Author(s)
      D. Iohara
    • Journal Title

      Int. J. Pharm. 354

      Pages: 70-76

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Presentation] 新規シクロデキストリン誘導体2-ヒドロキシブチル-β-シクロデキストリンの製剤素材としての有用性評価2010

    • Author(s)
      森下絵理、庵原大輔、石黒貴子、和田幸樹、平山文俊、本山敬一、有馬英俊、上釜兼人
    • Organizer
      第27回日本薬学会九州支部大会
    • Place of Presentation
      長崎
    • Year and Date
      2010-12-11
    • Related Report
      2010 Annual Research Report 2010 Final Research Report
  • [Presentation] 2-ヒドロキシブチル-β-シクロデキストリンの物性と包接能の評価研究2010

    • Author(s)
      森下絵理、庵原大輔、石黒貴子、和田幸樹、平山文俊、本山敬一、有馬英俊、上釜兼人
    • Organizer
      第27回シクロデキストリンシンポジウム
    • Place of Presentation
      金沢
    • Year and Date
      2010-09-06
    • Related Report
      2010 Annual Research Report
  • [Presentation] Pharmaceutical Evaluation of 2-Hydroxybutyl-β-cyclodextrin as Drug Carrier : Dissolution Studies Using Flow through Cell Apparatus2010

    • Author(s)
      森下絵理、庵原大輔、石黒貴子、和田幸樹、平山文俊、本山敬一、有馬英俊、上釜兼人
    • Organizer
      The 15th International Cyclodextrin Symposium
    • Place of Presentation
      ウィーン、オーストリア
    • Year and Date
      2010-05-09
    • Related Report
      2010 Annual Research Report
  • [Presentation] シクロデキストリンを利用した固形薬物の結晶多形転移および晶癖の制御2009

    • Author(s)
      平山文俊,庵原大輔,上釜兼人
    • Organizer
      第2回シクロデキストリンワークショップ
    • Place of Presentation
      熊本
    • Year and Date
      2009-11-01
    • Related Report
      2010 Final Research Report 2009 Annual Research Report
  • [Presentation] 2-ヒドロキシブチル-β-シクロデキストリンを利用したクロルプロパミドの準安定形結晶の選択的調製2009

    • Author(s)
      石黒貴子、平山文俊、庵原大輔、上釜兼人
    • Organizer
      第26回シクロデキストリンシンポジウム
    • Place of Presentation
      栃木
    • Year and Date
      2009-09-10
    • Related Report
      2010 Final Research Report 2009 Annual Research Report
  • [Presentation] シクロデキストリン誘導体存在下におけるアスピリンの結晶成長2009

    • Author(s)
      平山文俊、庵原大輔、上釜兼人
    • Organizer
      日本薬剤学会第24年会
    • Place of Presentation
      静岡
    • Year and Date
      2009-05-23
    • Related Report
      2010 Final Research Report 2009 Annual Research Report
  • [Presentation] シクロデキストリン誘導体によるアスピリン結晶の晶癖変化とその機構に関する検討2008

    • Author(s)
      吉田賢史、平山文俊、庵原大輔、有馬英俊
    • Organizer
      第25回日本薬学会九州支部大会
    • Place of Presentation
      延岡
    • Year and Date
      2008-12-06
    • Related Report
      2010 Final Research Report
  • [Presentation] シクロデキストリン誘導体によるアスピリン結晶の晶癖変化とその機構に際する検討2008

    • Author(s)
      吉田賢史
    • Organizer
      第25回日本薬学会九州支部大会
    • Place of Presentation
      延岡
    • Year and Date
      2008-12-06
    • Related Report
      2008 Annual Research Report
  • [Presentation] ジメチル-β-シクロデキストリンを利用した水溶液からの非晶質性インドメタシンの調製とその溶解挙動2008

    • Author(s)
      庵原大輔、平山文俊ヽ上釜兼人
    • Organizer
      日本薬剤学会第23年会
    • Place of Presentation
      札幌
    • Year and Date
      2008-05-20
    • Related Report
      2010 Final Research Report 2008 Annual Research Report
  • [Presentation] Effects of 2-Hydroxy-butyl-β-cyclodextrin on Solution-mediated Transformation of Chlorpropamide2008

    • Author(s)
      T.Ishiguro, F.Hirayama, D.Iohara, H.Arima, K.Uekama
    • Organizer
      14^<th> International Cyclodextrin Symposium
    • Place of Presentation
      Kyoto
    • Year and Date
      2008-05-10
    • Related Report
      2010 Final Research Report
  • [Presentation] Effects of 2-Hydroxybutyl-β-cyclodextrin on Solution-mediated Transformation of Chlorpropamide2008

    • Author(s)
      T. Ishiguro
    • Organizer
      14^<th> International Cyclodextrin Symposium
    • Place of Presentation
      京都
    • Year and Date
      2008-05-10
    • Related Report
      2008 Annual Research Report
  • [Presentation] Change in Crystal Habit of Aspirin by the Addition of Cyclodextrins in Aqueous Solution2008

    • Author(s)
      K. Yoshida
    • Organizer
      14^<th> International Cyclodextr in Symposium
    • Place of Presentation
      京都
    • Year and Date
      2008-05-09
    • Related Report
      2008 Annual Research Report
  • [Presentation] Change in Crystal Habit of Aspirin by the Addition of Cyclodextrins in Aqueous Solution2008

    • Author(s)
      K.Yoshida, F.Hirayama, D.Iohara, H.Arima, K.Uekama
    • Organizer
      14^<th> International Cyclodextrin Symposium
    • Place of Presentation
      Kyoto
    • Year and Date
      2008-05-08
    • Related Report
      2010 Final Research Report
  • [Book] The Practice of Medicinal Chemistry (3^<rd> version)(Improvement of Drug Properties by Cyclodextrins)2008

    • Author(s)
      K.Uekama, F.Hirayama
    • Publisher
      Academic Press Limited, London
    • Related Report
      2010 Final Research Report
  • [Book] "Improvement of Drug Properties by Cyclodextrins" in "The Practice of Medicinal Chemistry (3^<rd> version)"2008

    • Author(s)
      Kaneto Uekama
    • Publisher
      Academic Press Limited
    • Related Report
      2008 Annual Research Report
  • [Remarks] ホームページ等

    • URL

      http://www.pharm.ph.sojo-u.ac.jp/~dio/

    • Related Report
      2010 Final Research Report
  • [Remarks]

    • URL

      http://www.ph.sojo-u.ac.jp/~dio/

    • Related Report
      2010 Annual Research Report
  • [Remarks]

    • URL

      http://www.ph.sojo-u.ac.jp/~dio/

    • Related Report
      2009 Annual Research Report
  • [Remarks]

    • URL

      http://www.pharm.ph.sojo-u.ac.jp/~dio/

    • Related Report
      2008 Annual Research Report

URL: 

Published: 2008-04-01   Modified: 2016-04-21  

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