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Synthesis of Biologically Active Heterocyclic Compounds Labelled with Positron Emitting Radionuclides for Diagnoses of Diseases of Brain and Heart and Cancer

Research Project

Project/Area Number 04454291
Research Category

Grant-in-Aid for General Scientific Research (B)

Allocation TypeSingle-year Grants
Research Field Radiation science
Research InstitutionTohoku University

Principal Investigator

TADA Masao  Tohoku Univ.Inst.of Development, Aging and Cancer, Assoc.Prof., 加齢医学研究所, 助教授 (10006083)

Co-Investigator(Kenkyū-buntansha) FUJIWARA Takehiko  Tohoku Univ., Cyclotron and Rl Center, Instr., サイクロトロンRIセンター, 助手 (70238632)
IWATA Ren  Tohoku Univ., Cyclotron and RI Center, Assoc.Prof., サイクロトロンRIセンター, 助教授 (60143038)
KUBOTA Kazuo  Tohoku Univ., Inst.of Development, Aging and Cancer, Assoc.Prof., 加齢医学研究所, 助教授 (40161674)
SUGIYAMA Hiroshi  Tohoku Univ., Inst.for Chem.Res.Sci., Assoc.Prof., 反応化学研究所, 助教授 (90006304)
FUKUDA Hiroshi  Tohoku Univ., Inst.of Development, Aging and Cancer, Prof., 加齢医学研究所, 教授 (30125645)
Project Period (FY) 1992 – 1994
Project Status Completed (Fiscal Year 1994)
Budget Amount *help
¥6,300,000 (Direct Cost: ¥6,300,000)
Fiscal Year 1994: ¥1,100,000 (Direct Cost: ¥1,100,000)
Fiscal Year 1993: ¥1,200,000 (Direct Cost: ¥1,200,000)
Fiscal Year 1992: ¥4,000,000 (Direct Cost: ¥4,000,000)
KeywordsSynthesis / [fluoroacetyl-^<18>F] Fluoromelatonin / [^<18>F] Fluoride / Cyclotron / Radioactive isotope / N^<omega>- [^<18>F] Fluoroacetylserotonin / N^ω-^<18>F]フルオロアセチルセロトニン / [fluoroacetyl-^<18>F]フルオロメラトニン / 診断 / 2-デオキシ-2-[^<18>F]フルオロ-D-ガラクトース / 陽電子放出核種 / N^ω-[^<18>F]フルオロアセチルセロトニン / 化学合成 / [fluroacetyl-^<18>F]フルオロメラトニン / N^ω-[^<18>F]フルオロアセチルメラトニン / 標識ホルモン
Research Abstract

An efficient synthesis of [fluoroacetyl-^<18>F] fluoromelatonin (N^<omega>- [^<18>F] Fluoroacety1-5-methoxytryptamine) starting from [^<18>F]fluoride has been established. [^<18>F] Fluoride was produced by the ^<18>O (p, n)^<18>F nuclear reaction from a circulating 20%-enriched [^<18>O] water target using the Tohoku University Cyclotron. The ^<18>F nuclide thereby formed was converted to potassium [^<18>F] fluoride. The reaction of[^<18>F]fluoride with ethyl p-toluenesulfonyloxyacetate derived from ethyl bromoacetate with silver p-toluenesulfonate afforded ethyl [^<18>F] fluoroacetate, which was then hydrolyzed with alkali and condensed with 5-methoxytryptamine in the presence of dicyclohexylcarbodiimide to give the desired radioactive isotope in a 26.7% radiochemical yield. The purity, specific activity and the total time required for its synthesis are>98%, 540 mCi/mumol and ca.90 min, respectively.
N^<omega>- [^<18>F] Fluoroacetylserotonin was synthesized under similar conditions in 22.6% radiochemical yield. The purity and specific activity of the hormone are>98% and 600 mCi/mumol, respectively.

Report

(4 results)
  • 1994 Annual Research Report   Final Research Report Summary
  • 1993 Annual Research Report
  • 1992 Annual Research Report

Research Products

(11 results)

All Other

All Publications (11 results)

  • [Publications] "A Rapid Synthesis of[fluoroacetyl-^<18>F]Fluoromelatonin(N^ω-[^<18>F]Fluoroacetyl‐5‐methoxy‐tryptamine),a Potential Diagnostic Imaging Agent" J.Labelled Compds.Radiopharm.33. 601-606 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Masao Tada,Ren Iwata Hiroshi Sugiyama et al.: "A Rapid One‐pot Synthesis of[f1uoroacetyl-^<18>F]Fluoromelatonin" CYRIC Ann.Rep.1992. 117-121 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Masao Tada,Ren Iwata,Hiroshi Sugiyama et al.: "An Efficient Synthesis of N^ω-[^<18>F]-Fluoroacetylserotonin(N^ω-[^<18>F]-Fluoroacetyl‐5‐hydroxytryptamine)" J.Labelled Compds.Radiopharm.34. 741-746 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Masao Tada, Ren Iwata, Hiroshi Sugiyama, Kazunori Sato, Claudio Pascali, Hiroshi Fukuda, Kazuo Kubota, Roko Kubota, Hiromu Takahashi, Akira Wakui, Yoshinao Abe, Takehiko Fujiwara, Tachio Sato, and Tatsuo Ido: "A Rapid Synthesis of [fluoroacetyl-^<18>F]Fluoromelatonin (N^<omega>-[^<18>F]Fluoroacety1-5-methoxytryptamine), a Potential Diagnostic Imaging Agent" J.Labelled Compds.Radiopharm. 33. 601-606 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Masao Tada, Ren Iwata, Hiroshi Sugiyama, Kazunori Sato, Hiroshi Fukuda, Kazuo Kubota, Roko Kubota, Hiromu Takahashi, Akira Wakui, Yoshinao Abe, Takehiko Fujiwara, Tachio Sato, and Tatsuo Ido: "A Rapid One-pot Synthesis of [fluoroacetyl-^<18>F] Fluoromelatonin" CYRIC Ann.Rep.1992. 117-121 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Masao Tada, Ren Iwata, Hiroshi Sugiyama, Kazunori Sato, Hiroshi Fukuda, Kazuo Kubota, Roko Kubota, Takehiko Fujiwara, Hiromu Takahashi, Akira Wakui, and Tatsuo Ido: "An Efficient Synthesis of N^<omega>-[^<18>F]Fluoroacetylserotonin (N^<omega>-[^<18>F]Fluoroacety1-5-hydroxytryptamine)" J.Labelled Compds.Radiopharm. 34. 741-746 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Masao Tada,Ren Iwata,Hiroshi Sugiyama et al.: "An Efficient Synthesis of N^ω-[^<18>F]-Fluoroacetylserotonin(N^ω-[^<18>F]-Fluoroacety1-5-hydroxytryptamine)" J.Labelled Compds.Radiopharm.34. 741-746 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] Masao Tada: "A Rapid One-pot Synthesis of[fluoroacetyl-^<18>F]Fluoromelatonin" CYRIC Ann.Rep.(Tohoku Univ.). 1992. 117-121 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] Masao Tada: "A Rapid Synthesis of[fluoroacetyl-^<18>F]Fluoromelatonin(N^ω-[^<18>F]Fluoroacetyl-5-methoxytryptamine),a Potential Diagnostic Imaging Agent" J.Labelled Compds.Radiopharm.33. 601-606 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] Masao Tada: "A Rapid One-pot Synthesis of [fluoroacetyl-^<18>F]Fluoromelatonin" CYRIC Ann.Rep.(Tohoku Univ.). 1992. (1993)

    • Related Report
      1992 Annual Research Report
  • [Publications] Masao Tada: "A Rapid Synthesis of [fluoroacetyl-^<18>F]Fluoromelatonin (N^ω-[^<18>F]Fluoroacetyl-5-methoxytryptamine),a Potential Diagnostic Imaging Agent" J.Labelled Compds.Radiopharm.

    • Related Report
      1992 Annual Research Report

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Published: 1992-03-31   Modified: 2016-04-21  

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