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A facile method for the preparation of [11C]cyanide from [11C]methyl iodide

https://repo.qst.go.jp/records/76124
https://repo.qst.go.jp/records/76124
cd525b8b-c41d-479d-b918-b63ae009b2f9
Item type 会議発表用資料 / Presentation(1)
公開日 2019-05-30
タイトル
タイトル A facile method for the preparation of [11C]cyanide from [11C]methyl iodide
言語
言語 eng
資源タイプ
資源タイプ識別子 http://purl.org/coar/resource_type/c_c94f
資源タイプ conference object
アクセス権
アクセス権 metadata only access
アクセス権URI http://purl.org/coar/access_right/c_14cb
著者 Kikuchi, Tatsuya

× Kikuchi, Tatsuya

WEKO 765858

Kikuchi, Tatsuya

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Ming-Rong, Zhang

× Ming-Rong, Zhang

WEKO 765859

Ming-Rong, Zhang

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D.Gee, Antony

× D.Gee, Antony

WEKO 765860

D.Gee, Antony

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Kikuchi, Tatsuya

× Kikuchi, Tatsuya

WEKO 765861

en Kikuchi, Tatsuya

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Ming-Rong, Zhang

× Ming-Rong, Zhang

WEKO 765862

en Ming-Rong, Zhang

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抄録
内容記述タイプ Abstract
内容記述 Objectives. [11C]Cyanide is a useful intermediate for labelling functional groups such as CN, COOH, CONH2 and CH2NH2 in organic compounds. Conventional method for the preparation of [11C]cyanide, however, requires dedicated infrastructure. [11C]Cyanide is generally prepared by heating [11C]CH4 under NH3 gas flow at more than 900°C over a platinum filled column. Furthermore, the starting material, [11C]CH4, is produced by the irradiation of N2/H2 gas or by heating [11C]CO2 under H2 gas flow over nickel. In the previous meeting (ISRS2017), we reported that [11C]cyanide was prepared by the dehydration of [11C]formaldoxime, though the radiochemical yield was insufficient (around 20% from [11C]CO2). Thus, we explored more efficient method to prepare [11C]cyanide without any special equipment and reagents. In this study, we investigated the applicability of hydroxylamine-O-sulfonic acid (HOSA) to [11C]cyanide preparation from [11C]CH3I which is widely used for 11C-labelling. HOSA has been used as a reagent for the conversion of aldehydes into nitriles.
Methods. [11C]CH3I (300–400 MBq) was trapped in a 1 mL of trimethylammonium oxide (TMAO, 15 mg) solution in DMF or DMSO and heated for 2 min to prepare [11C]HCHO (at 70°C for DMF solution, at 100°C for DMSO solution). The [11C]HCHO solution (200 μL) was subsequently added to the HOSA solution in the corresponding solvents (200 μL). The reaction conditions are summarized in Table 1. Radiochemical yields from [11C]CH3I were determined by radio-HPLC analysis of the reaction solution. More than 87% of radioactivity in the injected solution was eluted during the HPLC analysis.
Results. The results are summarized in Table 1. Higher reaction temperature enhanced the formation of [11C]cyanide. The use of DMSO showed better yield of [11C]cyanide compared with DMF. The use of more than 1 equivalent of HOSA based on the amount of TMAO was required to obtain good yields of [11C]cyanide. Consequently, [11C]cyanide was produced in 87% radiochemical yield after 3 min reaction time.
Conclusions. [11C]Cyanide was efficiently prepared from [11C]CH3I in one-pot using conventional reagents and lab-ware. Further optimization of reaction conditions for the production of [11C]cyanide with an automated system is in progress.
会議概要(会議名, 開催地, 会期, 主催者等)
内容記述タイプ Other
内容記述 ISRS2019 (The 23rd International Symposium on Radiopharmaceutical Sciences)
発表年月日
日付 2019-05-28
日付タイプ Issued
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