Syntheses of 10-Oxo, 10α-Hydroxy, and 10β-Hydroxy Derivatives of a Potent к-Opioid Receptor Agonist, TRK-820
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概要
- 論文の詳細を見る
Syntheses of 10-oxo, 10α-hydroxy, and 10β-hydroxy derivatives of a potent K-opioid receptor selective agonist, TRK-820, are described. These derivatives were supposed to be potential degradation products in formulation of TRK-820 as a result of autoxidation. 10-Oxo-TRK-820 11 was derived from 10-oxo-4, 5-epoxymorphinan 14 in 10 steps in 32% overall yield. Reduction of the 10-oxo group in 4, 5-epoxymorphinan with NaBH_4 gave 10β-hydroxy-4, 5-epoxymorphinan, exclusively. A stepwise inversion method of the 10β-hydroxy group to produce 10α-hydroxy-4, 5-epoxymorphinan was established. By HPLC analyses, 10α-hydroxy-TRK-820 12 was confirmed to be one of the degradation products in developing formulation of TRK-820.
- 公益社団法人日本薬学会の論文
- 2004-06-01
著者
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Nagase H
Basic Research Laboratories Toray Industries Inc.
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Nagase Hiroshi
Pharmaceutical Research Laboratories Toray Industries Inc.
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北村 和則
富山化学工業株式会社綜合研究所
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HIRANO Noriyuki
Pharmaceutical Research Laboratories, Toray Industries, Inc.
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KAWAMURA Kuniaki
Pharmaceutical Research Laboratories, Toray Industries, Inc.
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HORIKIRI Hiromasa
Pharmaceutical Research Laboratories, Toray Industries, Inc.
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TANAKA Yoichiro
Pharmaceutical Research Laboratories, Toray Industries, Inc.
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OISHI Junji
Pharmaceutical Research Laboratories, Toray Industries, Inc.
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HATAKEYAMA Hitoshi
Pharmaceutical Research Laboratories, Toray Industries, Inc.
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Oishi Junji
Pharmaceutical Research Laboratories Toray Industries Inc.
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Hatakeyama H
Pharmaceutical Research Laboratories Toray Industries Inc.
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北村 和則
Kyoto Pharmaceutical University
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Kawamura K
Pharmaceutical Research Laboratories Toray Industries Inc.
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Horikiri H
Pharmaceutical Research Laboratories Toray Industries Inc.
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Hirano N
Pharmaceutical Research Laboratories Toray Industries Inc.
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Tanaka Yoichiro
Pharmaceutical Research Laboratories Toray Industries Inc.
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