(16S)-20-エチル-1α,6α,16-トリメトキシ-4-メトキシメチルアコニタン-3α,8,13,14α-テトラオール8-アセタート14-(3,4-ジメトキシベンゾアート)

(16S)-20-エチル-1α,6α,16-トリメトキシ-4-メトキシメチルアコニタン-3α,8,13,14α-テトラオール8-アセタート14-(3,4-ジメトキシベンゾアート) 化学特性,用途語,生産方法

• 説明

  An aconitine alkaloid obtained from A coniturn chasrnanthurn Stapf. by Dunstan and Andrews, the base crystallizes from EtOH as hexagonal prisms or rosettes of fine needles. It has [α]²⁰_Do + IS.3° (EtOH) and gives a series of crystalline salts, e.g. the hydrobromide as hexagonal prisms from H20, m.p. lS3-7°C; [edo - 17.3° or as crystals from EtOH or Et 20, m.p. 217 -SoC and the aurichloride, yellow needles, m.p. 147 -152°C with sintering at 142°C. Indaconitine resembles Aconitine (q. v.) in giving a crystalline precipitate with KMn04 but in this case the crystals are markedly smaller. Four methoxyl groups are present and when the SUlphate is heated in aqueous solution in a sealed tube it furnishes acetic acid and benzoylpseudaconine (Indbenzaconine), as a colourless glass, m.p. 130-3°C; [α]_D + 33.6° (EtOH), also giving crystalline salts: hydrochloride, m.p. 242-4°C; [α]_D - S.Oo (H 20); hydrobromide as the dihydrate, m.p. 247°C (dry) and the aurichloride, rosettes of orange needles, m.p. 180-2°C.
  Alkaline hydrolysis gives acetic and benzoic acids and pseudaconine, C2sH4108N. On pyrolysis, the alkaloid loses one mole of acetic acid with the formation of a-pyroindaconitine which is amorphous, m.p. 130-2°C; [α]_D + 91.9° (EtOH), giving a crystalline hydro bromide, m.p. 194-SoC. When inda_x0002_conitine hydrochloride is subjected to the same treatment it yields the isomeric ~-pyroindaconitine, also amorphous, but furnishing a crystalline hydrobromide, m.p. 24S-250°C; [α]_D + 27.6°.

• 化学的特性

  White crystalline, amorphous, or syrupy sub stance; salts are optically active; melts at214°C (417.2°F); insoluble in water, solublein alcohol, ether, and chloroform.

• 使用

  8-Acetyl ludaconitine occurs in the tubers of Indianaconite (bish or Aconitum ferox), found inIndia and Nepal. It is used in arrow poisoningfor hunting. Clinically, it is used in treatingrheumatism.

• 健康ハザード

  Feraconitine is a highly toxic alkaloid. Theacute toxic effects are similar to those ofaconitine. The symptoms from ingestionare drowsiness, nervous disorders, weakness,.

• 参考文献

  Dunstan, Andrews, J. Chern. Soc., 87, 1620 (1905) See also: Bauer, Radjhan., Pharrn. Zent., 72,145 (1931)

(16S)-20-エチル-1α,6α,16-トリメトキシ-4-メトキシメチルアコニタン-3α,8,13,14α-テトラオール8-アセタート14-(3,4-ジメトキシベンゾアート) 生産企業

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