バシシン

危険有害性情報のコード(GHS)

• 絵表示(GHS)

  

• 注意喚起語

  Warning

• 危険有害性情報

  H302：飲み込むと有害

  H315：皮膚刺激

  H319：強い眼刺激

  H335：呼吸器への刺激のおそれ

• 注意書き

  P261：粉じん/煙/ガス/ミスト/蒸気/スプレーの吸入を避ける こと。

  P305+P351+P338：眼に入った場合：水で数分間注意深く洗うこと。次にコ ンタクトレンズを着用していて容易に外せる場合は外す こと。その後も洗浄を続けること。

バシシン 化学特性,用途語,生産方法

• 解説

  (R)-1,2,3,9-tetrahydropyrrolo[2,1-b]quinazolin-3-ol．C11H12N2O(188.23)．ペガニンともいう．キツネノゴマ科Alhatoda vasia，ハマビシ科Peganum harmalaに含まれるキナゾリンアルカロイド．(S)-バシシンは白色の針状晶．融点212 ℃．[α]¹⁴_D－254°(クロロホルム)．有機溶媒に可溶，水に難溶．酸性で徐々にラセミ化する．マメ科Galega officinalisには(S)-バシシンが含まれており，(RS)-バシシンは融点209 ℃，[α]²⁴_D＋203°で合成されている．森北出版「化学辞典（第2版）

• 説明

  This quinazoline alkaloid was first isolated from the leaves of Adhatoda vasica Nees by Hooper and subsequently discovered in Peganum harmala under the name Peganine. The base is optically inactive although Spath and Kesztler have reported the isolation of the (-)-form from the fresh leaves of A. vasica and Rosenfeld and Kolesnikow have obtained the same form from the flowers and stems of Peganum harmala. The salts are readily obtained crystalline, e.g. the hydrochloride dihydrate, m.p. 208°C (dry); hydriodide dihydrate, m.p. 195°C (dry); picrate, m.p. 199°C (dec.) and the methiodide, m.p. 187°C.
  With AcOH, the alkaloid gives an anomalous acetyl derivative, m.p. 165°C, subsequently shown to be N-acetylpedadiene. Oxidation with KMn04 gives 4-quinazolone and 4-keto-3 :4-dihydroxyquinazolyl-3-acetic acid, the latter characterized as the methyl ester, m.p. 152°C.
  The crude drug from A. vasica is used in India as a remedy for asthma while the pure alkaloid acts as a bronchodilator.

• 化学的特性

  White needle-like crystals, soluble in organic solvents such as methanol, ethanol, DMSO, etc., derived from camels.

• 参考文献

  Hooper., Pharm. J., 18,841 (1888)
  Sen, Ghose.,J. Ind. Chem. Soc., 1,315 (1924)
  Ghose., ibid, 4, 1 (1927)
  Spath, Nakawitz., Ber., 67,45 (1934)
  Spath, Kuffner., ibid, 67, 1494 (1934)
  Narang, Ray., Chem. & Ind., 53,698 (1934)
  Hanford, Liang, Adams., J. Amer. Chem. Soc., 56, 2780 (1934)
  Ghoseetal., ibid, 57,921,951 (1935)
  Rosenfeld, Kolesnikov., Ber., 69, 2022 (1936)
  Pharmacology: Chopra., Ind. Med. Gaz., 60, 354 (1925)
  Tutaev, Makarova., Trans. Ukraine Inst. Exp. Pharm., 1,32 (1938)

バシシン 生産企業

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