12,18-ジヒドロキシセネシオナン-11,16-ジオン4-オキシド 化学特性,用途語,生産方法
説明
This hepatotoxic alkaloid occurs in certain Senecio species and was first isolated
from S. isatideus D.C. It occurs abundantly in S. retrorsus D.C. and S. scleratus
Schw. The alkaloid crystallizes in rhombic prisms as the dihydrate and has [α]
27D . 8.25° (H 20). It is soluble in MeOH, hot EtOH and hot H20 but virtually insoluble in Et 20, Me2CO or CHCl 3. On reduction it absorbs 4 molecules of H2 to
give hexahydrodeoxyisatidine which melts at l15-l20°C and then remelts at
l83-4°C following an intermediate solidification. This compound gives a hydrochloride, m.p. 218°C (dec.); [α]
20D - 52.5° (H20) and may be hydrolyzed with
Ba(OHh to give a basic product, tetrahydroisatinecine, CSH1703N, m.p.
l74.5°C; [α]
20D - 88° (H 20). The alkaloid itself, on hydrolysis with Ba(OHh
yields isatinecine and two acid products, isatinecic acid and the monolactone,
the latter almost certainly being formed by the action of the base upon the acid.
安全性プロファイル
Poison by ingestion and intraperitoneal routes. Moderately toxic by intravenous route. Questionable carcinogen with experimental neoplastigenic and tumorigenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of NO,. See also ESTERS.
参考文献
Blackie., Pharrn. J., 138, 102 (1937)
de Waal., Onderstepoort J., 12, 155 (1939)
de Waal., Nature, 146, 777 (1940)
de Waal., Pretorius., OnderstepoortJ., 17,181 (1941)
Leisegang, Warren., J. Chern. Soc., 702 (1950)
12,18-ジヒドロキシセネシオナン-11,16-ジオン4-オキシド 上流と下流の製品情報
原材料
準備製品