Tigloidin

BeschreibungA tropine alkaloid isolated from Duboisia rnyoporoides, this base is a colourless syrup which yields crystalline salts. The hydrobromide forms colourless, tabular crystals m.p. 234-5°C and is optically inactive; the aurichloride crystallizes as yellow plates, m.p. 213.5- 2140 C; the picrate as yellow rectangular plates, m.p. 239°C and the methiodide as square plates, m.p. 244-5°C. The alkaloid is unsaturated and the hydro bromide, on hydrogenation, furnishes dihydrotigloidine, giving a picrate, m.p. l34-5°C. When treated with bromine in CHC13 it forms dibromodihydrotigloidine, m.p. 187°C (dec.). The free base may be hydrolyzed by boiling with H20 when it furnishes pseudotropine and tiglic acid. The base is therefore the tiglyl ester of pseudotropine. By comparison, tiglyltropine gives a hydrobromide with m.p. 207°C and a picrate, m.p. 200°C.