Structural Formula Vector Image
Title: Ergotoxine
CAS Registry Number: 8006-25-5
Trademarks: Ecboline
Literature References: A mixture of ergocornine, ergocristine, and ergocryptine, q.q.v., with oxytocic activity. See also the isomeric ergotinine mixture. Prepn: Barger, Carr, J. Chem. Soc. 91, 337 (1907); Smith, Timmis, ibid. 1930, 1390; Kofler, Arch. Pharm. 275, 455 (1937); Stoll, Hofmann, Helv. Chim. Acta 26, 1570 (1943); Pitra, Sapara, Cesk. Farm. 5, 585 (1956), C.A. 51, 8369f (1957). Toxicity data: H. Kreitmair, Arch. Exp. Pathol. Pharmakol. 176, 171 (1934).
Properties: Orthorhombic crystals with 2C6H6 from benzene. The solvent of crystn is given up only after long drying and heating in high vacuum. mp ~190° (dec) (solvent-free base). [a]D20 -197° (chloroform). Very sol in ethyl and methyl alcohol, acetone, chloroform, ethyl acetate; slightly sol in ether. Almost insol in water, petr ether. LD in mice (mg/kg): 0.107 s.c.; 0.032 i.v. (Kreitmair).
Melting point: mp ~190° (dec) (solvent-free base)
Optical Rotation: [a]D20 -197° (chloroform)
Toxicity data: LD in mice (mg/kg): 0.107 s.c.; 0.032 i.v. (Kreitmair)
Derivative Type: Ergotoxine phosphate
Properties: Clusters of needles, dec 187°. Sol in 320 parts water, 15 parts boiling alcohol.
Derivative Type: Ergotoxine ethanesufonate
Properties: Acicular crystals, dec 209°. Sol in methanol; slightly in alcohol. Almost insol in water. Solid and solns are sensitive to light and air.

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