Platyphylline
Title: Platyphylline
CAS Registry Number: 480-78-4
CAS Name: (1a)-1,2-Dihydro-12-hydroxysenecionan-11,16-dione
Additional Names: platifillin
Molecular Formula: C18H27NO5
Molecular Weight: 337.41
Percent Composition: C 64.07%, H 8.07%, N 4.15%, O 23.71%
Literature References: Toxic pyrrolizidine alkaloid from Senecio platyphyllus DC. and other Senecio spp., Compositae: Orékhov, Tiedebel, Ber. 68, 650 (1935); Orékhov et al., ibid. 1886; Konovalova, Orékhov, ibid. 69, 1908 (1936); Bull. Soc. Chim. Fr. [5] 4, 2037 (1937); Allen, Am. J. Pharm. 117, 110 (1945). Structure: Dry et al., J. Chem. Soc. 1955, 63. Comprehensive reviews of platyphylline and other pyrrolizidine alkaloids: L. Bull et al., The Pyrrolizidine Alkaloids (North-Holland, Amsterdam, 1968) 293 pp; F. L. Warren in The Alkaloids vol. 12, R. H. F. Manske, Ed. (Academic Press, New York, 1970) pp 245-331.
Properties: Crystals, mp 129°. [a]D20 -56.4° (c = 0.7 in chloroform). Practically insol in water. Sol in alcohol, chloroform, ether, dil acids.
Melting point: mp 129°
Optical Rotation: [a]D20 -56.4° (c = 0.7 in chloroform)
 
Derivative Type: Bitartrate
Molecular Formula: C18H27NO5.C4H6O6
Molecular Weight: 487.50
Percent Composition: C 54.20%, H 6.82%, N 2.87%, O 36.10%
Properties: Crystals, mp 199°. [a]D25 -40° (c = 2). Sol in 10 parts of water, in 5 parts of hot water. Sparingly sol in alc, in 42 parts of boiling alc. Nearly insol in chloroform, ether.
Melting point: mp 199°
Optical Rotation: [a]D25 -40° (c = 2)

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