Title: Cassaidine
CAS Registry Number: 26296-41-3
CAS Name: [1R-(1a,2E,4aa,4bb,7b,8aa,10b,10ab)]-(Dodecahydro-7,10-dihydroxy-1,4b,8,8-tetramethyl-2(1H)-phenanthrenylidene)acetic acid 2-(dimethylamino)ethyl ester
Additional Names: (E)-3b,7b-dihydroxy-14a-methyl-8b-podocarpane-D13,a-acetic acid 2-(dimethylamino)ethyl ester
Molecular Formula: C24H41NO4
Molecular Weight: 407.59
Percent Composition: C 70.72%, H 10.14%, N 3.44%, O 15.70%
Literature References: Cardiotonic principle from the bark of Erythrophleum guineense G. Don., Leguminosae. Isoln and structure: Ruzicka, Dalma, Helv. Chim. Acta 23, 753 (1940); Engel, ibid. 42, 1127 (1959). Synthesis: Turner et al., J. Am. Chem. Soc. 88, 1766 (1966). Stereochemistry: Clarke et al., ibid. 88, 5865 (1966).
Properties: Prisms from acetone + ether, mp 139.5°. [a]D20 -98° (ethanol); [a]D20 -104° (0.1N HCl). Slightly sol in methanol, ethanol, acetone, acetic, chloroform. Practically insol in ether, benzene.
Melting point: mp 139.5°
Optical Rotation: [a]D20 -98° (ethanol); [a]D20 -104° (0.1N HCl)
Derivative Type: Oxalate
Molecular Formula: C24H41NO4.(COOH)2
Molecular Weight: 497.62
Percent Composition: C 62.75%, H 8.71%, N 2.81%, O 25.72%
Properties: Crystals from methanol+ acetone, mp 198-201°. [a]D17 -84° (c = 1.39 in water).
Melting point: mp 198-201°
Optical Rotation: [a]D17 -84° (c = 1.39 in water)
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