Kurchessine

Title: Kurchessine
CAS Registry Number: 6869-45-0
CAS Name: (3b,20S)-N,N,N¢,N¢-Tetramethylpregn-5-ene-3,20-diamine
Additional Names: 3b,20a-bis(dimethylamino)-5-pregnene
Molecular Formula: C25H44N2
Molecular Weight: 372.63
Percent Composition: C 80.58%, H 11.90%, N 7.52%
Literature References: A steroidal alkaloid from Kurchi bark. Isoln from Holarrhena antidysenterica Wall., Apocynaceae: Tschesche, Otto, Ber. 95, 1144 (1962); Labler, Sorm, Collect. Czech. Chem. Commun. 28, 2345 (1963). Synthesis by methylation of kurchamine: Tschesche, Wiensz, Ber. 91, 1504 (1958). Structure: Labler, Sorm, loc. cit. Possible identity with sarcodinine from Saracococa pruniformis Lindl., Euphorbiaceae: Chatterjee et al., Tetrahedron Lett. 1965, 67. Related alkaloids, kurchiline, kurchiphylline, kurchiphyllamine, from Kurchi leaves: Janot et al., Bull. Soc. Chim. Fr. 1964, 2158.
Properties: Needles. mp 140-141° (from acetone). [a]D20 -37° (c = 1.9); [a]D22 -36° (c = 1.112 in CHCl3); [a]D22 -17° (c = 1.050 in methanol).
Melting point: mp 140-141° (from acetone)
Optical Rotation: [a]D20 -37° (c = 1.9); [a]D22 -36° (c = 1.112 in CHCl3); [a]D22 -17° (c = 1.050 in methanol)
Status: This monograph has been retired and is no longer subject to revision or update.
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