Geissoschizoline

Title: Geissoschizoline
CAS Registry Number: 18397-07-4
CAS Name: Curan-17-ol
Additional Names: pereirine
Molecular Formula: C19H26N2O
Molecular Weight: 298.42
Percent Composition: C 76.47%, H 8.78%, N 9.39%, O 5.36%
Literature References: From bark of Geissospermum vellosii Allem., Apocynaceae: Hesse, Ann. 202, 141 (1880); Bertho, Moog, ibid. 509, 241 (1934). Identity with pereirine: Bertho, Koll, Naturwissenschaften 48, 49 (1961). Structure: Janot et al., Compt. Rend. 250, 4383 (1960); Bertho, Koll Ber. 94, 2737 (1961). Synthesis: Hymon, Schmid, Helv. Chim. Acta 49, 2067 (1966); of dl-form: Dadson, Harley-Mason, Chem. Commun. 1969, 665; Harley-Mason, Taylor, ibid. 1970, 812.
Properties: Coarse crystals from abs methanol, mp 142.5-143°. [a]D21 +32° (ethanol). uv max in (ethanol): 245, 300 nm (log e 3.93, 3.47). Sol in alcohol, chloroform, ether. Practically insol in water.
Melting point: mp 142.5-143°
Optical Rotation: [a]D21 +32° (ethanol)
Absorption maximum: uv max in (ethanol): 245, 300 nm (log e 3.93, 3.47)
Derivative Type: Methyl chloride
Molecular Formula: C19H26N2O.CH3Cl
Molecular Weight: 348.91
Percent Composition: C 68.85%, H 8.38%, N 8.03%, O 4.59%, Cl 10.16%
Properties: Rods from abs methanol, mp 297°.
Melting point: mp 297°
Derivative Type: Methiodide
Molecular Formula: C19H26N2O.CH3I
Molecular Weight: 440.36
Percent Composition: C 54.55%, H 6.64%, N 6.36%, O 3.63%, I 28.82%
Properties: Rods from abs methanol, mp 254°.
Melting point: mp 254°
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