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559-48-8

559-48-8 Structure

559-48-8 Structure
IdentificationBack Directory
[Name]

kopsine
[CAS]

559-48-8
[Synonyms]

kopsine
3-Hydroxy-22-oxokopsan-1-carboxylic acid methyl ester
6H,13aH-3a,5a-Ethano-5,11-methano-1H-indolizino[8,1-cd]carbazole-6-carboxylic acid, 2,3,4,5,11,12-hexahydro-5-hydroxy-14-oxo-, methyl ester, (3aR,5S,5aS,10bR,11R,13aS)- (9CI)
[Molecular Formula]

C22H24N2O4
[MOL File]

559-48-8.mol
[Molecular Weight]

380.44
Chemical PropertiesBack Directory
[Melting point ]

220°C (dec.).
[alpha ]

D27 -14.3 ± 1° (c = 2 in chloroform)
Hazard InformationBack Directory
[Description]

The major constituent of Kopsia !ruticosa, this base has [α]D - 17.5° (c 2.15, CHC13). It forms a series of crystalline salts and derivatives, e.g. the aurichloride, m.p. 203-5°C (dec.); perchlorate, m.p. 284°C (dec.); picrate, m.p. 230°C (dec.) and methiodide, m.p. 200°C (dec.). It may be reduced to the dihydro derivative which has m.p. 218°C. When fused with NaOH the alkaloid furnishes 2- methylindole and 2-indole-2-carboxylic acid.
[Uses]

Kopsine is an alkaloid that can be isolated from the medicinal psyllid.
[References]

Bhattacharya et al., 1. Amer. Chem. Soc., 71,3370 (1949)
Spiteller et al., Naturwiss., 49, 279 (1962)
Govindachari et al., Helv. Chim. Acta, 45, 1146 (1962)
Govindachari et al., ibid, 46, 433, 572 (1963)
Battersby, Gregory.,J. Chern. Soc., 22 (1963)
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