572-59-8

This alkaloid is stereoisomeric with epiQuinine and occurs in 'Quinoidine', the mixture of amorphous bases left after extraction of the four primary alkaloids of Cinchona bark. It crystallizes in colourless leaflets from Et20 and is fluorescent in dilute H2S04, It is dextrorotatory with [α]¹⁹_D + 102.4° (c 0.8648, EtOH) and furnishes a dihydrochloride, m.p. 195-6°C (dec.); [α]²⁰_D + 45.5° (c 0.8012, EtOH); a hydrobromide, m.p. 240°C; thiocyanate, m.p. 193°C; [α]²⁰_D + 44.5° (H20) and the dibenzoyl-(+)-tartrate, m.p. 167°C; [α]²⁰¹_D + 3.7° (c 0.8068, EtOH-CHCI 3 ). Catalytic hydrogenation with Pd gives the dihydro derivative, m.p. 122°C; [α]²²_D + 73.1° (c 0.766, EtOH).

The 9-epimer of Quinidine (Q685000). Antimalarial.

Thron, Dirscherl., Annalen, 521,48 (1935)