ECGONINE, in chemistry, C 9 H 15 NO 3, a cycloheptane derivative with a nitrogen bridge.
It is obtained by hydrolysing cocaine with acids or alkalis, and crystallizes with one molecule of water, the crystals melting at 198° to 199° C. It is laevo-rotatory, and on warming with alkalis gives iso-ecgonine, which is dextro-rotatory.
The above compounds may be represented as: CH 2 -CH--CH COOH CH 2 -CH-CH'COOH CH2-CH-CH'COOH N'CH3 CH'OH I N 'CH3 C H N CH3 CH2 CH 2 -CH-CH 2 CH2-CH---CH CH2 - C H-CH2 Ecgonine Anhydroecgonine Hydroecgonidine
Atropine; cocaine; hygrine; ecgonine; pelletierine.
The conversion of the mixture obtained by extracting coca-leaves into cocaine is effected by saponifying the esters into ecgonine and the respective acids, and then benzoylating and methylating the ecgonine.
Cocaine in which the benzoyl group is replaced by the cinnamyl group. aand 3-truxillines, named from their isolation from a coca of Truxillo (Peru), are two isomeric alkaloids which hydrolyse to ecgonine, methyl alcohol, and two isomeric acids, the truxillic acids, C18H1604.