Cinchonin is an organic compound with the chemical formula C 19 H 22 N 2 O. An alkaloid found in some plants of the species of the madder family , for example, in a quinine tree and in remidia. Usually found with quinine . It has an antimalarial effect, but much weaker than that of quinine. It is used in organic chemistry for the separation of racemic mixtures of acids.
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| Chem. formula | C₁₉H₂₂N₂O |
| Physical properties | |
| Molar mass | 294.38 g / mol |
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Physical and chemical properties
It looks like a crystalline substance. Has a molar mass of 294.38 g / mol, melting point 264 ° C. It is poorly soluble in water, slightly soluble in alcohol and ether, it is best soluble in a mixture of alcohol and chloroform [1] .
Unlike quinine, it does not have a fluorescent effect in dilute sulfate solutions. Otherwise, the properties are similar to those of quinine, although cinnonine is a weaker base than it [1] .
Getting
Obtained by the isolation of quinine from the bark of plants. After the precipitation of quinine sulfate, the resulting mother liquor is treated with ammonia , after which cichonin, along with quinine residues, precipitates. Next, the precipitate for purification is extracted with alcohol, from which cichonin crystallizes first because of the worse solubility [2] [1] .
Biological role
It has a physiological effect similar to that of quinine against malaria , but the effectiveness of cichonin is five times weaker [1] .
Notes
- ↑ 1 2 3 4 Vasiliev, 1967 .
- ↑ Ipatiev .
Literature
- Vasiliev A.E. Tsinkhonin: article // Brief chemical encyclopedia / Editorial board: I. L. Knunyants (ed.) And others. - M .: Soviet Encyclopedia , 1967. - V. 5: T — Ya. - S. 869.
- Ipatiev V., Mendeleev D.I. Tsinkhonin // Encyclopedic Dictionary of Brockhaus and Efron : 86 volumes (82 volumes and 4 additional). - SPb. , 1890-1907.