Clindamycin
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Chemical formula | C18H33ClN2O5S |
---|---|
Molar Mass(g/mol) | 424.98 |
NFPA 704 |
Uses
Primary
- Pharm: WHO LEM antibiotic
Natural occurrence
- Does not occur naturally
Hazards
Production
Synthesis
- Chlorinate lincomycin using thionyl chloride to replace the 7-hydroxy group with a chlorine atom with inversion of chirality.[1]
- Reflux lincomycin with thionyl chloride in carbon tetrachloride giving clindamycin
- C18H34N2O6S + SOCl2{CCl4C18H33ClN2O5S + HCl + SO277°C}→
- C18H34N2O6S + SOCl2
Testing
Purification
Storage
Disposal
See Also
References
- ↑ Birkenmeyer, R. D.; Kagan, F. (1970) "Lincomycin. XI. Synthesis and structure of clindamycin, a potent antibacterial agent".
Journal of Medicinal Chemistry 13(4); pp616–619.
DOI:10.1021/jm00298a007