Chemical Properties
solid
Uses
A highly water soluble Clindamycin prodrug.
Uses
Clindamycin (C580000) impurity in bulk drug.
Uses
Clindamycin 2-phosphate is a a salt of clincamycin, a semi-synthetic lincosamide. The salt is prepared by selective phosphorylation of the 2-hydroxy moiety of the sugar of clindamycin. The introduction of the phosphate affords improved solubility for injectable formulations. Like other members of the lincosamide family, clindamycin 2-phosphate is a broad spectrum antibiotic with activity against anaerobic bacteria and protozoans. Clindamycin acts by binding to the 23S ribosomal subunit, blocking protein synthesis.
Uses
Clindamycin 2-phosphate is a salt of clindamycin, a semi-synthetic lincosamide. The salt is prepared by selective phosphorylation of the 2-hydroxy moiety of the sugar of clindamycin. The introduction of the phosphate affords improved solubility for injectable formulations. Like other members of the lincosamide family, clindamycin 2-phosphate is a broad spectrum antibiotic with activity against anaerobic bacteria and protozoans. Clindamycin acts by binding to the 23S ribosomal subunit, blocking protein synthesis.
Preparation
Preparation of Clindamycin Phosphate: a solution of 808 mg of the phosphorylated ester in 6 ml of pyridine and 16 ml of acetic acid is stirred at ambient temperature while s5 mg of zinc is rapidly added. The mixture is filtered after one hour and evapo rated to a residue which is heated with stirring at 50°C. for 2 hours with a solvent mixture of 2 ml of acetic acid, and 4 ml of 0.5N sulfuric acid. The mixture is cooled and filtered followed by evaporation of the filtrate in vacuo to a residue, which is chromatographed on a suitable ion-exchange resin, in the acid form, and eluted with 2% ammonium hydroxide. The desired product is obtained as ammonium salt by evaporation of the prod uct fractions. (dec. 212°C)
General Description
Clindamycin phosphate (Cleocin Phosphate) is the 2-phosphateester of clindamycin. It exists as a zwitterionic structurethat is very soluble in water. It is intended for parenteral(intravenous or intramuscular) administration for the treatmentof serious infections and instances when oral administrationis not feasible. Solutions of clindamycin phosphateare stable at room temperature for 16 days and for up to 32days when refrigerated.
Pharmacology
Clindamycin phosphate is available in 1% concentration in a hydroalcoholic
vehicle (30 or 60 mL) as a gel or lotion. Although the drug has
not been detected in the blood after topical use, its detection in the urine
suggests that 4% to 5% of topically applied clindamycin is absorbed.
Structure and conformation
Semisynthetic derivative of lincomycin.
Toxics Screening Level
Based on a LD50 of 1832 mg/kg as reported by Gray et al (1974), the ITSL
for clindamycin phosphate was calculated to be 6 μg/m3, with annual
averaging.
References
[1] ALI ALEID. Comparative efficacy of clindamycin phosphate with benzoyl peroxide versus clindamycin phosphate with adapalene in acne vulgaris: a systematic review and meta-analysis.[J]. Scientific Reports, 2025, 15 1: 20478. DOI:10.1038/s41598-025-05543-7.
[2
https://labeling.pfizer.com/ShowLabeling.aspx?id=920 [3] BIN CHEN Ping L Yingxiang Du. Investigation of enantiomeric separation of basic drugs by capillary electrophoresis using clindamycin phosphate as a novel chiral selector[J]. ELECTROPHORESIS, 2009, 30 15: 2747-2754. DOI:10.1002/elps.200800452.
