Clindamycin phosphate
Synonym(s):Clindamycin 2-dihydrogen phosphate;Clindamycin 2-phosphate
- CAS NO.:24729-96-2
- Empirical Formula: C18H34ClN2O8PS
- Molecular Weight: 504.96
- MDL number: MFCD11982855
- EINECS: 246-433-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-26 11:58:42
What is Clindamycin phosphate?
Chemical properties
solid or colorless solution with characteristic alcohol odor.
The Uses of Clindamycin phosphate
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.
What are the applications of Application
Clindamycin Phosphate (U-28508E) is an antibiotic with anti-inflammatory properties
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 product 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.
Contact allergens
This lincosanide antibiotic is used in topical form for acne, or systemically has been responsible for exanthematous rashes and acute generalized exanthematous pustulosis.
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.
Properties of Clindamycin phosphate
Melting point: | 114 °C |
Boiling point: | 159°C |
Density | 1.41±0.1 g/cm3(Predicted) |
refractive index | 122 ° (C=1, H2O) |
storage temp. | Sealed in dry,2-8°C |
solubility | DMSO: soluble224mg/mL at 25°C |
pka | pKa 0.964±0.06
(H2O t=21) (Uncertain);6.06 ±0.06 (I=0.008)(H2O t=21) (Uncertain) |
form | solid |
color | White |
Water Solubility | Freely soluble in water |
Merck | 14,2356 |
Stability: | Stable, but store cool. Incompatible with strong oxidizing agents, calcium gluconate, barbiturates, magnesium sulfate, phenytoin, B group sodium vitamins. |
Safety information for Clindamycin phosphate
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral H317:Sensitisation, Skin H319:Serious eye damage/eye irritation H362:Reproductive toxicity, effects on or via lactation |
Precautionary Statement Codes |
P260:Do not breathe dust/fume/gas/mist/vapours/spray. P263:Avoid contact during pregnancy/while nursing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P302+P352:IF ON SKIN: wash with plenty of soap and water. P308+P313:IF exposed or concerned: Get medical advice/attention. |
Computed Descriptors for Clindamycin phosphate
InChIKey | UFUVLHLTWXBHGZ-YFBDLMQENA-N |
SMILES | [C@]([H])([C@]1([H])[C@@H]([C@H](O)[C@@H](OP(O)(O)=O)[C@@H](SC)O1)O)([C@@H](Cl)C)NC([C@H]1N(C[C@H](CCC)C1)C)=O |&1:0,2,4,5,7,13,18,23,26,r| |
Clindamycin phosphate manufacturer
Archerchem Healthcare Pvt., Ltd. (part of Archerchem Group)
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