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HomeProduct name listClindamycin phosphate

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: 2024-08-13 12:20:35
Clindamycin phosphate Structural

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)
ghs
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|

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