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Clindamycin phosphate

Clindamycin phosphate Structure
Clindamycin phosphate structure
CAS No.
24729-96-2
Chemical Name:
Clindamycin phosphate
Synonyms
Clindets;Methyl 7-chloro-6,7,8-trideoxy-6-[[[(2S)-1-methyl-4β-propyl-2-pyrrolidinyl]carbonyl]amino]-2-O-phosphono-1-thio-L-threo-α-D-galacto-octopyranoside;Methyl 7-chloro-6,7,8-trideoxy-6-trans-(1-methyl-4-propyl-L-2-pyrrolidinecarboxamido)-1-thio-L-threo-α-D-galacto-octopyranoside 2-(dihydrogen phosphate);Methyl7-chloro-6,7,8-trideoxy-6-(1-methyl-trans-4-propyl-L-2-pyrrolidinecarboxamido)-1-thio-L-threo-alpha-D-galacto-octopyranoside2-(dihydrogenphosphate);methyl 7-chloro-6,7,8-trideoxy-6-(1-methyl-trans-4-propyl-l-2-pyrrolidinecarboxamido)-1-thio-l-threo-alpha-d-galacto-octopyranoside 2-(dihydrogen phosphate);Methyl 7-chloro-6,7,8-trideoxy-6-[[[(2S)-1-methyl-4β-propyl-2α-pyrrolidinyl]carbonyl]amino]-1-thio-L-threo-α-D-galacto-octopyranoside 2-dihydrogen phosphate;u28508;U-28508E;dalacinp;Dalacin T
CBNumber:
CB8175076
Molecular Formula:
C18H34ClN2O8PS
Molecular Weight:
504.96
MDL Number:
MFCD11982855
MOL File:
24729-96-2.mol
MSDS File:
SDS
Last updated:2024-04-25 13:42:50
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Clindamycin phosphate Properties

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
form solid
pka pKa 0.964±0.06 (H2O t=21) (Uncertain);6.06 ±0.06 (I=0.008)(H2O t=21) (Uncertain)
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.
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|
FDA UNII EH6D7113I8
NCI Drug Dictionary clindamycin phosphate

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H317-H319-H362
Precautionary statements  P260-P263-P280-P301+P312-P302+P352-P308+P313
Hazard Codes  Xn,Xi
Risk Statements  22-36/37/38
Safety Statements  36-26
WGK Germany  3
RTECS  GF2625000
HS Code  29419000
NFPA 704
0
2 0

Clindamycin phosphate price More Price(30)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich C6427 Clindamycin 2-phosphate aminoglycoside antibiotic 24729-96-2 50mg $90.8 2024-03-01 Buy
Sigma-Aldrich C6427 Clindamycin 2-phosphate aminoglycoside antibiotic 24729-96-2 100mg $391 2024-03-01 Buy
Sigma-Aldrich C2269000 Clindamycin phosphate European Pharmacopoeia (EP) Reference Standard 24729-96-2 $190 2021-12-16 Buy
TCI Chemical C2257 Clindamycin Phosphate >97.0%(T) 24729-96-2 5g $108 2024-03-01 Buy
TCI Chemical C2257 Clindamycin Phosphate >97.0%(T) 24729-96-2 25g $324 2024-03-01 Buy
Product number Packaging Price Buy
C6427 50mg $90.8 Buy
C6427 100mg $391 Buy
C2269000 $190 Buy
C2257 5g $108 Buy
C2257 25g $324 Buy

Clindamycin phosphate Chemical Properties,Uses,Production

Description

Clindamycin phosphate is a water-soluble ester of the semisynthetic antibiotic produced by a 7 (S)-chloro-substitution of the 7 (R)-hydroxyl group of the parent antibiotic, lincomycin. It is a derivative of lincomycin(a lincosamide). It has primarily bacteriostatic action against Gram-positive aerobes and a wide range of anaerobicbacteria. It is a topical antibiotic used in the treatment of infections. These might include infections of the respiratory tract, septicaemia, peritonitis and bone infections. It is also used to treat moderate to severe acne.

Indications

Clindamycin Phosphate Topical Solution and Clindamycin Phosphate Lotion (Clindamycin Phosphate Topical Suspension USP, 1%) contain clindamycin phosphate, USP, at a concentration equivalent to 10 mg clindamycin per milliliter. Clindamycin Phosphate Gel contains clindamycin phosphate, USP, at a concentration equivalent to 10 mg clindamycin per gram.
Clindamycin Phosphate Topical lotion
Clindamycin Phosphate is indicated for topical application in the treatment of acne vulgaris. In view of the potential for diarrhea, bloody diarrhea and pseudomembranous colitis, the physician should consider whether other agents are more appropriate.

CLINICAL PHARMACOLOGY

Although clindamycin phosphate is inactive in vitro, rapid in vivo hydrolysis converts this compound to the antibacterially active clindamycin.
Cross resistance has been demonstrated between clindamycin and lincomycin.
Antagonism has been demonstrated between clindamycin and erythromycin.
Following multiple topical applications of clindamycin phosphate at a concentration equivalent to 10 mg clindamycin per mL in an isopropyl alcohol and water solution, very low levels of clindamycin are present in the serum (0 to 3 ng/mL) and less than 0.2% of the dose is recovered in urine as clindamycin.
Clindamycin activity has been demonstrated in comedones from acne patients. The mean concentration of antibiotic activity in extracted comedones after application of Clindamycin Phosphate Topical Solution for 4 weeks was 597 mcg/g of comedonal material (range 0 to 1,490). Clindamycin in vitro inhibits all Propionibacterium acnes cultures tested (MICs 0.4 mcg/mL). Free fatty acids on the skin surface have been decreased from approximately 14% to 2% following application of clindamycin.

Pharmacokinetics

In an open label, parallel group study of 24 patients with acne vulgaris, once-daily topical administration of approximately 3-12 grams/day of clindamycin phosphate gel for five days resulted in peak plasma clindamycin concentrations that were less than 5.5 ng/ml.
Following multiple applications of clindamycin phosphate gel less than 0.04 % of the total dose was excreted in the urine.

Biological Activity

Clindamycin 2-phosphate is an aminoglycoside antibiotic that has been used to study the cytoxicity of antibiotics on human cell lines, Bacterial protein synthesis and peptide translation, and the inhibition of human Tyrosyl-DNA Phosphodiesterase.
Clindamycin 2-phosphate is a pharmacological tyrosyl-DNA phosphodiesterase (Tdp1) inhibitor. Clindamycin 2-phosphate can repair DNA topoisomerase I-DNA covalent complexes by hydrolyzing the tyrosyl-DNA bond. It inhibits protein synthesis in bacteria by binding the 50s ribosomal subunit.  
Spectrum of Activity: Gram positive cocci and taxoplasma. Especially active against anaerobic bacteria.
Mode of Action: Inhibits protein synthesis in bacterial by binding the 50s ribosomal subunit.

Uses

Clindamycin phosphate is used topically alone or in conjunction with benzoyl peroxide in the treatment of inflammatory acne vulgaris. In weighing the potential benefits of topical clindamycin therapy, the possibility of serious adverse GI effects associated with the drug should be considered. Therapy of acne vulgaris must be individualized and frequently modified depending on the types of acne lesions which predominate and the response to therapy. Topical anti-infectives, including clindamycin, generally are effective in the treatment of mild to moderate inflammatory acne. However, use of topical anti-infectives as monotherapy may lead to bacterial resistance; this resistance is associated with decreased clinical efficacy.Topical clindamycin is particularly useful when used with benzoyl peroxide or topical retinoids. Results of clinical studies indicate that combination therapy results in a reduction in total lesion counts of 50-70%.

Drug interactions

Clindamycin has been shown to have neuromuscular blocking properties that may enhance the action of other neuromuscular blocking agents. Therefore it should be used with caution in patients receiving such agents.

Incompatibilities

Clindamycin phosphate is incompatible with natural rubber closures. Aminophylline, ampicillin, calcium gluconate, ceftriaxone, ciprofloxacin,doxapram, drotrecogin alfa (activated), fluconazole, magnesium sulfate,phenytoin sodium, ranitidine, tramadol.

Chemical Properties

solid or colorless solution with characteristic alcohol odor.

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.

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.

Clindamycin phosphate synthesis

21462-39-5
24729-96-2
Synthesis of Clindamycin phosphate from Clindamycin hydrochloride

Clindamycin phosphate Preparation Products And Raw materials

Raw materials

Clindamycin Clindamycin hydrochloride Lincomycin hydrochloride

Preparation Products

Clindamycin phosphate Suppliers

Global( 577)Suppliers
Supplier Tel Email Country ProdList Advantage
Zibo Wei Bin Import & Export Trade Co. Ltd.
+86-0533-2091136 +8613864437655 ziboweibinmaoyi@163.com China 100 58
Hebei Yime New Material Technology Co., Ltd.
+86-66697723 +86-17703311139 admin@china-yime.com China 563 58
Henan Bao Enluo International TradeCo.，LTD 		+86-17331933971 +86-17331933971 deasea125996@gmail.com China 2503 58
Hebei Yibangte Import and Export Co. , Ltd. 		+86-0311-85030958 +8615532196582 lisa@yibangte.com China 2987 58
Shaanxi TNJONE Pharmaceutical Co., Ltd 		+8618740459177 sarah@tnjone.com China 874 58
Henan Suikang Pharmaceutical Co.,Ltd. 		+8618239973690 sales@suikangpharm.com China 179 58
Capot Chemical Co.,Ltd. 		571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Shanghai Daken Advanced Materials Co.,Ltd 		+86-371-66670886 info@dakenam.com China 15928 58
Beijing Cooperate Pharmaceutical Co.,Ltd 		010-60279497 sales01@cooperate-pharm.com CHINA 1811 55
Shanghai Time Chemicals CO., Ltd. 		+86-021-57951555 +8617317452075 jack.li@time-chemicals.com China 1807 55
Supplier Advantage
Zibo Wei Bin Import & Export Trade Co. Ltd.
58
Hebei Yime New Material Technology Co., Ltd.
58
Henan Bao Enluo International TradeCo.，LTD 		58
Hebei Yibangte Import and Export Co. , Ltd. 		58
Shaanxi TNJONE Pharmaceutical Co., Ltd 		58
Henan Suikang Pharmaceutical Co.,Ltd. 		58
Capot Chemical Co.,Ltd. 		60
Shanghai Daken Advanced Materials Co.,Ltd 		58
Beijing Cooperate Pharmaceutical Co.,Ltd 		55
Shanghai Time Chemicals CO., Ltd. 		55

Related articles

View Lastest Price from Clindamycin phosphate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Clindamycin phosphate pictures 2024-04-25 Clindamycin phosphate
24729-96-2
 US $15.00 / kg 1kg 99.912% 10ton Ouhuang Engineering Materials (Hubei) Co., Ltd
Clindmycin phosphate pictures 2024-04-25 Clindmycin phosphate
24729-96-2
 US $0.00 / mg 100mg 99% HPLC 1kg Henan Suikang Pharmaceutical Co.,Ltd.
Clindamycin phosphate pictures 2024-04-24 Clindamycin phosphate
24729-96-2
 US $380.00-320.00 / kg 100kg 99.99% 100Tons Hebei Dangtong Import and export Co LTD

Clindamycin phosphate Spectrum

Clindamycin phosphate(24729-96-2)1HNMR

24729-96-2(Clindamycin phosphate)Related Search:

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Trisodium phosphate Clindamycin hydrochloride AMPHISOL A Zinc phosphate Bleomycin sulfate
Clinafloxacin Methyl phosphate

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(2s-trans)- 2-(dihydrogenphosphate U-28508E Clindamycin phosphate BP98,USP25,EP97 Clindaymcin Palmitate hydrochloride USP23 L-threo-.alpha.-D-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-(2S,4R)-1-methyl-4-propyl-2-pyrrolidinylcarbonylamino-1-thio-, 2-(dihydrogen phosphate) CLINDAMYCINPHOSPHATE,CRYSTAL,USP CLINDAMYCIN PHOSPHATE/ 7-(S)-CHLORO-7-DEOXY-LINCOMYCIN-2-ORGANIC PHOSPHATE Cleocin T Dalacin T L-threo-D-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-(1-methyl-4-propyl-L-2-pyrrolidinecarboxamido)-1-thio-, 2-(dihydrogen phosphate), trans- α- (8CI) L-threo-α-D-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-[[(1-methyl-4-propyl-2-pyrrolidinyl)carbonyl]amino]-1-thio-, 2-(dihydrogen phosphate), (2S-trans)- L-threo-α-D-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-[[[(2S,4R)-1-methyl-4-propyl-2-pyrrolidinyl]carbonyl]amino]-1-thio-, 2-(dihydrogen phosphate) NSC 618653 CLINDAMYCINISOPROPYLIDENE methyl (2S-trans)-7-chloro-6,7,8-trideoxy-6-[[(1-methyl-4-propyl-2-pyrrolidinyl)carbonyl]amino]-1-thio-L-threo-alpha-D-galacto-octopyranoside, 2-(dihydrogen phosphate) Clindamycine phosphate Clindamycin HCl/Phosphate (DMF) Clindamycin 2-phosphate,Clindamycin 2-dihydrogen phosphate Clindamycin Phosphate (250 mg) Clindamycin Phosphate (125 mg) 7-Epi ClindaMycin Hydrochloride Methyl 7-Chloro-6,7,8-trideoxy-6-[[[(2S,4R)-1-Methyl-4-propyl-2-pyrrolidinyl] carbonyl]aMino]-1-thio-D-erythro-α-D-galactooctopyranoside Hydrochloride ClindaMycin phosphate API 7(S)-Chloro-7-deoxylincoMycin 2-phosphate, Cleocin phosphate, ClindaMycin phosphate, NSC 618653, U 28508 Clindamycin Phosphate (300 mg) Clindamycin phosphate USP Clindamycin Phosphate (U-28508E) methyl 7-chloro-6,7,8-trideoxy-6-[[[(2S,4R)-1-methyl-4-propyl-2-pyrrolidinyl]carbonyl]amino]-1-thio-2-(dihydrogen phosphate)- L-threo-α-D-galacto-octopyranoside Clindamycin phosphate for system suitability 7(s)-chloro-7-deoxylincomycin2-phosphate cleocinphosphate dalacinp l-threo-alpha-d-galacto-octapyranoside,methyl7-chloro-6,7,8-trideoxy-6-(((1-m u28508 ANTIBIOTIC U-28508E CLINDAMYCIN PHOSPHATE CLINDAMYCIN 2-DIHYDROGEN PHOSPHATE CLINDAMYCIN 2-PHOSPHATE 7(S)-CHLORO-7-DEOXYLINCOMYCIN clindamycin phosphate sterile Clindamycin Impurity 9(Clindamycin Phosphate) [(2R,4R,5R)-6-[(2S)-2-chloro-1-[[[(2S,4R)-1-methyl-4-propyl-2-pyrrolidinyl]-oxomethyl]amino]propyl]-4,5-dihydroxy-2-(methylthio)-3-oxanyl] dihydrogen phosphate (2R,3R,4S,5R,6R)-6-((1S,2S) Clindamycin phosphate in stock Factory Clindamycin Phosphate Impurity Clindamycin hydrochloride crude ester Clindamycin Phosphate Usp30/Ep6 indamycin phosphate Clindamycin phosphate for system suitability CRS Clindamycin phosphate CRS Clindamycin Phosphate > Clindamycin 2-Phosphate for System Suitability CLINDAMYCIN PHOSPHAT USP/EP/BP Clindmycin phosphate hydrochloride USP/EP/BP Clindamycin phosphate USP/EP/BP (2R,3R,4S,5R,6R)-6-((1S,2S)-2-Chloro-1-((2S,4R)-1-methyl-4-propylpyrrolidine-2-carboxamido)propyl)-4,5-dihydroxy-2-(methylthio)tetrahydro-2H-pyran-3-yl dihydrogen phosphate [(2R,3R,4S,5R,6R)-6-[(1S,2S)-2-chloro-1-[[(2S,4R)-1-methyl-4-propylpyrrolidine-2-carbonyl]amino]propyl]-4,5-dihydroxy-2-methylsulfanyloxan-3-yl] dihydrogen phosphate