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Clindamycin

CAS No.
18323-44-9
Chemical Name:
Clindamycin
Synonyms
clindamycine;CLDM;7-cdl;U-21251;sobelin;dalacinc;clinimycin;CLINDAMYCIN;chlolincocin;Clindamycin Base
CBNumber:
CB4399999
Molecular Formula:
C18H33ClN2O5S
Molecular Weight:
424.98
MDL Number:
MFCD00072005
MOL File:
18323-44-9.mol
MSDS File:
SDS
Last updated:2024-12-18 14:08:52

Clindamycin Properties

alpha D +214° (chloroform)
Boiling point 134°C (rough estimate)
Density 1.1184 (rough estimate)
refractive index 1.6100 (estimate)
storage temp. Store at -20°C
solubility DMSO:52.5(Max Conc. mg/mL);123.54(Max Conc. mM)
DMF:30.0(Max Conc. mg/mL);70.59(Max Conc. mM)
Ethanol:52.5(Max Conc. mg/mL);123.54(Max Conc. mM)
PBS (pH 7.2):0.2(Max Conc. mg/mL);0.47(Max Conc. mM)
form A crystalline solid
pka 7.6(at 25℃)
color White to light yellow
BCS Class 1
Stability Hygroscopic
CAS DataBase Reference 18323-44-9(CAS DataBase Reference)
FDA UNII 3U02EL437C
ATC code D10AF01,D10AF51,G01AA10,J01FF01
EPA Substance Registry System L-threo-?-D-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-[[[(2S,4R)-1-methyl-4-propyl-2-pyrrolidinyl]carbonyl]amino]-1-thio- (18323-44-9)

Pharmacokinetic data

Protein binding >90%
Excreted unchanged in urine 10%
Volume of distribution 0.6-1.2(L/kg)
Biological half-life 2-3 / 3-5

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Warning
Hazard statements  H362-H319
Precautionary statements  P201-P260-P263-P264-P270-P308+P313-P264-P280-P305+P351+P338-P337+P313P
Hazardous Substances Data 18323-44-9(Hazardous Substances Data)
Toxicity LD50 subcutaneous in rat: 2618mg/kg
NFPA 704
0
2 0

Clindamycin price More Price(7)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 15006 Clindamycin ≥95% 18323-44-9 25mg $68 2024-03-01 Buy
Cayman Chemical 15006 Clindamycin ≥95% 18323-44-9 50mg $121 2024-03-01 Buy
Cayman Chemical 15006 Clindamycin ≥95% 18323-44-9 100mg $229 2024-03-01 Buy
TRC C580115 Clindamycin 18323-44-9 25mg $80 2021-12-16 Buy
Axon Medchem Axon2063 Clindamycin-Dalacine|U21251 100% 18323-44-9 10mg $82.5 2021-12-16 Buy
Product number Packaging Price Buy
15006 25mg $68 Buy
15006 50mg $121 Buy
15006 100mg $229 Buy
C580115 25mg $80 Buy
Axon2063 10mg $82.5 Buy

Clindamycin Chemical Properties,Uses,Production

Description

Clindamycin, a derivative of lincomycin, was first isolated from Streptomyces lincolnesis in 1962 and became commercially available in 1966. The name originates from Lincoln, Nebraska, where the organism was first isolated from a soil sample. The parent compound of clindamycin is lincomycin, which is produced by actinomycete, Streptomyces liconelnensis, which belongs to the order of Actinobacteria. It replaced lincomycin use because of its better absorption and clinical spectrum. Lincomycin belongs to the lincosamides, which is a class of antibiotics. The compounds use as antibiotic agents stems from their ability to interfere with the protein synthesis of bacteria. The chemical modification of lincomycin, clindamycin, has proven to be superior to the natural product for clinical applications. Clindamycin is better absorbed from the gastrointestinal tract and food does not interfere with its absorption. It is also eight times more active against aerobic gram-positive cocci, and it has proven activity against gram-positive and gram-negative anaerobic bacteria as well as protozoal organisms like Toxoplasma and Plasmodium species.

Originator

Dalacin-C,Diethelm,Switz.,1968

Uses

Clindamycin is a semi-synthetic analogue of lincomycin, prepared by chloride substitution of the exocyclic sugar hydroxy group. This affords a more hydrophobic compound with improved pharmacodynamics. Like other members of the lincosamide family, clindamycin is a broad spectrum antibiotic with activity against anaerobic bacteria and protozoans. Clindamycin acts by binding to the 23S ribosomal subunit, blocking protein synthesis. Clindamycin has been extensively studied with over 8,000 literature citations.

Definition

ChEBI: Clindamycin is a carbohydrate-containing antibiotic that is the semisynthetic derivative of lincomycin, a natural antibiotic. The physiologic effect of clindamycin is by means of Decreased Sebaceous Gland Activity, and Neuromuscular Blockade.

Indications

Clindamycin (Cleocin), 300 to 450 mg/day, is an extremely effective agent for acne.

brand name

Cleocin (Pharmacia & Upjohn).

Therapeutic Function

Antibacterial

Biological Activity

Clindamycin is a lincosamide antibiotic. It is active against Gram-positive bacteria, including various strains of S. pneumoniae, S. viridans, S. aureus, and S. epidermidis (MICs = 0.002-0.1, 0.005-0.2, 0.04-1.6, and 0.1-0.2 μg/ml, respectively). Clindamycin is also active against chloroquine-resistant and -sensitive strains of P. falciparum (IC50s = 3.12 and 8.81 nM, respectively). It inhibits bacterial protein synthesis by interacting with the 50S ribosome. Clindamycin increases survival in a mouse model of a secondary S. pneumoniae infection when administered at a dose of 15 mg/kg twice daily for seven days. Formulations containing clindamycin have been used in the treatment of bacterial infections.

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.

Mechanism of action

Clindamycin inhibits bacterial protein synthesis by binding to the 50S ribosomal subunit. The use of clindamycin with macrolides is not recommended since both of them compete for binding sites to the 50S subunit.

Clinical Use

Clindamycin is effective in the treatment of most infections secondary to anaerobes and gram-positive cocci. It can be used for anaerobic pulmonary, intra-abdominal, gynecologic, pelvic, diabetic foot, and decubitus ulcer infections. Another appropriate agent should be added since the majority of these infections are polymicrobial. It can also be used as an alternative agent for patients with severe penicillin allergy. It is also used to treat Clostridium perfringens infection.
Oral preparations of clindamycin and vaginal cream are alternatives to metronidazole for the treatment of bacterial vaginosis. Topical solution is used for treatment of acne vulgaris and rosacea.
Clindamycin is extensively metabolized by the liver and the half-life is prolonged in patients with cirrhosis and hepatitis. Dose reductions are recommended in patients with acute liver disease.

Side effects

The most commonly observed adverse effect is diarrhea. The reported incidence of C. difficile colitis in patients treated with clindamycin varies from 0.1 to 10%. The syndrome may be fatal. If the patient develops C. difficile colitis, clindamycin should be discontinued and the patient should be treated for C. difficile . Other side effects include rash, nausea, vomiting, diarrhea, flatulence, abdominal distension, anorexia, and transient elevation of liver enzymes. Other less common events, such as fever, neutropenia, thrombocytopenia, and eosinophilia have been reported.

Synthesis

Clindamycin, methyl-[7-chloro-6,7,8-trideoxy-6-trans-(1-methyl-4-propylL-2-pyrrollidin-carboxamido)-1-thio-L-threo-α-D-galacto-octapyranoside] (32.5.2), which is a 7(S)-chloro-7-deoxy derivative of lincomycin, is synthesized by replacing the hydroxyl group of lincomycin (32.5.1) at C7 by treating it with triphenyl phophine in acetonitrile (Raydon reagent), in which a configuration transformation takes place in the given carbo hydrate.

Veterinary Drugs and Treatments

Topical clindamycin is an optional topical treatment for feline acne.
Clindamycin inhibits bacterial protein synthesis by binding to the 50S ribosome; primary activity is against anaerobic and grampositive aerobic bacteria. For more information on the pharmacology of clindamycin, refer to the monograph for systemic use found in the main section.

Drug interactions

Potentially hazardous interactions with other drugs
Ciclosporin: may cause reduced ciclosporin levels.
Erythromycin: antagonism demonstrated in vitro; manufacturers recommend that the two drugs should not be administered concurrently.
Muscle relaxants: enhanced neuromuscular blockade.

Metabolism

Clindamycin undergoes metabolism, presumably in the liver, to the active N-demethyl and sulfoxide metabolites, and also to some inactive metabolites. About 10% of a dose is excreted in the urine as active drug or metabolites and about 4% in the faeces; the remainder is excreted as inactive metabolites. Excretion is slow, and takes place over several days

Clindamycin Preparation Products And Raw materials

Global( 210)Suppliers
Supplier Tel Email Country ProdList Advantage
Shaanxi Dideu Medichem Co. Ltd
+86-29-81148696 +86-15536356810 1022@dideu.com China 3882 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21634 55
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293 sales@sdzschem.com China 2930 58
Chongqing Chemdad Co., Ltd
+86-023-6139-8061 +86-86-13650506873 sales@chemdad.com China 39894 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49374 58
career henan chemical co
+86-0371-86658258 +8613203830695 factory@coreychem.com China 29811 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32161 58
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418671 +8618949823763 sales@tnjchem.com China 34563 58
HANGZHOU CLAP TECHNOLOGY CO.,LTD
86-571-88216897,88216896 13588875226 sales@hzclap.com CHINA 6312 58
Finetech Industry Limited
+86-27-87465837 +8618971612321 info@finetechnology-ind.com China 9639 58

Related articles

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View Lastest Price from Clindamycin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Clindamycin pictures 2024-11-19 Clindamycin
18323-44-9
US $40.00-81.00 / mg 99.87% 10g TargetMol Chemicals Inc.
Clindamycin pictures 2024-07-14 Clindamycin
18323-44-9
US $0.10 / KG 1KG 99.0% 1000Tons Shaanxi Dideu Medichem Co. Ltd
Clindamycin pictures 2021-11-02 Clindamycin
18323-44-9
US $135.00 / Kg/Bag 1KG 99% 10T Baoji Guokang Healthchem co.,ltd
  • Clindamycin pictures
  • Clindamycin
    18323-44-9
  • US $40.00-81.00 / mg
  • 99.87%
  • TargetMol Chemicals Inc.
  • Clindamycin pictures
  • Clindamycin
    18323-44-9
  • US $0.10 / KG
  • 99.0%
  • Shaanxi Dideu Medichem Co. Ltd
  • Clindamycin pictures
  • Clindamycin
    18323-44-9
  • US $135.00 / Kg/Bag
  • 99%
  • Baoji Guokang Healthchem co.,ltd

Clindamycin Spectrum

Clindamycin (base and/or unspecified salts) (2S,4R)-N-[(1S,2S)-2-Chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide CLDM Methyl 7-chloro-6,7,8-trideoxy-6-[[[(2S)-1-methyl-4β-propyl-2-pyrrolidinyl]carbonyl]amino]-1-thio-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-L-threo-α-D-galacto-octopyranoside U-21251 Clindamycin Base 7-Chloro-7-deoxylincoMycin, 7-ChlorolincoMycin L-threo-a-D-galacto-Octopyranoside, Methyl7-chloro-6,7,8-trideoxy-6-[[[(2S,4R)-1-Methyl-4-propyl-2-pyrrolidinyl]carbonyl]aMino]-1-thio- 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- methyl 7-chloro-6,7,8-trideoxy-6-({[(2S,4R)-1-methyl-4-propyl-2-pyrrolidinyl]carbonyl}amino)-1-thio-L-threo-alpha-D-galacto-octopyranoside Clindamycin (free base) CLINDAMYCIN -1-thio-trans-alpha-l-threo-d-galacto-octopyranoside 7-cdl 7-chloro-7-deoxylincomycin 7-chlorodeoxylincomycin 7-chlorolincomycin 7-deoxy-7(s)-chlorolincomycin chlolincocin clinimycin clinimycin(rescinded) dalacinc methyl7-chloro-6,7,8-trideoxy-6-(1-methyl-4-l-threo-d-galacto-octopyranosid methyl7-chloro-6,7,8-trideoxy-6-(1-methyl-4-propyl-l-2-pyrrolidinecarboxamido) sobelin trans-alpha-propyl-l-2-pyrrolidinecarboxamido)-1-thio L-threo-.alpha.-D-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-(2S,4R)-1-methyl-4-propyl-2-pyrrolidinylcarbonylamino-1-thio- CLINDAMYCIN-HYDROCHLORIDE-ETHANOL(INTERMEDIATE) Clindamycin - Dalacine | U 21251 Clindamycin Solution, 1000ppm Clindamycin Solution, 100ppm Clindamycin USP/EP/BP ClindamycinQ: What is Clindamycin Q: What is the CAS Number of Clindamycin Q: What is the storage condition of Clindamycin clindamycine methyl7-chloro-6,7,8-trideoxy-6-[[[(2S,4R)-1-methyl-4-propylpyrrolidin-2-yl]carbonyl]amino]-4-O-phosphono-1-thio-L-threo-α-d-galacto-octopyranoside(clindamycin4-phosphate) (2S,4R)-N-((1S,2S)-2-Chloro-1-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2H-pyran-2-yl)propyl)-1-methyl-4-propylpyrrolidine-2-carboxamide Clindamycin (Clindamycin Phosphate EP Impurity E) 18323-44-9 21463-39-5 C18H33ClN2O5S Inhibitors