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Clindamycin

Product Name
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
Formula Weight
424.98
MOL File
18323-44-9.mol
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Clindamycin Property

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℃)
BCS Class
1
Stability:
Hygroscopic
CAS DataBase Reference
18323-44-9(CAS DataBase Reference)
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)
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Safety

Hazardous Substances Data
18323-44-9(Hazardous Substances Data)
Toxicity
LD50 subcutaneous in rat: 2618mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H319Causes serious eye irritation

H362May cause harm to breast-fed children

Precautionary statements

P201Obtain special instructions before use.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P263Avoid contact during pregnancy/while nursing.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Cayman Chemical
Product number
15006
Product name
Clindamycin
Purity
≥95%
Packaging
25mg
Price
$68
Updated
2024/03/01
Cayman Chemical
Product number
15006
Product name
Clindamycin
Purity
≥95%
Packaging
50mg
Price
$121
Updated
2024/03/01
Cayman Chemical
Product number
15006
Product name
Clindamycin
Purity
≥95%
Packaging
100mg
Price
$229
Updated
2024/03/01
TRC
Product number
C580115
Product name
Clindamycin
Packaging
25mg
Price
$80
Updated
2021/12/16
Axon Medchem
Product number
Axon2063
Product name
Clindamycin-Dalacine|U21251
Purity
100%
Packaging
10mg
Price
$82.5
Updated
2021/12/16
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Clindamycin Chemical Properties,Usage,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

Raw materials

Preparation Products

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Clindamycin Suppliers

Guangzhou Dreampharm Biotechnology Co., Ltd.
Tel
17825480238
Fax
QQ 3008233717
Email
3008233717@qq.com
Country
China
ProdList
9844
Advantage
12
BOC Sciences
Tel
1-631-485-4226; 16314854226
Email
info@bocsci.com
Country
United States
ProdList
14059
Advantage
65
S.Z. PhyStandard Bio-Tech. Co., Ltd.
Tel
0755-83725681-603
Fax
+86 755 28094224
Country
China
ProdList
4505
Advantage
50
Beijing HuaMeiHuLiBiological Chemical
Tel
010-56205725
Fax
010-65763397
Email
waley188@sohu.com
Country
China
ProdList
12338
Advantage
58
Shanghai T&W Pharmaceutical Co., Ltd.
Tel
+86 21 61551611
Fax
+86 21 50676805
Country
China
ProdList
9901
Advantage
58
Guangzhou Isun Pharmaceutical Co., Ltd
Tel
020-39119399 18927568969
Fax
020-39119999
Email
isunpharm@qq.com
Country
China
ProdList
4428
Advantage
55
TargetMol Chemicals Inc.
Tel
021-33632979 15002134094
Fax
021-33632979
Email
marketing@targetmol.com
Country
China
ProdList
7934
Advantage
58
Wuhan DKY Technology Co.,Ltd.
Tel
27-81302488 18007166089
Fax
027-81302088
Email
info@dkybpc.com
Country
China
ProdList
2024
Advantage
58
ChemStrong Scientific Co.,Ltd
Tel
0755-66853366 13670046396
Fax
0755-28363542
Email
sales@chem-strong.com
Country
China
ProdList
17982
Advantage
56
Finetech Industry Limited
Tel
027-87465837 19945049750
Fax
027-8777-2287
Email
sales@finetechnology-ind.com
Country
China
ProdList
9664
Advantage
58
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View Lastest Price from Clindamycin manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
ClindaMycin 18323-44-9
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20T
Release date
2020-05-07
Baoji Guokang Healthchem co.,ltd
Product
Clindamycin 18323-44-9
Price
US $135.00/Kg/Bag
Min. Order
1KG
Purity
99%
Supply Ability
10T
Release date
2021-06-02
Zhuozhou Wenxi import and Export Co., Ltd
Product
Clindamycin 18323-44-9
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10

18323-44-9, ClindamycinRelated Search:


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