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C5269

Sigma-Aldrich

Clindamycine hydrochloride

lincosamide antibiotic

Synonyme(s) :

(7S)-7-Chloro-7-désoxylincomycine hydrochloride, Cléocine

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144,00 $
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144,00 $

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10 MG
144,00 $
50 MG
413,00 $
100 MG
689,00 $

About This Item

Formule empirique (notation de Hill) :
C18H33ClN2O5S · HCl
Numéro CAS:
21462-39-5
Poids moléculaire :
461.44
Beilstein:
4070786
Numéro MDL:
MFCD07793327
Code UNSPSC :
51102829
ID de substance PubChem :
24892772
Nomenclature NACRES :
NA.85

144,00 $

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Devis pour commande en gros

Forme

powder or crystals

Impuretés

≤13%

Solubilité

H2O: 50 mg/mL

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria

Mode d’action

protein synthesis | interferes

Température de stockage

2-8°C

Chaîne SMILES 

Cl.CCC[C@@H]1C[C@H](N(C)C1)C(=O)N[C@H]([C@H](C)Cl)C2O[C@H](SC)[C@H](O)[C@@H](O)[C@H]2O

InChI

1S/C18H33ClN2O5S.ClH/c1-5-6-10-7-11(21(3)8-10)17(25)20-12(9(2)19)16-14(23)13(22)15(24)18(26-16)27-4;/h9-16,18,22-24H,5-8H2,1-4H3,(H,20,25);1H/t9-,10+,11-,12+,13-,14+,15+,16+,18+;/m0./s1

Clé InChI

AUODDLQVRAJAJM-XJQDNNTCSA-N

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Catégories apparentées

Description générale

Structure chimique : macrolide

Application

La clindamycine est utilisée pour étudier des infections bactériennes, telles qu′une maladie associée au streptocoque du groupe B, une résistance bactérienne ou la liaison aux protéines plasmatiques.[1][2][3]
Produit utilisé pour étudier la synthèse protéique bactérienne.

Actions biochimiques/physiologiques

La clindamycine est un antibiotique semi-synthétique du type lincosamide préparé à partir de la lincomycine. Elle inhibe la synthèse des protéines bactériennes par des interactions du type liaisons hydrogène avec le composant ARNr 23S de la sous-unité ribosomale 50S, induisant ainsi la dissociation du complexe peptidyl-ARNt. Elle a une activité antibactérienne contre les coques à Gram positif et une activité antiprotozoaire contre Taxoplasma.
Le chlorhydrate de clindamycine est extrêmement efficace contre les espèces anaérobies.[4]

Autres remarques

Antibiotique antibactérien et antiprotozoaire de la classe des lincosamides.
Conserver le récipient bien fermé dans un endroit sec et bien ventilé.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H317,H319,H362

Classification des risques

Eye Irrit. 2 - Lact. - Skin Sens. 1

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number
0000391973
0000391973
0000292147
0000292147
021M1533V

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Consulter la Bibliothèque de documents

Sonja Löfmark et al.
The Journal of antimicrobial chemotherapy, 58(6), 1160-1167 (2006-10-19)
The aim was to study the long-term consequences of 1 week clindamycin administration regarding selection and persistence of resistance, resistance determinants and diversity of the Bacteroides spp. in the intestinal microflora. A total of 1306 Bacteroides isolates were collected from
Anouk E Muller et al.
Antimicrobial agents and chemotherapy, 54(5), 2175-2181 (2010-02-24)
The study presented here was performed to determine the pharmacokinetics of intravenously administered clindamycin in pregnant women. Seven pregnant women treated with clindamycin were recruited. Maternal blood and arterial and venous umbilical cord blood samples were obtained. Maternal clindamycin concentrations
J Spízek et al.
Applied microbiology and biotechnology, 64(4), 455-464 (2004-02-06)
Lincomycin and clindamycin are lincosamide antibiotics used in clinical practice. Both antibiotics are bacteriostatic and inhibit protein synthesis in sensitive bacteria. They may even be bactericidal at the higher concentrations that can be reached in vivo. Clindamycin is usually more
A Burian et al.
The Journal of antimicrobial chemotherapy, 66(1), 134-137 (2010-11-04)
although plasma protein binding (PPB) is accepted to be an essential factor in reducing antimicrobial activity, little is known about the underlying mechanisms. One possibility includes impaired penetration of an antimicrobial into bacterial cells in the presence of PPB. As
Nasim Farahmand et al.
Microorganisms, 9(8) (2021-08-28)
A selection of 36 commercial probiotic fermented dairy products from UK and Europe markets were evaluated for the numbers, types, and viability of Lactobacillus strains against the stated information on their packages. A comparative study was carried out on selectivity
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Questions

1–7 of 7 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. What is the potency of this product?

    1 answer

    1. The potency of Product C5269 (Clindamycin hydrochloride) exceeds 800ug of Clindamycin/mg.

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  4. What is the antibiotic potency of Clindamycin hydrochloride, Product C5269?

    1 answer

    1. We do not include the potency of the compound in our quality specifications. Please contact Sigma-Aldrich Technical Service for the availability of lot-specific potency from our supplier.

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  5. You list the purity of Clindamycin hydrochloride, Product C5269, as determined by thin layer chromatography. Is it possible to determine purity by other chromatographic methods?

    1 answer

    1. The USP 31 describes a liquid chromatographic method utilizing Clindamycin Hydrochloride and Lincomycin Hydrochloride standards. Other publications may be searched on PubMed, such as G. La Follette et al.,  J Chromatogr., Vol. 431 (No. 2), pp. 379-388 (1988).

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  6. What is the Department of Transportation shipping information for this product?

    1 answer

    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  7. What is the pH of an aqueous solution of Clindamycin hydrochloride, Product C5269?

    1 answer

    1. The expected pH of a 100 mg/ml aqueous solution is from 3.0 to 5.5, per USP 31, p. 1796.

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