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C9742

Clarithromycin

≥95% (HPLC)

Sinónimos:

6-O-methyl erythromycin

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Talla/SKUDisponibilidadPrecio
100 mg
Comprobar disponibilidad del carrito
$114.00
250 mg
Comprobar disponibilidad del carrito
$188.00
1 g
Comprobar disponibilidad del carrito
$553.00

Acerca de este artículo

Fórmula empírica (notación de Hill):
C38H69NO13
Número CAS:
Peso molecular:
747.95
NACRES:
NA.76
PubChem Substance ID:
UNSPSC Code:
51102829
MDL number:

$114.00


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Quality Segment

assay

≥95% (HPLC)

form

powder

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

mode of action

protein synthesis | interferes

SMILES string

O[C@@H]([C@@](O)(C)[C@@H](CC)OC([C@H](C)[C@H]1O[C@@H]2O[C@@H](C)[C@H](O)[C@](C)(OC)C2)=O)[C@@H](C)C([C@H](C)C[C@@](C)(OC)[C@H](O[C@@H]3O[C@H](C)C[C@H](N(C)C)[C@H]3O)[C@H]1C)=O

InChI

1S/C38H69NO13/c1-15-26-38(10,45)31(42)21(4)28(40)19(2)17-37(9,47-14)33(52-35-29(41)25(39(11)12)16-20(3)48-35)22(5)30(23(6)34(44)50-26)51-27-18-36(8,46-13)32(43)24(7)49-27/h19-27,29-33,35,41-43,45H,15-18H2,1-14H3/t19-,20-,21+,22+,23-,24+,25+,26-,27+,29-,30+,31-,32+,33-,35+,36-,37-,38-/m1/s1

InChI key

AGOYDEPGAOXOCK-KCBOHYOISA-N

General description

Chemical structure: macrolide

Application

Clarithromycin is a semisynthetic macrolide antibiotic that is derived from erythromycin. Clarithromycin may be bacteriostatic or bactericidal depending on the organism and drug concentration . Clarithromycin may be used to attenuate cardiac transplantation rejection via matrix metalloproteinase suppression. Clarithromycin has been used to study inflammatory markers in chronic obstructive pulmonary disease (COPD). It is used to study bacterial protein synthesis and peptide translation.

Biochem/physiol Actions

Clarithromycin inhibits bacterial protein synthesis by binding to the bacterial 50S ribosomal subunit. Binding inhibits peptidyl transferase activity and interferes with amino acid translocation. Clarithromycin is first metabolized to 14-OH clarithromycin, which is active and works synergistically with its parent compound. Clarithromycin penetrates the bacteria cell wall and reversibly binds to domain V of the 23S ribosomal RNA of the 50S subunit of the bacterial ribosome, blocking translocation of aminoacyl transfer-RNA and polypeptide synthesis. Clarithromycin also inhibits the hepatic microsomal CYP3A4 isoenzyme and P-glycoprotein, an energy-dependent drug efflux pump.
Clarithromycin is a macrolide antibiotic that interferes with bacterial protein synthesis. Clarithromycin is an acid-stable version of erythromycin and is particularly effective against Gram-negative bacteria. It has a short half-life, however its metabolite, 14-hydroxy clarithromycin is nearly twice as active as clarithromycin against certain bacteria.

Preparation Note

Practically insoluble in water, soluble in acetone and methylene chloride, slightly soluble in methanol.

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.

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Este artículo
SBR0001111343791134390
description

≥95% (HPLC)

description

Ready Made Solution, 50 mg/mL in DMSO

description

United States Pharmacopeia (USP) Reference Standard

description

United States Pharmacopeia (USP) Reference Standard

mode of action

protein synthesis | interferes

mode of action

protein synthesis | interferes

mode of action

-

mode of action

-

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

Gram-positive bacteria

antibiotic activity spectrum

-

antibiotic activity spectrum

-

Quality Level

200

Quality Level

200

Quality Level

-

Quality Level

-

assay

≥95% (HPLC)

assay

-

assay

-

assay

-

form

powder

form

ready-to-use solution, liquid

form

-

form

-


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Palabra de advertencia

Warning

Códigos de peligro

Indicaciones de precaución

Hazard Classifications

Acute Tox. 4 Oral

Clase de almacenamiento

11 - Combustible Solids

¿Qué está pasando?

WGK 1

Punto de inflamación (°F)

Not applicable

Punto de inflamación (°C)

Not applicable

EPI (equipos de protección individual)

dust mask type N95 (US), Eyeshields, Gloves



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Questions

1–4 of 4 Questions  
  1. Can I dissolve Carithromycin, Product C9742, in DMSO?

    1 answer
    1. While we have not tested this ourselves, one publication mentions preparation of clarithromycin in DMSO at 100 mM.  Nagaya, T., et al., J. Clin. Invest., 106(3), 393-402 (2000).

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  2. 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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  3. How should I store stock solutions of Carithromycin, Product C9742?

    1 answer
    1. While we have not tested solution stability ourselves, one reference indicates storage of stock solutions of clarithromycin at -20°C, with preparation of fresh stock solutions once a month. Reference: Chen, B. -M., et al., J. Pharm. Biomed. Anal., 42(4), 480-487 (2006).

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  4. I want to use Carithromycin, Product C9742, in cell culture.  What solvent can I use?

    1 answer
    1. One reference mentions making stock solutions in ethanol at 2 mg/mL (Kikuchi, T., et al., J. Antimicrobial Chemotherapy, 49, 745-755 (2002)). Another paper infers that clarithromycin is soluble in ethanol to a minimum of 30 mg/mL. (Hoffman, H.L. et al., Antimicrob Agents Chemother. 47(2), 739-746 (2003)).

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