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Merck

SBR00011

Clarithromycin

Ready Made Solution, 50 mg/mL in DMSO

Synonym(s):

6-O-methyl erythromycin

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About This Item

Empirical Formula (Hill Notation):
C38H69NO13
CAS Number:
81103-11-9
Molecular Weight:
747.95
UNSPSC Code:
51102829
PubChem Substance ID:
329824644
NACRES:
NA.85
MDL number:
MFCD00865140

Key Documents

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Product Name

Clarithromycin, Ready Made Solution, 50 mg/mL in DMSO

SMILES string

N([C@@H]1[C@H]([C@@H](O[C@@H](C1)C)O[C@@H]2[C@H]([C@@H]([C@H](C(=O)O[C@@H]([C@]([C@@H]([C@H](C(=O)[C@@H](C[C@]2(OC)C)C)C)O)(O)C)CC)C)O[C@@H]3O[C@H]([C@@H]([C@@](C3)(OC)C)O)C)C)O)(C)C

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

form

liquid
ready-to-use solution

storage condition

dry media (Keep container tightly closed in a dry and well-ventilated place. Storage class (TRGS 510) Combustible liquids.)

concentration

50 mg/mL in DMSO

color

colorless to faint yellow

antibiotic activity spectrum

Gram-positive bacteria

mode of action

protein synthesis | interferes

storage temp.

−20°C

Quality Level

200

Related Categories

Application

Clarithromycin may be used for-
  • the study of the effects of clarithromycin on rate-dependent changes in QT, Tp-e and proarrhythmic events performed on arterially perfused rabbit left ventricular wedge preparations
  • the culture of parasites expressing GFP (green fluorescence protein) targeted to the apicoplast, to be further used for microscopy-based assays
  • the study of the synergism of NAB741 with clarithromycin in microtiter plates.

Biochem/physiol Actions

Macrolides, such as clarithromycin, prevent protein synthesis in bacteria, by binding to 50S ribosomal subunit. It also binds to other ribosomal proteins, and prevents the translocation of pepti-dyl-tRNA. In patients with refractory asthma, it is capable of regulating the levels of interleukin-8 (IL-8), and neutrophil accumulation and activation in lungs. Thus, it might be used as an additional therapy in asthma to reduce noneosinophilic airway inflammation.

General description

Clarithromycin is a macrolide antibiotic, which has both antibacterial and anti-inflammatory actions. It is a semi-synthetic 14-membered derivative of erythromycin A, which is resistant to degradation under acidic conditions.

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Storage class (TRGS 510): Combustible liquids

Packaging

2ML

Preparation Note

Keep container tightly closed in a dry and well-ventilated place. Storage class (TRGS 510) Combustible liquids.

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

188.6 °F

flash_point_c

87 °C

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Certificates of Analysis (COA)

Lot/Batch Number
0000268874
0000274912
0000268874
0000274912
0000126285

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Jodie L Simpson et al.
American journal of respiratory and critical care medicine, 177(2), 148-155 (2007-10-20)
Patients with refractory asthma have persistent symptoms despite maximal treatment with inhaled corticosteroids and long-acting bronchodilators. The availability of add-on therapies is limited, and effective add-on therapies that target noneosinophilic airway inflammation are needed. Macrolide antibiotics, such as clarithromycin, have
Shaobin Jia et al.
British journal of pharmacology, 164(2), 308-316 (2010-12-25)
Drug-induced torsades de pointes (TdP) often occurs during bradycardia due to reverse use-dependence. We tested the hypothesis that inhibition or enhancement of late sodium current (I(Na,L) ) could modulate the drug-induced reverse use-dependence in QT and T(p-e) (an index of
Eric H Ekland et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 25(10), 3583-3593 (2011-07-13)
Malarial parasites have evolved resistance to all previously used therapies, and recent evidence suggests emerging resistance to the first-line artemisinins. To identify antimalarials with novel mechanisms of action, we have developed a high-throughput screen targeting the apicoplast organelle of Plasmodium
Martti Vaara et al.
Antimicrobial agents and chemotherapy, 54(8), 3341-3346 (2010-05-19)
Polymyxins are cationic lipopeptides (five cationic charges) and the last resort for the treatment of serious Gram-negative infections caused by multiresistant strains. NAB741 has a cyclic peptide portion identical to that of polymyxin B but carries in the linear peptide
T Mazzei et al.
The Journal of antimicrobial chemotherapy, 31 Suppl C, 1-9 (1993-03-01)
After the discovery of erythromycin and other natural compounds, including oleandomycin, spiramycin, josamycin and midecamycin, much research has been devoted to synthesizing derivatives or analogues with improved chemical, biological and pharmacokinetic properties. These new macrolides are semisynthetic molecules that differ

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