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Roxithromycin

Roxithromycin is a semi-synthetic macrolide antibiotic that exhibits anti-inflammatory, anti-asthma, vasodilatory, antibacterial, and anti-arthritic activities; it binds to the 50S ribosome, inhibiting protein synthesis. In animal models of ovalbumin-induced asthma, roxithromycin decreases the number of inflammatory cells and airway hyperresponsiveness and suppresses levels of IgE, inflammatory cytokines, and activated NF-κB. Roxithromycin also induces vascular relaxation ex vivo in arteries and thoracic aorta segments. In macrophages, this compound inhibits T cell production of TNF-α and IL-6; in animal models of arthritis, it inhibits T cell migration and decreases disease severity.

References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18967215

Cas No.

80214-83-1

Purity

≥96%

Formula

C41H76N2O15

Formula Wt.

837.05

Chemical Name

Erythromycin 9-[-O-[(2-methoxyethoxy)methyl]- oxime]

IUPAC Name

(3R,4S,5S,6R,7R,9R,10Z,11S,12R,13S,14R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-7,12,13-trihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-10-(2-methoxyethoxymethoxyimino)-3,5,7,9,11,13-hexamethyl-oxacyclotetradecan-2-one

Synonym

Rulide; Surlid; Rotramin; Claramid; Overal; Rossitrol

Melting Point

115-120°C

Solubility

Soluble in HCl, and NaOH. Slightly soluble in alcohol and water.

Appearance

White or off-white crystal powder

Ci X, Chu X, Xu X, et al. Short-term roxithromycin treatment attenuates airway inflammation via MAPK/NF-κB activation in a mouse model of allergic asthma. Inflamm Res. 2012 Jul;61(7):749-58. PMID: 22481373.

Biava M, Porretta GC, Deidda D, et al. New trends in development of antimycobacterial compounds. Infect Disord Drug Targets. 2006 Jun;6(2):159-72. PMID: 16789877.

Urasaki Y, Nori M, Iwata S, et al. Roxithromycin specifically inhibits development of collagen induced arthritis and production of proinflammatory cytokines by human T cells and macrophages. J Rheumatol. 2005 Sep;32(9):1765-74. PMID: 16142877.

Berman M, Hasdai D, Raanani E, et al. Ex-vivo effect of roxithromycin on human and rat arterial vasoactivity. Interact Cardiovasc Thorac Surg. 2005 Jun;4(3):232-7. PMID: 17670399.

LGK-975