Dirithromycin

Dirithromycin is the hemi-aminal resulting from the condensation of the erythromycin derivative (9S)-erythromycyclamine with 2-(2-methoxyethoxy)acetaldehyde. As the oxazine ring containing the hemi-aminal group is unstable under both acidic and alkaline conditions, dirithromycin functions as a more lipid-soluble prodrug for (9S)-erythromycyclamine. Administered as enteric coated tablets to protect it from acid catalysed hydrolysis in the stomach, it is used to treat respiratory tract, skin, and soft tissue infections caused by susceptible organisms. Among its listed roles, it functions as a prodrug. It is grouped under the following drug class(es): Macrolides. Its therapeutic use is listed as antibacterials and antibiotics. The directory classifies it as a discontinued API with a semi-synthetic source/manufacturing origin. Other names for this substance include Dynabac, Divitross, Noriclan and Valodin. Its PubChem CID is 6473883.

CAS No 62013-04-1
Molecular Formula C42H78N2O14
Molecular Weight 835.1 g/mol
Synonyms (1R,2R,3R,6R,7S,8S,9R,10R,12R,13S,15R,17S)-9-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-3-ethyl-2,10-dihydroxy-7-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-15-(2-methoxyethoxymethyl)-2,6,8,10,12,17-hexamethyl-4,16-dioxa-14-azabicyclo[11.3.1]heptadecan-5-one

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