DIRITHROMYCIN

Dirithromycin is a macrolide antibiotic inhibiting bacterial protein synthesis with improved acid stability. Side effects include GI upset, rash, and liver enzyme elevation. Only GMP materials will be supplied, logistics all according to GDP.

SKU: f2ccd4edb8c0 Category: Tag:

Product Description


Mechanism of Action

Dirithromycin is a macrolideclass prodrug that is hydrolysed in vivo to erythromycylamine, an active macrolide antibiotic. It binds the 50S ribosomal subunit, inhibiting translocation of peptidyltRNA and blocking bacterial protein synthesis. Its prodrug structure enhances acid stability and oral bioavailability compared with erythromycin.

Benefits and Advantages

Used in macrolide SAR studies, ribosomebinding research, acidstable antibiotic formulation work, and respiratorypathogen susceptibility assays.

Side Effects and Risks

Risks include GI disturbances, QT prolongation, hepatotoxicity, rash and drugdrug interactions via CYP3A modulation. Handle with macrolideantibiotic precautions.

Only GMP materials will be supplied, logistics all according to GDP.

Datasheet


Molecular Formula

C42H78N2O14

Molecular Weight

835.1 g/mol

CAS Number

62013-04-1

Storage Condition

Store in a cool, dry place. Keep container tightly closed. Protect from moisture and light.

Solubility

Poor

Purity

Purity information is available upon request (COA).

Synonym

Dirithromycin; 62013-04-1; Dirithromycine; Dynabac; Diritromicina

IUPAC/Chemical Name

(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

InChl Key

WLOHNSSYAXHWNR-DWIOZXRMSA-N

InChl Code

InChI=1S/C42H78N2O14/c1-15-29-42(10,49)37-24(4)32(43-30(56-37)21-52-17-16-50-13)22(2)19-40(8,48)36(58-39-33(45)28(44(11)12)18-23(3)53-39)25(5)34(26(6)38(47)55-29)57-31-20-41(9,51-14)35(46)27(7)54-31/h22-37,39,43,45-46,48-49H,15-21H2,1-14H3/t22-,23-,24+,25+,26-,27+,28+,29-,30-,31+,32+,33-,34+,35+,36-,37-,39+,40-,41-,42-/m1/s1

References

https://pubchem.ncbi.nlm.nih.gov/compound/6473883;

3D Conformer.

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