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.
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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 |
3D Conformer.
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