Dirithromycin

• CAT Number: A000891
• CAS Number: 62013-04-1
• Molecular Formula: C42H78N2O14
• Molecular Weight: 835.10
• Purity: ≥95%
• Synonyms: LY-237216, ASE 136
• Target: Bacterial
• Storage: -20°C
• IUPAC 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
• InChI: 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
• InChIKey: WLOHNSSYAXHWNR-DWIOZXRMSA-N
• SMILES: CC[C@@H]1[C@@]([C@H]2[C@H]([C@H]([C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)O)(C)OC)C)O[C@H]4[C@@H]([C@H](C[C@H](O4)C)N(C)C)O)(C)O)C)N[C@H](O2)COCCOC)C)(C)O

Dirithromycin（Cat No.:A000891）is a macrolide antibiotic used primarily to treat respiratory and skin infections caused by susceptible bacteria. It works by inhibiting bacterial protein synthesis through binding to the 50S ribosomal subunit. Dirithromycin has a broader spectrum than erythromycin, making it effective against a variety of Gram-positive and some Gram-negative organisms. It is particularly useful in treating respiratory tract infections such as pneumonia and bronchitis. Dirithromycin is available as an oral formulation and is known for its favorable pharmacokinetic profile, including prolonged half-life, which allows for once-daily dosing.

Reference

Synthesis and antimicrobial evaluation of dirithromycin (AS-E 136: LY237216), a new macrolide antibiotic derived from erythromycin. Counter F.T. et al. Antimicrob. Agents Chemother. 1991, 35, 1116. Dirithromycin: Introduction and historical development. Kirst H.A. Drugs Today 1995, 31, 89.