dirithromycin

InvivoChem Cat #:V4892CAS #:62013-04-1Purity >=98%

Description: Dirithromycin (also known as LY-237216) is a potent macrolide glycopeptide antibiotic by binding to the 50S subunit of the 70S bacterial ribosome to inhibit the translocation of peptides. Dirithromycin is a more lipid-soluble prodrug derivative of 9S-erythromycyclamine prepared by condensation of the latter with 2-(2-methoxyethoxy)acetaldehyde. The 9N, 11O-oxazine ring thus formed is a hemi-aminal that is unstable under both acidic and alkaline aqueous conditions and undergoes spontaneous hydrolysis to form erythromycyclamine.

References: Ann Pharmacother, 1996. 30(10): p. 1141-9.

-20C for 3 years in powder form

Synonym: LY-237216; LY 237216; LY237216;
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-methyltetrahydro-2H-pyran-2-yl)oxy)-3-ethyl-2, 10-dihydroxy-7-(((2R, 4R, 5S, 6S)-5-hydroxy-4-methoxy-4, 6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-15-((2-methoxyethoxy)methyl)-2, 6, 8, 10, 12, 17-hexamethyl-4, 16-dioxa-14-azabicyclo[11.3.1]heptadecan-5-one
InChi Key: WLOHNSSYAXHWNR-DWIOZXRMSA-N
InChi 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
SMILES Code: CC[CH]1[C](O)(C)[C]2([H])[CH](C)[C](N[CH](COCCOC)O2)([H])[CH](C)C[C](C)(O)[C](O[C]3([H])O[CH](C)C[CH](N(C)C)[CH]3O)([H])[CH](C)[CH](O[C]4([H])O[CH](C)[CH](O)[C](OC)(C)C4)[CH]