Flurithromycin
Chemical compound
- J01FA14 (WHO)
- (3R,4S,5S,6R,7R,9S,11R,12R,13S,14R)-6-
[(2S,3R,4S,6R)-4-dimethylamino-3-hydroxy-
6-methyloxan-2-yl]oxy-14-ethyl-9-fluoro-7,12,
13-trihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-
4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,7,9,
11,13-hexamethyl-1-oxacyclotetradecane-2,10-dione
- 82664-20-8 Y
- 71260
- 64388 Y
- 56C9DTE69V
- D07242 Y
- CHEBI:131719 N
- ChEMBL2106403 N
- DTXSID40905085
- Interactive image
- O=C3O[C@H](CC)[C@](O)(C)[C@H](O)[C@H](C(=O)[C@](F)(C)C[C@](O)(C)[C@H](O[C@@H]1O[C@H](C)C[C@H](N(C)C)[C@H]1O)[C@H]([C@H](O[C@@H]2O[C@H]([C@H](O)[C@](OC)(C2)C)C)[C@H]3C)C)C
InChI
- InChI=1S/C37H66FNO13/c1-14-24-37(10,46)29(42)21(5)28(41)34(7,38)17-35(8,45)31(52-33-26(40)23(39(11)12)15-18(2)48-33)19(3)27(20(4)32(44)50-24)51-25-16-36(9,47-13)30(43)22(6)49-25/h18-27,29-31,33,40,42-43,45-46H,14-17H2,1-13H3/t18-,19+,20-,21+,22+,23+,24-,25+,26-,27+,29-,30+,31-,33+,34+,35-,36-,37-/m1/s1 Y
- Key:XOEUHCONYHZURQ-HNUBZJOYSA-N Y
Flurithromycin is a second generation macrolide antibiotic. It is a fluorinated derivative of erythromycin A.[1] It is a broad spectrum antibiotic with similar bactericidal action to erythromycin. Unlike erythromycin, flurithromycin is more tolerant of acidic environments, meaning more survives the digestion process, resulting in higher serum levels, and more efficacious elimination of susceptible bacteria, including staphylococcus aureus and streptococcus pyogenes.[2]
References
- ^ Gialdroni Grassi G, Alesina R, Bersani C, Ferrara A, Fietta A, Peona V (June 1986). "In vitro activity of flurithromycin, a novel macrolide antibiotic". Chemioterapia. 5 (3): 177–184. PMID 3487389.
- ^ Kaneko T, Dougherty TJ, Magee TV (January 2007). "7.18 - Macrolide Antibiotics". In Taylor JB, Triggle DJ (eds.). Comprehensive Medicinal Chemistry II. Oxford: Elsevier. pp. 519–566. doi:10.1016/b0-08-045044-x/00219-4. ISBN 978-0-08-045044-5.
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Aminoglycosides (initiation inhibitors) |
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Tetracycline antibiotics (tRNA binding) |
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Steroid antibacterials |
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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