Structure via PubChem · Public domain (PubChem)
roxithromycin
Sign in to saveAlso known as RU-965, RU-28965, Rulide, (9e)-Erythromycin 9-(O-((2-methoxyethoxy)methyl)oxime), Roxithromycinum, Roxitromicina, Roxithromycine
Roxithromycin is a semi-synthetic macrolide antibiotic used to treat respiratory tract, urinary and soft tissue infections. It is a derivative of erythromycin - comprising the same 14-membered lactone ring - with an oxime-based side chain attached to the macrolide ring.
Chemical data
- Formula
- C41H76N2O15
- Molecular weight
- 837 g/mol
- IUPAC name
- (3R,4S,5S,6R,7R,9R,10E,11S,12R,13S,14R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-7,12,13-trihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-10-(2-methoxyethoxymethoxyimino)-3,5,7,9,11,13-hexamethyl-oxacyclotetradecan-2-one
- SMILES
- CC[C@@H]1[C@@]([C@@H]([C@H](/C(=N/OCOCCOC)/[C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]2C[C@@]([C@H]([C@@H](O2)C)O)(C)OC)C)O[C@H]3[C@@H]([C@H](C[C@H](O3)C)N(C)C)O)(C)O)C)C)O)(C)O
- InChIKey
- RXZBMPWDPOLZGW-XMRMVWPWSA-N
- XLogP
- 3.1
- Polar surface area
- 217 Ų
- H-bond donors
- 5
- H-bond acceptors
- 17
- Formal charge
- 0
via PubChem
Research
1,773 papers- Roxithromycin-Associated Acute Thrombocytopenia.The American journal of case reports · 2021
- Roxithromycin: review of its antimicrobial activity.The Journal of antimicrobial chemotherapy · 1998
- Roxithromycin.Notes from the underground (New York, N.Y.) · 1995
- Roxithromycin. An update of its antimicrobial activity, pharmacokinetic properties and therapeutic use.Drugs · 1994
- [Roxithromycin (Forilin, Surlid)].Ugeskrift for laeger · 1990
via PubMed
Wikidata facts
- Mass
- 836.525
Show 5 more facts
- defined daily dose
- 0.3
- chemical formula
- C₄₁H₇₆N₂O₁₅
- isomeric SMILES
- CC[C@@H]1[C@@]([C@@H]([C@H](/C(=N/OCOCCOC)/[C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]2C[C@@]([C@H]([C@@H](O2)C)O)(C)OC)C)O[C@H]3[C@@H]([C@H](C[C@H](O3)C)N(C)C)O)(C)O)C)C)O)(C)O
- canonical SMILES
- CCC1C(C(C(C(=NOCOCCOC)C(CC(C(C(C(C(C(=O)O1)C)OC2CC(C(C(O2)C)O)(C)OC)C)OC3C(C(CC(O3)C)N(C)C)O)(C)O)C)C)O)(C)O
- Commons category
- Roxithromycin
via Wikidata · CC0
~5 min read
Article
9 sectionsContents
- Side effects
- Drug interactions
- Available forms
- Mechanism of action
- Pharmacokinetics
- Metabolism
- History
- References
- External links
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| pronounce = | tradename = Rulide, Biaxsig, others | Drugs.com = | MedlinePlus = | licence_CA = | licence_EU = | DailyMedID = | licence_US = | pregnancy_AU = B1 | pregnancy_AU_comment = | pregnancy_US = | pregnancy_US_comment = | pregnancy_category= | dependency_liability = | addiction_liability = | routes_of_administration = | class = | ATCvet = | ATC_prefix = J01 | ATC_suffix = FA06 | ATC_supplemental =