Roxithromycin

Also 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.

In the Vinony graph

Vinony's link graph records 441 inbound references to Roxithromycin, and connects out to valproic acid, phagocyte and neomycin.

It is catalogued under topics including Dimethylamino compounds, Drugboxes which contain changes to watched fields and Drugs with non-standard legal status.

Vinony links it to 27 Wikipedia language editions.

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 Å²
H-bond donors: 5
H-bond acceptors: 17
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Phase 3
Molecule type: Small molecule
Indications: bacterial disease

via ChEMBL · EBI

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
Has use: medication

Show 7 more facts

subject has role: antibiotic
defined daily dose: 0.3
chemical formula: C₄₁H₇₆N₂O₁₅
route of administration: oral administration
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