clarithromycin

Also known as Biaxin Xl, Biaxin, Biaxin Xl Pac, TE-031, Clarithromycin Extended Release, A-56268, Klaricid, Clarithromycine

Clarithromycin, sold under the brand name Biaxin among others, is an antibiotic used to treat various bacterial infections. This includes strep throat, pneumonia, skin infections, H. pylori infection, and Lyme disease. Clarithromycin can be taken by mouth as a tablet or liquid or can be infused intravenously.

Chemical data

Formula: C38H69NO13
Molecular weight: 748 g/mol
IUPAC name: (3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-12,13-dihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-7-methoxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione
SMILES: CC[C@@H]1[C@@]([C@@H]([C@H](C(=O)[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)OC)C)C)O)(C)O
InChIKey: AGOYDEPGAOXOCK-KCBOHYOISA-N
XLogP: 3.2
Polar surface area: 183 Å²
H-bond donors: 4
H-bond acceptors: 14
Formal charge: 0

via PubChem

Research

13,615 papers

Clarithromycin.Tuberculosis (Edinburgh, Scotland) · 2008
Clarithromycin clinical pharmacokinetics.Clinical pharmacokinetics · 1993
Clarithromycin: where do we go from here?The Pediatric infectious disease journal · 1993
Clarithromycin-induced neurotoxicity in adults.Journal of clinical neuroscience : official journal of the Neurosurgical Society of Australasia · 2011
[Clarithromycin].Ugeskrift for laeger · 1996

via PubMed

Wikidata facts

Mass: 747.477

Show 6 more facts

MCN code: 2941.50.10
chemical formula: C₃₈H₆₉NO₁₃
World Health Organisation international non-proprietary name: 克拉霉素
isomeric SMILES: CC[C@@H]1[C@@]([C@@H]([C@H](C(=O)[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)OC)C)C)O)(C)O
canonical SMILES: CCC1C(C(C(C(=O)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)OC)C)C)O)(C)O
Commons category: Clarithromycin

Sources (10)

via Wikidata · CC0

~11 min read

Article

30 sections

Contents

Medical uses
Antibiotic
Spectrum of bacterial susceptibility
Idiopathic hypersomnia
Contraindications
Side effects
Cardiac
Liver and kidney
Central nervous system
Infection
Pregnancy and breastfeeding
Interactions
Colchicine
Statins
Calcium channel blockers
Carbamazepine
HIV medications
Pharmacology
Mechanism of action
Pharmacokinetics
Metabolism
History
Society and culture
Available forms
Brand names
Manufacturers
Research
Hypersomnolence
References
External links

{{Drugbox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 457457495 | image = Clarithromycin structure.svg | image_class = skin-invert-image | width = 250 | alt = | image2 = Clarithromycin-from-xtal-3D-bs-17.png | image_class2 = bg-transparent | alt2 = | tradename = Biaxin, Klav, etc. | Drugs.com = | MedlinePlus = a692005 | DailyMedID = Clarithromycin | pregnancy_AU = B3 | pregnancy_AU_comment = | pregnancy_category = | routes_of_administration = By mouth, intravenous | class = Macrolides | ATC_prefix = J01 | ATC_suffix = FA09