Structure via PubChem · Public domain (PubChem)
xamoterol
Sign in to saveAlso known as ICI-118587
Xamoterol, sold under the brand names Corwin, Carwin, Corwil, and Xamtol among others, is a cardiac stimulant which is used in the treatment of heart failure. It acts as a selective partial agonist of the β1-adrenergic receptor with around 50% intrinsic sympathomimetic activity (ISA) (i.e., intrinsic activity). The drug has no significant β2-adrenergic receptor agonistic activity. Xamoterol provides cardiac stimulation at rest but acts as a blocker during exercise. It is taken by mouth.
Chemical data
- Formula
- C16H25N3O5
- Molecular weight
- 339.39 g/mol
- IUPAC name
- N-[2-[[2-hydroxy-3-(4-hydroxyphenoxy)propyl]amino]ethyl]morpholine-4-carboxamide
- SMILES
- C1COCCN1C(=O)NCCNCC(COC2=CC=C(C=C2)O)O
- InChIKey
- DXPOSRCHIDYWHW-UHFFFAOYSA-N
- XLogP
- -0.6
- Polar surface area
- 103 Ų
- H-bond donors
- 4
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- cardiovascular disease
via ChEMBL · EBI
Research
321 papers- Xamoterol, a beta 1-adrenoceptor partial agonist: review of the clinical efficacy in heart failure.British journal of clinical pharmacology · 1989
- Xamoterol: stabilising the cardiac beta receptor?Lancet (London, England) · 1988
- Xamoterol. A preliminary review of its pharmacodynamic and pharmacokinetic properties, and therapeutic use.Drugs · 1988
- The xamoterol experience in the treatment of heart failure.The American journal of cardiology · 1993
- [Xamoterol].Medicina (Florence, Italy) · 1988
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 339.179421
Show 3 more facts
- Commons category
- Xamoterol
- chemical formula
- C₁₆H₂₅N₃O₅
- canonical SMILES
- C1COCCN1C(=O)NCCNCC(COC2=CC=C(C=C2)O)O
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
{{Drugbox | Verifiedfields = verified | Watchedfields = verified | verifiedrevid = 470632689 | IUPAC_name = (RS)-N-(2-{[2-hydroxy-3-(4-hydroxyphenoxy)propyl]amino}ethyl)morpholine-4-carboxamide | image = Xamoterol.svg | image_class = skin-invert-image | width = 250px
| tradename = Corwin, Carwin, Corwil, Xamtol | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = | routes_of_administration = By mouth
Excerpted from Wikipedia’s “xamoterol” article, available under the CC BY-SA 4.0 licence.