Xamoterol

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.^[2] It acts as a selective partial agonist of the β₁-adrenergic receptor with around 50% intrinsic sympathomimetic activity (ISA) (i.e., intrinsic activity).^[1][3][4][2] The drug has no significant β₂-adrenergic receptor agonistic activity.^[5] Xamoterol provides cardiac stimulation at rest but acts as a blocker during exercise.^[6] It is taken by mouth.^[1]

Trade namesCorwin, Carwin, Corwil, Xamtol

Routes of
administrationBy mouth^[1]

ATC code

• C01CX07 (WHO)

BioavailabilityOral: 5%^[1]

Quick facts Clinical data, Trade names ...

Xamoterol

Clinical data
Trade names	Corwin, Carwin, Corwil, Xamtol
Routes of administration	By mouth[1]
ATC code	C01CX07 (WHO)
Pharmacokinetic data
Bioavailability	Oral: 5%[1]
Elimination half-life	16–27 hours[1]
Identifiers
IUPAC name (RS)-N-(2-{[2-hydroxy-3-(4-hydroxyphenoxy)propyl]amino}ethyl)morpholine-4-carboxamide
CAS Number	81801-12-9 Y
PubChem CID	155774
IUPHAR/BPS	538
DrugBank	DB13781 Y
ChemSpider	137213 Y
UNII	7HE0JQL703
KEGG	D06328 Y
ChEMBL	ChEMBL75753 Y
CompTox Dashboard (EPA)	DTXSID8045222
Chemical and physical data
Formula	C16H25N3O5
Molar mass	339.392 g·mol−1
3D model (JSmol)	Interactive image
SMILES O=C(NCCNCC(O)COc1ccc(O)cc1)N2CCOCC2
InChI InChI=1S/C16H25N3O5/c20-13-1-3-15(4-2-13)24-12-14(21)11-17-5-6-18-16(22)19-7-9-23-10-8-19/h1-4,14,17,20-21H,5-12H2,(H,18,22) Y Key:DXPOSRCHIDYWHW-UHFFFAOYSA-N Y
(verify)

Close

Xamoterol is not available in the United States.^[7][8] It is marketed in the United Kingdom, Austria, Belgium, and Luxembourg.^[8]

Xamoterol is a hydrophilic compound with a predicted log P of -0.31 to -1.11.^{[9][10][11][12]} Due to its hydrophilicity, xamoterol does not cross the blood–brain barrier and has no central nervous system effects.^[12] Hence, it is a peripherally selective drug.^[12]