arformoterol (CHEBI:408174)

EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:408174 - arformoterol

Take structure to advanced search

ChEBI ID	CHEBI:408174
ChEBI Name	arformoterol
Stars
Definition	An N-[2-hydroxy-5-(1-hydroxy-2-{[1-(4-methoxyphenyl)propan-2-yl]amino}ethyl)phenyl]formamide in which both of the stereocentres have R configuration. The active enantiomer of formoterol, it is administered by inhalation (generally as the tartrate salt) as a direct-acting sympathomimetic and bronchodilator for the treatment of chronic obstructive pulmonary disease (any progressive respiratory disease that makes it harder to breathe over time, such as chronic bronchitis and emphysema).
Last Modified	22 February 2017
Downloads	Molfile

Formula	C19H24N2O4
Net Charge	0
Average Mass	344.411
Monoisotopic Mass	344.17361
SMILES	[H]C(=O)Nc1cc([C@@H](O)CN[C@H](C)Cc2ccc(OC)cc2)ccc1O
InChI	InChI=1S/C19H24N2O4/c1-13(9-14-3-6-16(25-2)7-4-14)20-11-19(24)15-5-8-18(23)17(10-15)21-12-22/h3-8,10,12-13,19-20,23-24H,9,11H2,1-2H3,(H,21,22)/t13-,19+/m1/s1
InChIKey	BPZSYCZIITTYBL-YJYMSZOUSA-N

Roles Classification

Chemical Role:	Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:	beta-adrenergic agonist An agent that selectively binds to and activates β-adrenergic receptors.
Applications:	beta-adrenergic agonist An agent that selectively binds to and activates β-adrenergic receptors. anti-asthmatic drug A drug used to treat asthma. bronchodilator agent An agent that causes an increase in the expansion of a bronchus or bronchial tubes.

ChEBI Ontology

Outgoing Relation(s)
	arformoterol (CHEBI:408174) has role anti-asthmatic drug (CHEBI:49167)
	arformoterol (CHEBI:408174) has role bronchodilator agent (CHEBI:35523)
	arformoterol (CHEBI:408174) has role β-adrenergic agonist (CHEBI:35522)
	arformoterol (CHEBI:408174) is a N-[2-hydroxy-5-(1-hydroxy-2-{[1-(4-methoxyphenyl)propan-2-yl]amino}ethyl)phenyl]formamide (CHEBI:63082)
	arformoterol (CHEBI:408174) is conjugate base of arformoterol(1+) (CHEBI:63107)
	arformoterol (CHEBI:408174) is enantiomer of (S,S)-formoterol (CHEBI:63081)
Incoming Relation(s)
	formoterol (CHEBI:5147) has part arformoterol (CHEBI:408174)
	arformoterol(1+) (CHEBI:63107) is conjugate acid of arformoterol (CHEBI:408174)
	(S,S)-formoterol (CHEBI:63081) is enantiomer of arformoterol (CHEBI:408174)

IUPAC Name
N-{2-hydroxy-5-[(1R)-1-hydroxy-2-{[(2R)-1-(4-methoxyphenyl)propan-2-yl]amino}ethyl]phenyl}formamide

INN	Source
arformoterol	KEGG DRUG

Synonyms	Source
(R,R)-formoterol	DrugBank
(−)-formoterol	ChemIDplus

Manual Xrefs	Databases
D07463	KEGG DRUG
DB01274	DrugBank
US2011014246	Patent
4943	DrugCentral

Registry Numbers	Sources
Beilstein:7861827	Beilstein
CAS:67346-49-0	KEGG DRUG
CAS:67346-49-0	DrugBank
CAS:67346-49-0	ChemIDplus

Citations