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salmeterol

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salmeterol

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Salmeterol is a long-acting β2 adrenergic receptor agonist (LABA) used in the treatment and prevention of asthma symptoms and control of chronic obstructive pulmonary disease (COPD) symptoms. Symptoms of bronchospasm include shortness of breath, wheezing, coughing and chest tightness. It is also used to prevent breathing difficulties during exercise (exercise-induced bronchoconstriction).

Key facts

Drug.Verifiedfields
changed
Drug.Watchedfields
changed
Drug.verifiedrevid
464386379
Drug.image
Salmeterol.svg
Drug.image_class
skin-invert-image
Drug.width
220
Drug.chirality
Racemic mixture
Drug.tradename
Serevent, Aeromax, Qitai, Seretide, others
Drug.licence_EU
yes
Drug.DailyMedID
Salmeterol
Drug.pregnancy_AU
B3
Drug.routes_of_administration
Respiratory inhalation (Metered-dose inhaler (MDI), Dry-powder inhaler (DPI))
Drug.ATC_prefix
R03
Drug.ATC_suffix
AC12
Drug.legal_AU
S4
Drug.legal_CA
Rx-only
Drug.legal_UK
POM
Drug.legal_US
Rx-only

via Wikipedia infobox

Chemical data

Formula
C25H37NO4
Molecular weight
415.6 g/mol
IUPAC name
2-(hydroxymethyl)-4-[1-hydroxy-2-[6-(4-phenylbutoxy)hexylamino]ethyl]phenol
SMILES
C1=CC=C(C=C1)CCCCOCCCCCCNCC(C2=CC(=C(C=C2)O)CO)O
InChIKey
GIIZNNXWQWCKIB-UHFFFAOYSA-N
XLogP
3.9
Polar surface area
82 Ų
H-bond donors
4
H-bond acceptors
5
Formal charge
0

via PubChem

Wikidata facts

Mass
415.272
Show 4 more facts
chemical formula
C₂₅H₃₇NO₄
World Health Organisation international non-proprietary name
salmeterol
canonical SMILES
C1=CC=C(C=C1)CCCCOCCCCCCNCC(C2=CC(=C(C=C2)O)CO)O
Commons category
Salmeterol
Sources (3)

via Wikidata · CC0

~9 min read

Article

10 sections
Contents
  • Mechanism of action
  • Medical uses
  • Pregnancy and lactation
  • Side effects
  • Structure-activity relationship
  • History
  • Society and culture
  • Names
  • References
  • External links

{{Infobox drug | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 464386379 | drug_name = | INN = | type = | image = Salmeterol.svg | image_class = skin-invert-image | width = 220 | alt = | caption = | chirality = Racemic mixture

| pronounce = | tradename = Serevent, Aeromax, Qitai, Seretide, others | Drugs.com = | MedlinePlus = | licence_CA = | licence_EU = yes | DailyMedID = Salmeterol | licence_US = | pregnancy_AU = B3 | pregnancy_AU_comment = | pregnancy_category = | dependency_liability = | addiction_liability = | routes_of_administration = Respiratory inhalation (Metered-dose inhaler (MDI), Dry-powder inhaler (DPI)) | class = | ATCvet = | ATC_prefix = R03 | ATC_suffix = AC12 | ATC_supplemental = | legal_AU = S4 | legal_AU_comment = | legal_BR = | legal_BR_comment = | legal_CA = Rx-only | legal_CA_comment = | legal_DE = | legal_DE_comment = | legal_NZ = | legal_NZ_comment = | legal_UK = POM | legal_UK_comment = | legal_US = Rx-only | legal_US_comment = | legal_EU = | legal_EU_comment = | legal_UN = | legal_UN_comment = | legal_status = Rx-only

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