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montelukast

Structure via PubChem · Public domain (PubChem)

EntityQ417767· pop 30· linked from 257 articles

montelukast

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Also known as Singulair®, (R-(e))-1-(((1-(3-(2-(7-Chloro-2-quinolinyl)ethenyl)phenyl)-3-(2-(1-hydroxy-1-methylethyl)phenyl)propyl)thio)methyl)cyclopropaneacetic acid, Montelukastum, Montélukast, 1-[[[(1 R)-1-[3-[(1e)-2-(7-chloro-2-Quinolinyl)ethenyl] phenyl]-3-[2-(1-hydroxy-1-methylethyl)phenyl]propyl]sulfanyl]methyl]cyclopropaneacetic acid

Montelukast, sold under the brand name Singulair among others, is a medication used in the maintenance treatment of asthma. It is generally less preferred for this use than inhaled corticosteroids. It is not useful for acute asthma attacks. Other uses include allergic rhinitis and hives of long duration. For allergic rhinitis it is a second-line treatment.

Key facts

Drug.DrugBank
DB00471
Drug.Watchedfields
changed
Drug.verifiedrevid
462253627
Drug.image
Montelukast.svg
Drug.image_class
skin-invert-image
Drug.width
300
Drug.image2
Montelukast 3D ball-and-stick.png
Drug.image_class2
bg-transparent
Drug.width2
250
Drug.pronounce
mon te loo' kast
Drug.tradename
Singulair, others
Drug.MedlinePlus
a600014
Drug.DailyMedID
Montelukast
Drug.pregnancy_AU
B1
Drug.routes_of_administration
By mouth
Drug.class
Leukotriene receptor antagonist
Drug.ATC_prefix
R03
Drug.ATC_suffix
DC03

via Wikipedia infobox

Chemical data

Formula
C35H36ClNO3S
Molecular weight
586.2 g/mol
IUPAC name
2-[1-[[(1R)-1-[3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl]-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl]sulfanylmethyl]cyclopropyl]acetic acid
SMILES
CC(C)(C1=CC=CC=C1CC[C@H](C2=CC=CC(=C2)/C=C/C3=NC4=C(C=CC(=C4)Cl)C=C3)SCC5(CC5)CC(=O)O)O
InChIKey
UCHDWCPVSPXUMX-TZIWLTJVSA-N
XLogP
7.7
Polar surface area
95.7 Ų
H-bond donors
2
H-bond acceptors
5
Formal charge
0

via PubChem

Research

3,314 papers

via PubMed

Wikidata facts

Mass
585.21
Has use
medication
Show 7 more facts
chemical formula
C₃₅H₃₆ClNO₃S
medical condition treated
asthma
Commons category
Montelukast
canonical SMILES
CC(C)(C1=CC=CC=C1CCC(C2=CC=CC(=C2)C=CC3=NC4=C(C=CC(=C4)Cl)C=C3)SCC5(CC5)CC(=O)O)O
isomeric SMILES
CC(C)(C1=CC=CC=C1CC[C@H](C2=CC=CC(=C2)/C=C/C3=NC4=C(C=CC(=C4)Cl)C=C3)SCC5(CC5)CC(=O)O)O
defined daily dose
10
legal status (medicine)
boxed warning
Sources (8)

via Wikidata · CC0

~9 min read

Encyclopedic overview

10 sections
Contents
  • Medical uses
  • Pharmacology
  • Adverse effects
  • FDA investigation
  • Drug interactions
  • Society and culture
  • Patents
  • Use with loratadine
  • Brand names
  • References

Montelukast, sold under the brand name Singulair among others, is a medication used in the maintenance treatment of asthma. It is generally less preferred for this use than inhaled corticosteroids. It is not useful for acute asthma attacks. Other uses include allergic rhinitis and hives of long duration. For allergic rhinitis it is a second-line treatment.

Common side effects include abdominal pain, cough, and headache. Severe side effects may include allergic reactions, such as anaphylaxis and eosinophilia. Use in pregnancy appears to be safe. Montelukast is in the leukotriene receptor antagonist family of medications. It works by blocking the action of leukotriene D4 in the lungs resulting in decreased inflammation and relaxation of smooth muscle.

Excerpted from Wikipedia’s “montelukast” article, available under the CC BY-SA 4.0 licence.