MONTELUKAST

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C35H36ClNO3S
Molecular Weight	586.183
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)(O)C1=CC=CC=C1CC[C@@H](SCC2(CC(O)=O)CC2)C3=CC=CC(\C=C\C4=CC=C5C=CC(Cl)=CC5=N4)=C3

InChI

InChIKey=UCHDWCPVSPXUMX-TZIWLTJVSA-N

InChI=1S/C35H36ClNO3S/c1-34(2,40)30-9-4-3-7-25(30)13-17-32(41-23-35(18-19-35)22-33(38)39)27-8-5-6-24(20-27)10-15-29-16-12-26-11-14-28(36)21-31(26)37-29/h3-12,14-16,20-21,32,40H,13,17-19,22-23H2,1-2H3,(H,38,39)/b15-10+/t32-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C35H36ClNO3S
Molecular Weight	586.183
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	1
Optical Activity	UNSPECIFIED

Description
Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2016/020829s069,020830s071,021409s047lbl.pdf
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/mesh/67093875

Montelukast (SINGULAIR®) is a selective and orally active leukotriene D4 (LTD4) receptor antagonist that inhibits the cysteinyl leukotriene CysLT1 receptor. It is indicated for the prophylaxis and chronic treatment of asthma, for prevention of exercise-induced bronchoconstriction, and for the relief of symptoms of seasonal allergic rhinitis. LTD4 is a product of arachidonic acid metabolism and is released from various cells, including mast cells and eosinophils. This eicosanoid binds to CysLT1 receptor found in the human airway (including airway smooth muscle cells and airway macrophages) and on other pro-inflammatory cells (including eosinophils and certain myeloid stem cells). Cysteinyl leukotriene receptors (CysLTs) have been correlated with the pathophysiology of asthma and allergic rhinitis. In asthma, leukotriene-mediated effects include airway edema, smooth muscle contraction, and altered cellular activity associated with the inflammatory process. In allergic rhinitis, CysLTs are released from the nasal mucosa after allergen exposure during both earlyand late-phase reactions and are associated with symptoms of allergic rhinitis. Montelukast (SINGULAIR®) binds with high affinity and selectivity to the CysLT1 (in preference to other pharmacologically important airway receptors, such as the prostanoid, cholinergic, or beta-adrenergic receptor). It inhibits physiologic actions of LTD4 at the CysLT1 receptor without any agonist activity.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Cysteinyl leukotriene receptor 1 18 Target ID: CHEMBL1798 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2016/020829s069,020830s071,021409s047lbl.pdf	Antagonist 2849		2.3 nM [IC50]

Conditions

Condition	Modality	Highest Phase	Product
Asthma 244 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2016/020829s069,020830s071,021409s047lbl.pdf	Primary	Approved 8583	SINGULAIR Approved Use Montelukast sodium tablets are a leukotriene receptor antagonist indicated for: •Prophylaxis and chronic treatment of asthma in patients 2 years of age and older (1.1). •Acute prevention of exercise-induced bronchoconstriction (EIB) in patients 15 years of age and older (1.2). •Relief of symptoms of allergic rhinitis (AR): seasonal allergic rhinitis (SAR) in patients 2 years of age and older, and perennial allergic rhinitis (PAR) in patients 2 years of age and older (1.3). 1.1 Asthma Montelukast sodium is indicated for the prophylaxis and chronic treatment of asthma in adults and pediatric patients 2 years of age and older. 1.2 Exercise-Induced Bronchoconstriction (EIB) Montelukast sodium is indicated for prevention of exercise-induced bronchoconstriction (EIB) in patients 15 years of age and older. Pediatric use information for patients ages 6 to 14 years of age for acute prevention of exercise-induced bronchoconstriction (EIB) is approved for Merck Sharp & Dohme Corp’s montelukast tablet products. However, due to Merck Sharp & Dohme Corp’s marketing exclusivity rights, this drug product is not labeled with that pediatric information. 1.3 Allergic Rhinitis Montelukast sodium is indicated for the relief of symptoms of seasonal allergic rhinitis in patients 2 years of age and older and perennial allergic rhinitis in patients 2 years of age and older. Launch Date 1998
Exercise-induced bronchoconstriction 3 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2016/020829s069,020830s071,021409s047lbl.pdf	Preventing	Approved 8583	SINGULAIR Approved Use Montelukast sodium tablets are a leukotriene receptor antagonist indicated for: •Prophylaxis and chronic treatment of asthma in patients 2 years of age and older (1.1). •Acute prevention of exercise-induced bronchoconstriction (EIB) in patients 15 years of age and older (1.2). •Relief of symptoms of allergic rhinitis (AR): seasonal allergic rhinitis (SAR) in patients 2 years of age and older, and perennial allergic rhinitis (PAR) in patients 2 years of age and older (1.3). 1.1 Asthma Montelukast sodium is indicated for the prophylaxis and chronic treatment of asthma in adults and pediatric patients 2 years of age and older. 1.2 Exercise-Induced Bronchoconstriction (EIB) Montelukast sodium is indicated for prevention of exercise-induced bronchoconstriction (EIB) in patients 15 years of age and older. Pediatric use information for patients ages 6 to 14 years of age for acute prevention of exercise-induced bronchoconstriction (EIB) is approved for Merck Sharp & Dohme Corp’s montelukast tablet products. However, due to Merck Sharp & Dohme Corp’s marketing exclusivity rights, this drug product is not labeled with that pediatric information. 1.3 Allergic Rhinitis Montelukast sodium is indicated for the relief of symptoms of seasonal allergic rhinitis in patients 2 years of age and older and perennial allergic rhinitis in patients 2 years of age and older. Launch Date 1998
Seasonal allergic rhinitis 64 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2016/020829s069,020830s071,021409s047lbl.pdf	Primary	Approved 8583	SINGULAIR Approved Use Montelukast sodium tablets are a leukotriene receptor antagonist indicated for: •Prophylaxis and chronic treatment of asthma in patients 2 years of age and older (1.1). •Acute prevention of exercise-induced bronchoconstriction (EIB) in patients 15 years of age and older (1.2). •Relief of symptoms of allergic rhinitis (AR): seasonal allergic rhinitis (SAR) in patients 2 years of age and older, and perennial allergic rhinitis (PAR) in patients 2 years of age and older (1.3). 1.1 Asthma Montelukast sodium is indicated for the prophylaxis and chronic treatment of asthma in adults and pediatric patients 2 years of age and older. 1.2 Exercise-Induced Bronchoconstriction (EIB) Montelukast sodium is indicated for prevention of exercise-induced bronchoconstriction (EIB) in patients 15 years of age and older. Pediatric use information for patients ages 6 to 14 years of age for acute prevention of exercise-induced bronchoconstriction (EIB) is approved for Merck Sharp & Dohme Corp’s montelukast tablet products. However, due to Merck Sharp & Dohme Corp’s marketing exclusivity rights, this drug product is not labeled with that pediatric information. 1.3 Allergic Rhinitis Montelukast sodium is indicated for the relief of symptoms of seasonal allergic rhinitis in patients 2 years of age and older and perennial allergic rhinitis in patients 2 years of age and older. Launch Date 1998
Perennial allergic rhinitis 47 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2016/020829s069,020830s071,021409s047lbl.pdf	Primary	Approved 8583	SINGULAIR Approved Use Montelukast sodium tablets are a leukotriene receptor antagonist indicated for: •Prophylaxis and chronic treatment of asthma in patients 2 years of age and older (1.1). •Acute prevention of exercise-induced bronchoconstriction (EIB) in patients 15 years of age and older (1.2). •Relief of symptoms of allergic rhinitis (AR): seasonal allergic rhinitis (SAR) in patients 2 years of age and older, and perennial allergic rhinitis (PAR) in patients 2 years of age and older (1.3). 1.1 Asthma Montelukast sodium is indicated for the prophylaxis and chronic treatment of asthma in adults and pediatric patients 2 years of age and older. 1.2 Exercise-Induced Bronchoconstriction (EIB) Montelukast sodium is indicated for prevention of exercise-induced bronchoconstriction (EIB) in patients 15 years of age and older. Pediatric use information for patients ages 6 to 14 years of age for acute prevention of exercise-induced bronchoconstriction (EIB) is approved for Merck Sharp & Dohme Corp’s montelukast tablet products. However, due to Merck Sharp & Dohme Corp’s marketing exclusivity rights, this drug product is not labeled with that pediatric information. 1.3 Allergic Rhinitis Montelukast sodium is indicated for the relief of symptoms of seasonal allergic rhinitis in patients 2 years of age and older and perennial allergic rhinitis in patients 2 years of age and older. Launch Date 1998

C_max

Value	Dose	Analyte	Population
23.4 ng/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	1 mg 1 times / day multiple, respiratory dose: 1 mg route of administration: respiratory experiment type: multiple co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
242 ng/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	10 mg 1 times / day multiple, respiratory dose: 10 mg route of administration: respiratory experiment type: multiple co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
225 ng/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	10 mg 1 times / day multiple, respiratory dose: 10 mg route of administration: respiratory experiment type: multiple co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
76 ng/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	3 mg 1 times / day multiple, respiratory dose: 3 mg route of administration: respiratory experiment type: multiple co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
64.8 ng/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	3 mg 1 times / day multiple, respiratory dose: 3 mg route of administration: respiratory experiment type: multiple co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
5.1 ng/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	0.3 mg single, respiratory dose: 0.3 mg route of administration: respiratory experiment type: single co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
5.24 ng/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	0.3 mg single, respiratory dose: 0.3 mg route of administration: respiratory experiment type: single co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
18.5 ng/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	1 mg single, respiratory dose: 1 mg route of administration: respiratory experiment type: single co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
13.8 ng/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	1 mg single, respiratory dose: 1 mg route of administration: respiratory experiment type: single co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
224 ng/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	10 mg single, respiratory dose: 10 mg route of administration: respiratory experiment type: single co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
233 ng/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	10 mg single, respiratory dose: 10 mg route of administration: respiratory experiment type: single co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
184 ng/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	10 mg single, respiratory dose: 10 mg route of administration: respiratory experiment type: single co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
54.3 ng/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	3 mg single, respiratory dose: 3 mg route of administration: respiratory experiment type: single co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
60 ng/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	3 mg single, respiratory dose: 3 mg route of administration: respiratory experiment type: single co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
44.3 ng/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	3 mg single, respiratory dose: 3 mg route of administration: respiratory experiment type: single co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
541.5 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/9429741/	10 mg single, oral dose: 10 mg route of administration: Oral experiment type: SINGLE co-administered:	MONTELUKAST plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED
602.8 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/9429741/	10 mg 1 times / day steady-state, oral dose: 10 mg route of administration: Oral experiment type: STEADY-STATE co-administered:	MONTELUKAST plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED

AUC

Value	Dose	Analyte	Population
214 ng*h/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	1 mg 1 times / day multiple, respiratory dose: 1 mg route of administration: respiratory experiment type: multiple co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
1850 ng*h/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	10 mg 1 times / day multiple, respiratory dose: 10 mg route of administration: respiratory experiment type: multiple co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
1880 ng*h/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	10 mg 1 times / day multiple, respiratory dose: 10 mg route of administration: respiratory experiment type: multiple co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
576 ng*h/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	3 mg 1 times / day multiple, respiratory dose: 3 mg route of administration: respiratory experiment type: multiple co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
526 ng*h/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	3 mg 1 times / day multiple, respiratory dose: 3 mg route of administration: respiratory experiment type: multiple co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
155 ng*h/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	1 mg single, respiratory dose: 1 mg route of administration: respiratory experiment type: single co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
132 ng*h/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	1 mg single, respiratory dose: 1 mg route of administration: respiratory experiment type: single co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
1600 ng*h/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	10 mg single, respiratory dose: 10 mg route of administration: respiratory experiment type: single co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
1576 ng*h/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	10 mg single, respiratory dose: 10 mg route of administration: respiratory experiment type: single co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
1500 ng*h/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	10 mg single, respiratory dose: 10 mg route of administration: respiratory experiment type: single co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
491 ng*h/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	3 mg single, respiratory dose: 3 mg route of administration: respiratory experiment type: single co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
403 ng*h/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	3 mg single, respiratory dose: 3 mg route of administration: respiratory experiment type: single co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
357 ng*h/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	3 mg single, respiratory dose: 3 mg route of administration: respiratory experiment type: single co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
3540 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/9429741/	10 mg single, oral dose: 10 mg route of administration: Oral experiment type: SINGLE co-administered:	MONTELUKAST plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED
3978 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/9429741/	10 mg 1 times / day steady-state, oral dose: 10 mg route of administration: Oral experiment type: STEADY-STATE co-administered:	MONTELUKAST plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED

T_1/2

Value	Dose	Analyte	Population
8.2 h Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	1 mg 1 times / day multiple, respiratory dose: 1 mg route of administration: respiratory experiment type: multiple co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
7.7 h Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	10 mg 1 times / day multiple, respiratory dose: 10 mg route of administration: respiratory experiment type: multiple co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
7.4 h Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	10 mg 1 times / day multiple, respiratory dose: 10 mg route of administration: respiratory experiment type: multiple co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
7.6 h Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	3 mg 1 times / day multiple, respiratory dose: 3 mg route of administration: respiratory experiment type: multiple co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
8.1 h Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	3 mg 1 times / day multiple, respiratory dose: 3 mg route of administration: respiratory experiment type: multiple co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
5.7 h Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	1 mg single, respiratory dose: 1 mg route of administration: respiratory experiment type: single co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
5.7 h Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	10 mg single, respiratory dose: 10 mg route of administration: respiratory experiment type: single co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
6.9 h Clinical Trial https://clinicaltrials.gov/ct2/show/NCT00636207	3 mg single, respiratory dose: 3 mg route of administration: respiratory experiment type: single co-administered:	MONTELUKAST plasma	Homo sapiens population: unhealthy age: sex: food status:
5.3 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/9429741/	10 mg single, oral dose: 10 mg route of administration: Oral experiment type: SINGLE co-administered:	MONTELUKAST plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED
5.6 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/9429741/	10 mg 1 times / day steady-state, oral dose: 10 mg route of administration: Oral experiment type: STEADY-STATE co-administered:	MONTELUKAST plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED

Doses

Dose	Population	Adverse events
800 mg single, oral Highest studied dose Dose: 800 mg Route: oral Route: single Dose: 800 mg Sources: https://pubmed.ncbi.nlm.nih.gov/8527292	healthy, 21-40 years Health Status: healthy Age Group: 21-40 years Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/8527292	Sources: https://pubmed.ncbi.nlm.nih.gov/8527292
7 mg single, intravenous Dose: 7 mg Route: intravenous Route: single Dose: 7 mg Sources: https://pubmed.ncbi.nlm.nih.gov/10722763	unhealthy, 29.8 years (range: 15.0–56.0 years) Health Status: unhealthy Age Group: 29.8 years (range: 15.0–56.0 years) Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/10722763	Other AEs: Headache... Other AEs: Headache (2%) Sources: https://pubmed.ncbi.nlm.nih.gov/10722763
80 mg single, oral Overdose Dose: 80 mg Route: oral Route: single Dose: 80 mg Sources: https://pubmed.ncbi.nlm.nih.gov/11931512	unhealthy, 3 years Health Status: unhealthy Age Group: 3 years Sources: https://pubmed.ncbi.nlm.nih.gov/11931512	Sources: https://pubmed.ncbi.nlm.nih.gov/11931512
200 mg 3 times / day multiple, oral Highest studied dose Dose: 200 mg, 3 times / day Route: oral Route: multiple Dose: 200 mg, 3 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/8828530	unhealthy, 34 years (range: 18-54 years) Health Status: unhealthy Age Group: 34 years (range: 18-54 years) Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/8828530	Other AEs: Bilirubin total increased, Alanine aminotransferase increase... Other AEs: Bilirubin total increased (mild, 1 patient) Alanine aminotransferase increase (mild, 1 patient) Sources: https://pubmed.ncbi.nlm.nih.gov/8828530
10 mg 1 times / day steady, oral Recommended Dose: 10 mg, 1 times / day Route: oral Route: steady Dose: 10 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/15069001	unhealthy, 37 years Health Status: unhealthy Age Group: 37 years Sex: F Sources: https://pubmed.ncbi.nlm.nih.gov/15069001	Disc. AE: Jaundice, Pruritus... AEs leading to discontinuation/dose reduction: Jaundice (1 patient) Pruritus (severe, 1 patient) Nausea (1 patient) Sources: https://pubmed.ncbi.nlm.nih.gov/15069001
1000 ug single, respiratory Dose: 1000 ug Route: respiratory Route: single Dose: 1000 ug Sources: https://pubmed.ncbi.nlm.nih.gov/20936994	unhealthy, 39.1 years (range: 16.0–63.0 years) Health Status: unhealthy Age Group: 39.1 years (range: 16.0–63.0 years) Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/20936994	Sources: https://pubmed.ncbi.nlm.nih.gov/20936994
135 mg single, oral Overdose Dose: 135 mg Route: oral Route: single Dose: 135 mg Sources: https://pubmed.ncbi.nlm.nih.gov/11931512	unhealthy, 5 years Health Status: unhealthy Age Group: 5 years Sources: https://pubmed.ncbi.nlm.nih.gov/11931512	Sources: https://pubmed.ncbi.nlm.nih.gov/11931512
10 mg 1 times / day steady, oral Recommended Dose: 10 mg, 1 times / day Route: oral Route: steady Dose: 10 mg, 1 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2020/20829Orig1s073,20830Orig1s075,21409Orig1s075lbl.pdf	unhealthy, >15 years Health Status: unhealthy Age Group: >15 years Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2020/20829Orig1s073,20830Orig1s075,21409Orig1s075lbl.pdf	Other AEs: Psychiatric disorder NOS... Other AEs: Psychiatric disorder NOS (serious) Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2020/20829Orig1s073,20830Orig1s075,21409Orig1s075lbl.pdf

AEs

AE	Significance	Dose	Population
Headache	2%	7 mg single, intravenous Dose: 7 mg Route: intravenous Route: single Dose: 7 mg Sources: https://pubmed.ncbi.nlm.nih.gov/10722763	unhealthy, 29.8 years (range: 15.0–56.0 years) Health Status: unhealthy Age Group: 29.8 years (range: 15.0–56.0 years) Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/10722763
Alanine aminotransferase increase	mild, 1 patient	200 mg 3 times / day multiple, oral Highest studied dose Dose: 200 mg, 3 times / day Route: oral Route: multiple Dose: 200 mg, 3 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/8828530	unhealthy, 34 years (range: 18-54 years) Health Status: unhealthy Age Group: 34 years (range: 18-54 years) Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/8828530
Bilirubin total increased	mild, 1 patient	200 mg 3 times / day multiple, oral Highest studied dose Dose: 200 mg, 3 times / day Route: oral Route: multiple Dose: 200 mg, 3 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/8828530	unhealthy, 34 years (range: 18-54 years) Health Status: unhealthy Age Group: 34 years (range: 18-54 years) Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/8828530
Jaundice	1 patient Disc. AE	10 mg 1 times / day steady, oral Recommended Dose: 10 mg, 1 times / day Route: oral Route: steady Dose: 10 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/15069001	unhealthy, 37 years Health Status: unhealthy Age Group: 37 years Sex: F Sources: https://pubmed.ncbi.nlm.nih.gov/15069001
Nausea	1 patient Disc. AE	10 mg 1 times / day steady, oral Recommended Dose: 10 mg, 1 times / day Route: oral Route: steady Dose: 10 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/15069001	unhealthy, 37 years Health Status: unhealthy Age Group: 37 years Sex: F Sources: https://pubmed.ncbi.nlm.nih.gov/15069001
Pruritus	severe, 1 patient Disc. AE	10 mg 1 times / day steady, oral Recommended Dose: 10 mg, 1 times / day Route: oral Route: steady Dose: 10 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/15069001	unhealthy, 37 years Health Status: unhealthy Age Group: 37 years Sex: F Sources: https://pubmed.ncbi.nlm.nih.gov/15069001
Psychiatric disorder NOS	serious	10 mg 1 times / day steady, oral Recommended Dose: 10 mg, 1 times / day Route: oral Route: steady Dose: 10 mg, 1 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2020/20829Orig1s073,20830Orig1s075,21409Orig1s075lbl.pdf	unhealthy, >15 years Health Status: unhealthy Age Group: >15 years Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2020/20829Orig1s073,20830Orig1s075,21409Orig1s075lbl.pdf

Sourcing

Vendor/Aggregator	ID	URL
ChEBI	CHEBI:50730	https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:50730
ChemicalBook	CB7112818	https://www.chemicalbook.com/ChemicalProductProperty_EN_CB7112818
MolPort	MolPort-006-167-557	https://www.molport.com/shop/molecule-link/MolPort-006-167-557
ZINC	ZINC000003831151	http://zinc15.docking.org/substances/ZINC000003831151

PubMed

Title	Date	PubMed
Montelukast, a leukotriene receptor antagonist, reduces the concentration of leukotrienes in the respiratory tract of children with persistent asthma.	1999 Dec	10588996
Montelukast added to inhaled beclomethasone in treatment of asthma. Montelukast/Beclomethasone Additivity Group.	1999 Dec	10588598
Pulmonary eosinophilia associated with montelukast.	1999 Jun	10335014
Characterization of the human cysteinyl leukotriene CysLT1 receptor.	1999 Jun 24	10391245
Oral montelukast, inhaled beclomethasone, and placebo for chronic asthma. A randomized, controlled trial. Montelukast/Beclomethasone Study Group.	1999 Mar 16	10075616
Effect of multiple doses of montelukast, a CysLT1 receptor antagonist, on digoxin pharmacokinetics in healthy volunteers.	1999 Sep	10471986
Identification, molecular cloning, expression, and characterization of a cysteinyl leukotriene receptor.	1999 Sep	10462554
Montelukast in the prophylaxis of migraine: a potential role for leukotriene modifiers.	2000 Feb	10759916
Recurrent panniculitis in a man with asthma receiving treatment with leukotriene-modifying agents.	2000 Jun	10852428
The protective effects of leukotriene modifiers in aspirin-induced asthma.	2000 Sep 15	19667532
[A study on the heterogeneous apoptosis of lymphocytes, eosinophils, and neutrophils from peripheral blood of asthmatic patients].	2003 Oct	14633444
Inverse agonist activity of selected ligands of the cysteinyl-leukotriene receptor 1.	2004 Apr	14718577
Antihistamines added to an antileukotriene in treating seasonal allergic rhinitis: histamine and leukotriene antagonism.	2004 Feb	15061398
Examination of 209 drugs for inhibition of cytochrome P450 2C8.	2005 Jan	15601807
Prediction of genotoxicity of chemical compounds by statistical learning methods.	2005 Jun	15962942
Montelukast and zafirlukast do not affect the pharmacokinetics of the CYP2C8 substrate pioglitazone.	2006 Jul	16670899
Discovery of novel tricyclic full agonists for the G-protein-coupled niacin receptor 109A with minimized flushing in rats.	2009 Apr 23	19309152
Leukotriene pathways and in vitro adenotonsillar cell proliferation in children with obstructive sleep apnea.	2009 May	19118273
5-Lipoxygenase-activating protein (FLAP) inhibitors. Part 4: development of 3-[3-tert-butylsulfanyl-1-[4-(6-ethoxypyridin-3-yl)benzyl]-5-(5-methylpyridin-2-ylmethoxy)-1H-indol-2-yl]-2,2-dimethylpropionic acid (AM803), a potent, oral, once daily FLAP inhibitor.	2011 Dec 8	22059882
Identification of old drugs as potential inhibitors of HIV-1 integrase - human LEDGF/p75 interaction via molecular docking.	2012 Dec	22733274
Systems pharmacological analysis of drugs inducing stevens-johnson syndrome and toxic epidermal necrolysis.	2015 May 18	25811541

Patents

Sample Use Guides

In Vivo Use Guide

SINGULAIR® should be taken once daily in the evening. The following dose is recommended for adults and adolescents 15 years of age and older: one 10-mg tablet.

Route of Administration: Oral

In Vitro Use Guide

Montelukast is a potent and selective inhibitor of [3H]leukotriene D4 specific binding in guinea pig lung (Ki 0.18 +/- 0.03 nM), sheep lung (Ki 4 nM), and dimethylsulfoxide-differentiated U937 cell plasma membrane preparations (Ki 0.52 +/- 0.23 nM), but it was essentially inactive versus [3H]leukotriene C4 specific binding in dimethylsulfoxide-differentiated U937 cell membranes (IC50 10 microM) and [3H]leukotriene B4 specific binding in THP-1 cell membranes (IC50 40 microM). Montelukast also inhibited specific binding of [3H]leukotriene D4 to guinea pig lung in the presence of human serum albumin, human plasma, and squirrel monkey plasma with Ki values of 0.21 +/- 0.08, 0.19 +/- 0.02, and 0.26 +/- 0.02 nM, respectively.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:09:12 GMT 2025` Edited by `admin` on `Mon Mar 31 18:09:12 GMT 2025`
Record UNII	MHM278SD3E
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BRONDILAT

Preferred Name

English

MONTELUKAST

Official Name

English

MONTELUKAST [MI]

Common Name

English

montelukast [INN]

Common Name

English

MONTELUKAST [VANDF]

Common Name

English

(1-((((1R)-1-(3-((E)-2-(7-CHLOROQUINOLIN-2-YL)VINYL)PHENYL)-3-(2-(1-HYDROXY-1-METHYLETHYL)PHENYL)PROPYL)THIO)METHYL)CYCLOPROPYL)ACETIC ACID

Systematic Name

English

Montelukast [WHO-DD]

Common Name

English

CYCLOPROPANEACETIC ACID, 1-((((1R)-1-(3-((E)-2-(7-CHLORO-2-QUINOLINYL)ETHENYL)PHENYL)-3-(2-(1-HYDROXY-1-METHYLETHYL)PHENYL)PROPYL)THIO)METHYL)-

Common Name

English

MONTELUKAST [HSDB]

Common Name

English

Classification Tree Code System Code

NDF-RT

N0000000083