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Montelukast sodium

CAS No.
151767-02-1
Chemical Name:
Montelukast sodium
Synonyms
singulair;Motelukast SodiuM;mk-476;MONTELUKAST NA;Montelukast SodiuM Hydrate;sodium (R,E)-2-(1-(((1-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)-3-(2-(2-hydroxypropan-2-yl)phenyl)propyl)thio)methyl)cyclopropyl)acetate;1-[1-[[[(1R)-1-[3-[(1E)-2-(7-Chloro-2-quinolinyl)ethenyl]phenyl]-3-[2-(1-hydroxy-1-methylethyl)phenyl]propyl]thio]methyl]cyclopropaneacetic;2-[1-[[1-[3-[2-[(7-chloro-2-quinolyl)]vinyl]phenyl]-3-[2-(1-hydroxy-1-methyl-ethyl)phenyl]-propyl]sulfanylmethyl]cyclopropyl]acetic acid sodium salt;CS-78;MonteL
CBNumber:
CB8143619
Molecular Formula:
C35H37ClNNaO3S
Molecular Weight:
610.18
MDL Number:
MFCD00931431
MOL File:
151767-02-1.mol
MSDS File:
SDS
Last updated:2024-04-25 17:59:01

Montelukast sodium Properties

Melting point 115 °C(dec.)
storage temp. 2-8°C
solubility DMSO: ≥8mg/mL at 60°C
form powder
color white to tan
optical activity [α]/D +90 to +106° in methanol (c=1)
Merck 14,6258
BCS Class 1
Stability Stable for 1 year from date of purchase as supplied. Solutions in DMSO, distilled water, or ethanol may be stored at -20°C for up to 1 month.
InChIKey LBFBRXGCXUHRJY-HKHDRNBDSA-M
NCI Dictionary of Cancer Terms montelukast sodium; Singulair
FDA UNII U1O3J18SFL
NCI Drug Dictionary montelukast sodium

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS08
Signal word  Danger
Hazard statements  H318-H361fd
Precautionary statements  P280-P305+P351+P338+P310
Hazard Codes  Xi
Risk Statements  63-41-62
Safety Statements  26
WGK Germany  3
RTECS  GZ0698000
HS Code  2933492250
NFPA 704
0
3 0

Montelukast sodium price More Price(53)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR1603 Montelukast Sodium 151767-02-1 1g $142 2024-03-01 Buy
Sigma-Aldrich 1446859 Montelukast sodium 151767-02-1 50mg $436 2024-03-01 Buy
TCI Chemical M2340 Montelukast Sodium Hydrate >98.0%(HPLC)(T) 151767-02-1 1g $224 2024-03-01 Buy
TCI Chemical M2340 Montelukast Sodium Hydrate >98.0%(HPLC)(T) 151767-02-1 200mg $64 2024-03-01 Buy
Cayman Chemical 10008318 Montelukast (sodium salt) ≥98% 151767-02-1 10mg $19 2024-03-01 Buy
Product number Packaging Price Buy
PHR1603 1g $142 Buy
1446859 50mg $436 Buy
M2340 1g $224 Buy
M2340 200mg $64 Buy
10008318 10mg $19 Buy

Montelukast sodium Chemical Properties,Uses,Production

Description

Montelukast was launched as Singulair in Mexico and Finland for the management of mild to moderate asthma inadequately controlled by inhaled corticosteroids and short-acting beta2-agonists. Montelukast can be obtained by an seven-step synthesis from 3-[2(E)-(7-chloroquinolin-2-yl)vinyl] benzaldehyde. Montelukast is a potent, selective and orally active antagonist of the CysLT1 (formerly called LTD4) receptor, thus blocking the effects of the cysteinyl leukotrienes LTC4, LTD4 and LTE4 on microvascular permeability and the activation of eosinophils. Montelukast represents the third molecule of this class which has been approved in asthma after pranlukast (1995) and zafirlukast (1996). Montelukast has been studied extensively in placebo-controlled clinical trials, in mildly or severe asthmatic patients challenged with LTD4 or exercise. A variety of acute bronchoconstricting challenges were inhibited or attenuated with all doses used. Montelukast demonstrated clinically significant improvements in the parameters of asthma control associated with an appreciable improvement in quality of life., reducing days with asthma exacerbations and allowing significant tapering of corticosteroids. Montelukast is well-tolerated and only needs to be administered once a day.

Chemical Properties

White or almost white, hygroscopic powder.

Originator

Merck & Co (US)

Uses

A selective leukotriene D4-receptor antagonist. It is used as an antiasthmatic and It can be also applied to alleviate the symptoms caused by allergic rhinitis.

Uses

Montelukast sodium is a potent and highly selective CysLT1 receptor antagonist, without demonstrated CysLT2 activity. It is used to prevent wheezing, difficulty breathing, chest tightness, and coughing caused by asthma in adults and children 12 months of age and older. Montelukast is also used to prevent bronchospasm (breathing difficulties) during exercise in adults and children 6 years of age and older.

Application

Montelukast sodium hydrate has been used as a positive control drug to study the protective effects of Gumiganghwal-tang aqueous extract (GGTA) against airway inflammation and pulmonary fibrosis.

Indications

Montelukast sodium is an orally active selective leukotriene receptor antagonist that can specifically inhibit the cysteinyl leukotriene receptor. It was successfully developed by the Merck Company (German) and had entered into market in Canada, Finland, and Mexican in 1997. It is suitable for the prevention and long-term treatment of adults and children asthma, including the prevention of daytime and nighttime asthma symptoms, the treatment of asthma patients who are aspirin-sensitive and prevention of exercise-induced bronchial contraction, it can also be used to relieve the seasonal allergic rhinitis symptoms of 15 year-old or over 15 year-old patients whose symptoms are invalid and intolerant to other treatment.

Definition

ChEBI: Montelukast sodium is an organic sodium salt. It contains a montelukast(1-). It is a drug used to treat symptoms of asthma, such as trouble breathing, tight chest, wheezing, coughing, and runny nose. Montelukast sodium blocks the action of a substance that causes airways in the lungs to narrow and causes other symptoms of asthma. It is a type of leukotriene receptor antagonist and a type of antiasthmatic agent. Also called Singulair.

brand name

Singulair (Merck).

Therapeutic Function

Anti-asthmatic

Synthesis Reference(s)

Montelukast sodium is a leukotriene antagonist and inhibits the synthesis of leukotriene biosynthesis.
Process for preparation of montelukast sodium
WO2014001860A1

Biochem/physiol Actions

Montelukast sodium hydrate is a leukotriene receptor antagonist (LTRA) used for the maintenance treatment of asthma and to relieve symptoms of seasonal allergies. It is a subtype specific CysLT1 receptor antagonist.

Pharmacokinetics

Montelukast is a selective leukotriene receptor antagonist and has been approved for the oral administration treatment of asthma and allergic rhinitis. It is also a potent oral preparation that can significantly improve the inflammatory indicators. Biological determination of biochemistry and pharmacology has showed that montelukast sodium has a high affinity and selectivity to the CysLT1 receptors (compared with other kinds of pharmacologically important airway receptors such as prostanoid, cholinergic and β-adrenergic receptors). Montelukast can effectively suppress the physiological effects caused by the binding between LTC4, LTD4 and LTE4 receptor and CysLT1 receptor without any receptor agonistic activity. There is the secondary type of cysteinyl leukotriene receptor (CysLT2) presented in the lungs cysteinyl leukotriene receptor but may be limited to the blood vessels. So far, researchers haven’t cloned two receptors so the situation of CysLT receptor is illustrated through binding assay and pharmacological analysis. It has been now thought that montelukast does not antagonize CysLT2 receptors.
The above information is edited by the chemicalbook of Dai Xiongfeng.

Side effects

Common side effects of montelukast include upper respiratory infection, fever, headache, sore throat, cough, stomach pain, diarrhea, earache or ear infection, flu, runny nose, and sinus infection.
www.mayoclinic.org

storage

Desiccate at RT

Mode of action

Montelukast selectively and competitively blocks the cysteinyl leukotriene 1 (CysLT1) receptor, preventing binding of the inflammatory mediator leukotriene D4 (LTD4).

References

1) Lynch?et al.?(1999),?Characterization of the human cysteinyl leukotriene CysLT1 receptor; Nature,?399?789 DOI:10.1038/21658
2) Jones?et al. (1995),?Pharmacology of montelukast sodium (Singulair), a potent and selective leukotriene D4 receptor antagonist; Can. J. Physiol. Pharmacol.,?73?191 DOI:10.1139/Y95-028
3) Reiss?et al.?(1998),?Montelukast, a once-daily leukotriene receptor antagonist, in the treatment of chronic asthma: a multicenter, randomized, double-blind trial. Montelukast Clinical Research Study Group; Arch. Intern. Med.,?158?1213 DOI:10.1001/ARCHINTE.158.11.1213
4) Zhao?et al.?(2011),?Montelukast, a cysteinyl leukotriene receptor-1 antagonist, attenuates chronic brain injury after focal cerebral ischaemia in mice and rats; J. Pharm. Pharmacol.,?63?550 DOI:10.1111/j.2042-7158.2010.01238.x
5) Lenz?et al.?(2014),?Cysteinyl leukotriene receptor (CysLT) antagonists decrease pentylenetetrazol-induced seizures and blood-brain barrier dysfunction; Neuroscience,?277?859 DOI:10.1016/j.neuroscience.2014.07.058
6) Huber?et al.?(2011)?Inhibition of leukotriene receptors boosts neural progenitor proliferation; Cell Physiol. Biochem.,?28?793 DOI:10.1159/000335793

1312993-47-7
151767-02-1
Synthesis of Montelukast sodium from Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-
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View Lastest Price from Montelukast sodium manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Montelukast sodium pictures 2024-04-26 Montelukast sodium
151767-02-1
US $50.00-40.00 / kg 1kg 99% 20Tons Hebei Dangtong Import and export Co LTD
Montelukast sodium pictures 2024-04-26 Montelukast sodium
151767-02-1
US $0.00-0.00 / kg 1kg 99% 1T/M Jinan Jianfeng Chemical Co., Ltd
Montelukast sodium pictures 2024-04-25 Montelukast sodium
151767-02-1
US $0.00-0.00 / KG 1KG 99 50000KG/month Shanghai Affida new material science and technology center
  • Montelukast sodium pictures
  • Montelukast sodium
    151767-02-1
  • US $50.00-40.00 / kg
  • 99%
  • Hebei Dangtong Import and export Co LTD
  • Montelukast sodium pictures
  • Montelukast sodium
    151767-02-1
  • US $0.00-0.00 / KG
  • 99
  • Shanghai Affida new material science and technology center

Montelukast sodium Spectrum

montelucast-d6 Montelukast Soudium Tablets Montelukast sodium ,99% 1-[1-[[[(1R)-1-[3-[(1E)-2-(7-Chloro-2-quinolinyl)ethenyl]phenyl]-3-[2-(1-hydroxy-1-Methylethyl)phenyl]propyl]thio]Methyl]cyclopropaneacetic Acid SodiuM Salt Montelukast SoudiuM MONTELUKST SODIUM MONTELUKAST SODIUM MK-476, Singulair Montelukast, Sodium Salt 1-[1-[[[(1R)-1-[3-[(1E)-2-(7-Chloro-2-quinolinyl)ethenyl]phenyl]-3-[2-(1-hydroxy-1-methylethyl-d6)phenyl]propyl]thio]methyl]cyclopropaneacetic Acid Sodium Salt MK-476-d6 MONTELUKASTSODIUM(FORR&DONLY) Montelukast (as sodium salt) Montelukast Sodium Salt Hydrate Sodium (R,E)-2-(1-(((1-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)-3-(2-(2-hydroxypropan-2-yl)p Cyclopropaneacetic acid, 1-[[[(1R)-1-[3-[(1E)-2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-[2-(1-hydroxy-1-Methylethyl)phenyl]propyl]thio]Methyl]-, sodiuM salt(1:1) Montelukast SodiuM USP Montelukast Sodium (50 mg) MONTELUKAST SODIUMt sodium (R,S)-2-(1-(((1-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)-3-(2-(2-hydroxypropan-2-yl)phenyl)propyl)thio)methyl)cyclopropyl)acetate MK-0476 1-[[[(1R)-1-[3-[(1E)-2-(7-Chloro-2-quinolinyl)ethenyl]phenyl]-3-[2-(1-hydroxy-1-methylethyl)phenyl]propyl]thio]methyl]cyclopropaneacetic acid sodium salt hydrate Montelukast Sodium Tablets 2-[1-[[(1R)-1-[3-[2-[(7-chloro-2-quinolyl)]vinyl]phenyl]-3-[2-(1-hydroxy-1-methyl-ethyl)phenyl]-propyl]sulfanylmethyl]cyclopropyl]acetic acid sodium salt Sodium-2-1-(1R)-1-3-(E)-2-(7-chloro-2-quinolyl)vinylphenyl-3-2-(1-hydroxy-1-methyl-ethyl)phenylpropylsulfanylmethylcyclopropylacetate Monukast sodium MonteL ukast Sodium SaL 2-[1-[[[1-[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl]thio]methyl]cyclopropyl]acetate Montelukast Impurity K Sodium (R,E)-2-[1-[[1-[3-[2-(7-Chloro-2-quinolinyl)vinyl]phenyl]-3-[2-(2-hydroxy-2-propanyl)phenyl]propylthio]methyl]cyclopropyl]acetate 2-[1-[[[(1R)-1-[3-[(1E)-2-(7-Chloro-2-quinolinyl)ethenyl]phenyl]-3-[2-(1-hydroxy-1-methylethyl)phenyl]propyl]thio]methyl]cyclopropyl]acetic acid sodium salt CS-78 1-[[[(1R)-1-[3-[(1E)-2-(7-Chloro-2-quinolinyl)ethenyl]phenyl]-3-[2-(1-hydroxy-1-methylethyl)phenyl]propyl]thio]methyl]cyclopropaneacetic acid sodium salt Montelukast sodium CRS Montelukast for peak identification CRS Montelukast Sodium for Identification RS D6 Montelukast Sodium Salt MontelukastSodiumHydrate> ntelukast sodium 99% Montelukast sodium Montelukast sodium USP/EP/BP Montelukast Sodium Powder Supplier Pharmaceuticals Chemical CAS 151767-02-1 Manufacturer and Exporter MONTELUKAST SODIUM (MK0476) Montelukast sodiumQ: What is Montelukast sodium Q: What is the CAS Number of Montelukast sodium Q: What is the storage condition of Montelukast sodium Q: What are the applications of Montelukast sodium Montelukast Sodium (1446859) Motelukast SodiuM singulair MONTELUKAST NA mk-476 2-[1-[[1-[3-[2-[(7-chloro-2-quinolyl)]vinyl]phenyl]-3-[2-(1-hydroxy-1-methyl-ethyl)phenyl]-propyl]sulfanylmethyl]cyclopropyl]acetic acid sodium salt 1-[1-[[[(1R)-1-[3-[(1E)-2-(7-Chloro-2-quinolinyl)ethenyl]phenyl]-3-[2-(1-hydroxy-1-methylethyl)phenyl]propyl]thio]methyl]cyclopropaneacetic sodium (R,E)-2-(1-(((1-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)-3-(2-(2-hydroxypropan-2-yl)phenyl)propyl)thio)methyl)cyclopropyl)acetate Montelukast SodiuM Hydrate Montelukast Sodium 151767-02-1 Cyclopentane 287-92-3 1-[[[(1R)-1-[3-[(1E)-2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-[2-(1-hydroxy-1-methylethyl)phenyl]propyl]thio]methyl]-Cyclopropaneacetic acid sodium salt (1:1) Montelukast sodium (IP/USP/BP)