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Montelukast sodium

Product Name
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
Formula Weight
610.18
MOL File
151767-02-1.mol
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Montelukast sodium Property

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
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Safety

Hazard Codes 
Xi
Risk Statements 
63-41-62
Safety Statements 
26
WGK Germany 
3
RTECS 
GZ0698000
HS Code 
2933492250
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H318Causes serious eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHR1603
Product name
Montelukast Sodium
Packaging
1g
Price
$142
Updated
2024/03/01
Sigma-Aldrich
Product number
1446859
Product name
Montelukast sodium
Packaging
50mg
Price
$436
Updated
2024/03/01
TCI Chemical
Product number
M2340
Product name
Montelukast Sodium Hydrate
Purity
>98.0%(HPLC)(T)
Packaging
1g
Price
$224
Updated
2024/03/01
TCI Chemical
Product number
M2340
Product name
Montelukast Sodium Hydrate
Purity
>98.0%(HPLC)(T)
Packaging
200mg
Price
$64
Updated
2024/03/01
Cayman Chemical
Product number
10008318
Product name
Montelukast (sodium salt)
Purity
≥98%
Packaging
10mg
Price
$19
Updated
2024/03/01
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Montelukast sodium Chemical Properties,Usage,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

Montelukast sodium Preparation Products And Raw materials

Raw materials

Preparation Products

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Montelukast sodium Suppliers

Guangzhou Dreampharm Biotechnology Co., Ltd.
Tel
020-36607679 17825480238
Fax
QQ 3008233717
Email
3008233746@qq.com
Country
China
ProdList
9919
Advantage
12
Hubei Xingcheng Biotechnology Co., Ltd
Tel
19171210221
Fax
QQ:3505191060
Email
3371991952@qq.com
Country
China
ProdList
957
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58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
Advantage
76
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6005
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61
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
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81
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44688
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61
Jia Xing Isenchem Co.,Ltd
Tel
0573-85285100 18627885956
Fax
0573-85285100
Email
isenchem@163.com
Country
China
ProdList
9513
Advantage
66
Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Fax
001-617-206-9595
Email
sales@chemreagents.com
Country
United States
ProdList
10186
Advantage
62
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
chenyj@titansci.com
Country
China
ProdList
14103
Advantage
59
LGM Pharma
Tel
1-(800)-881-8210
Fax
615-250-9817
Email
inquiries@lgmpharma.com
Country
United States
ProdList
2123
Advantage
70
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View Lastest Price from Montelukast sodium manufacturers

Jinan Jianfeng Chemical Co., Ltd
Product
Montelukast sodium 151767-02-1
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1T/M
Release date
2024-03-14
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Montelukast sodium 151767-02-1
Price
US $0.00-0.00/Kg/Drum
Min. Order
100g
Purity
98%-102%HPLC
Supply Ability
100KGS
Release date
2021-06-11
Hebei Dangtong Import and export Co LTD
Product
Montelukast sodium 151767-02-1
Price
US $50.00-40.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20Tons
Release date
2023-10-09

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