Montelukast Methyl Ketone

Base Information

• Chemical Name: Montelukast Methyl Ketone
• CAS No.: 937275-23-5
• Molecular Formula: C34H32ClNO3S
• Molecular Weight: 570.152
• UNII: 42YE9Y3PHY
• DSSTox Substance ID: DTXSID60239556
• Wikidata: Q27258582
• Mol file: 937275-23-5.mol

Synonyms:Montelukast Methyl Ketone;937275-23-5;42YE9Y3PHY;2-[1-[[(1R)-3-(2-acetylphenyl)-1-[3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl]propyl]sulfanylmethyl]cyclopropyl]acetic acid;(1-((((1R)-3-(2-Acetylphenyl)-1-(3-((E)-2-(7-chloroquinolin-2-yl)ethenyl)phenyl)propyl)sulfanyl)methyl)cyclopropyl)acetic acid;Cyclopropaneacetic acid, 1-((((1R)-3-(2-acetylphenyl)-1-(3-((1E)-2-(7-chloro-2-quinolinyl)ethenyl)phenyl)propyl)thio)methyl)-;[1-[[[(1R)-3-(2-acetylphenyl)-1-[3-[(E)-2-(7-chloroquinolin-2- yl)ethenyl]phenyl] propyl]sulfanyl]methyl]cyclopropyl]acetic acid;144551-26-8;Cyclopropaneacetic acid, 1-[[[3-(2-acetylphenyl)-1-[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]propyl]thio]methyl]-, (R)- (9CI);UNII-42YE9Y3PHY;Montelukast sodium specified impurity F [EP];Montelukast sodium, methylketone impurity- [USP];SCHEMBL537796;DTXSID60239556;A900122;MONTELUKAST SODIUM IMPURITY F [EP IMPURITY];Q27258582;MONTELUKAST SODIUM, METHYLKETONE IMPURITY- [USP IMPURITY];(R,E)-2-(1-(((3-(2-Acetylphenyl)-1-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)propyl)thio)methyl)cyclopropyl)acetic acid

Chemical Property of Montelukast Methyl Ketone

Chemical Property:

• PSA: 92.56000
• LogP: 8.92320
• Storage Temp.: Amber Vial, -20?C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 7.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 12
• Exact Mass: 569.1791428
• Heavy Atom Count: 40
• Complexity: 890

Purity/Quality:

97% ^*data from raw suppliers

MontelukastMethylKetone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=CC=C1CCC(C2=CC=CC(=C2)C=CC3=NC4=C(C=CC(=C4)Cl)C=C3)SCC5(CC5)CC(=O)O
• Isomeric SMILES: CC(=O)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
• Uses: Montelukast Methyl Ketone (Montelukast EP Impurity F; Montelukast USP Related Compound E; Montelukast Methylketone) is a Montelukast (M568000) impurity. A leukotriene antagonist useful as anti-asthmatic, anti-allergic, anti-inflammatory and cytoprotective agent. Montelukast Methyl Ketone has been a leukotriene antagonist useful as anti-asthmatic, anti-allergic, anti-inflammatory and cytoprotective agent.

Technology Process of Montelukast Methyl Ketone

There total 13 articles about Montelukast Methyl Ketone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

1-bromomethylcyclopropyl acetic acid methyl ester (855473-50-6) + C7H8O3S*C29H28ClNOS (937275-14-4) → [R,E]-1-[[[1-[3-[2-(7-chloro-2-quinolinyl) ethenyl]phenyl]-3-[2-(methylcarbonyl)phenyl] propyl]thio]methyl]cyclopropane acetic acid (937275-23-5) + montelukast (158966-92-8)

Guidance literature:

1-bromomethylcyclopropyl acetic acid methyl ester; C₇H₈O₃S*C₂₉H₂₈ClNOS; With sodium methylate; In tetrahydrofuran; methanol; at 20 ℃; for 22.1667h;

With sodium hydroxide; water; In tetrahydrofuran; methanol; at 55 ℃; for 1.75h;

With acetic acid; In toluene; for 0.25h; pH=5;

Reference yield:

C40H33ClNO5P + 1-(sulfanylmethyl)cyclopropaneacetic acid (162515-68-6) → [R,E]-1-[[[1-[3-[2-(7-chloro-2-quinolinyl) ethenyl]phenyl]-3-[2-(methylcarbonyl)phenyl] propyl]thio]methyl]cyclopropane acetic acid (937275-23-5)

Guidance literature:

1-(sulfanylmethyl)cyclopropaneacetic acid; With potassium hydroxide; In acetonitrile; at 0.2 ℃; for 0.5h; Inert atmosphere;

C₄₀H₃₃ClNO₅P; In acetonitrile; at 30 ℃; for 3h; Inert atmosphere;

Reference yield:

C30H26ClNO3 → [R,E]-1-[[[1-[3-[2-(7-chloro-2-quinolinyl) ethenyl]phenyl]-3-[2-(methylcarbonyl)phenyl] propyl]thio]methyl]cyclopropane acetic acid (937275-23-5)

Guidance literature:

1-(sulfanylmethyl)cyclopropaneacetic acid; With caesium carbonate; In N,N-dimethyl-formamide; at 15 - 20 ℃; for 1.5h;

C₃₀H₂₆ClNO₃; In N,N-dimethyl-formamide; at 20 - 40 ℃; for 2.25 - 2.5h; Product distribution / selectivity;

upstream raw materials:

C₆H₁₃N*C₃₄H₃₂ClNO₃S

1-bromomethylcyclopropyl acetic acid methyl ester

C₇H₈O₃S*C₂₉H₂₈ClNOS

[R,E]-1-[[[1-[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-[2-(methoxycarbonyl)phenyl]propyl]thio]methyl]-cyclopropane acetic acid

Downstream raw materials:

[R,E]-1-[[[1-[3-[2-(7-chloro-2-quinolinyl) ethenyl]phenyl]-3-[2-(methylcarbonyl)phenyl] propyl]thio]methyl]cyclopropane acetic acid dicyclohexyl amine salt

C₃H₉N*C₃₄H₃₂ClNO₃S

C₆H₁₃N*C₃₄H₃₂ClNO₃S

montelukast