AZD 9668

Base Information

• Chemical Name: AZD 9668
• CAS No.: 848141-11-7
• Molecular Formula: C₂₅H₂₂F₃N₅O₄S
• Molecular Weight: 545.542
• Mol file: 848141-11-7.mol

Synonyms:N-((5-(methanesulfonyl)pyridin-2-yl)methyl)-6-methyl-5-(1-methyl-1H-pyrazol-5-yl)-2-oxo-1-(3-(trifluoromethyl)phenyl)-1,2-dihydropyridine-3-carboxamide;AZD9668;3-Pyridinecarboxamide, 1,2-dihydro-6-methyl-5-(1-methyl-1H-pyrazol-5-yl)-N-[[5-(methylsulfonyl)-2-pyridinyl]methyl]-2-oxo-1-[3-(trifluoromethyl)phenyl]-;6-methyl-1-(3-trifluoromethylphenyl)-5-(2-methylpyrazol-3-yl)-N-[(5-methylsulfonylpyridin-2-yl)methyl]-2-oxopyridine-3-carboxamide;

Chemical Property of AZD 9668

Chemical Property:

• Appearance/Colour: Off-white to yellow solid
• Melting Point: 207-209°C
• Boiling Point: 780.4±60.0 °C(Predicted)
• PKA: 11.00±0.20(Predicted)
• PSA: 124.33000
• Density: 1.42±0.1 g/cm3(Predicted)
• LogP: 4.76540
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

98% min ^*data from raw suppliers

Avelestat ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: AZD 9668 is an orally bioavailable inhibitor of neutrophil elastase (IC50 = 12 nM for the human enzyme). It is greater than 600-fold selective for neutrophil elastase over other serine proteases, including human proteinase-3 and cathepsin G, bovine trypsin and chymotrypsin, and porcine pancreatic elastase. AZD 9668 inhibits neutrophil elastase activity in zymosan-stimulated isolated whole blood and in cell-associated assays (IC50s = 46 and 48 nM, respectively). It decreases the number of neutrophils in bronchoalveolar lavage fluid (BALF) in a mouse model of smoke-induced airway inflammation when administered at a dose of 6 mg/kg. AZD 9668 also prevents airspace enlargement and small airway remodeling in a guinea pig model of chronic smoke-induced inflammation and emphysema.
• Uses: Avelstat inhibits plasma neutrophil elastase (NE) activity in zymosan-stimulated whole blood, and also inhibits NE activity on the surface of stimulated polymorphonuclear cells and in the supernatant of primed, stimulated cells.

Technology Process of AZD 9668

There total 1 articles about AZD 9668 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: 96.0%

6-methyl-5-(1-methyl-1H-pyrazol-5-yl)-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxylic acid + 1-(5-(methylsulfonyl)pyridin-2-yl)methanamine hydrochloride (848141-14-0) → 6-methyl-5-(1-methyl-1H-pyrazol-5-yl)-N-{[5-(methylsulfonyl)pyridin-2-yl]methyl}-2-oxo-1-[3- (trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxamide (848141-11-7)

Guidance literature:

6-methyl-5-(1-methyl-1H-pyrazol-5-yl)-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxylic acid; With 1,1'-carbonyldiimidazole; In acetonitrile; at 50 ℃; Industry scale;

1-(5-(methylsulfonyl)pyridin-2-yl)methanamine hydrochloride; In acetonitrile; at 50 ℃; Industry scale;

upstream raw materials:

1-(5-(methylsulfonyl)pyridin-2-yl)methanamine hydrochloride

Refernces

• 1、 -. "2-PYRIDONE DERIVATIVES AS NEUTROPHIL ELASTASE INHIBITORS AND THEIR USE". Page/Page column 86-87. . Retrieved 2010/02/11.