Nicardipine pyridine metabolite II

Base Information

• Chemical Name: Nicardipine pyridine metabolite II
• CAS No.: 59875-58-0
• Molecular Formula: C26H27 N3 O6
• Molecular Weight: 477.51
• UNII: G8XP54WU6F
• DSSTox Substance ID: DTXSID30208592
• Nikkaji Number: J348.025I
• Wikidata: Q83082687
• Mol file: 59875-58-0.mol

Synonyms:2-(N-benzyl-N-methylamino)ethyl methyl 2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate;2-(N-benzyl-N-methylamino)ethyl methyl 2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate, hydrochloride;M-5 nicardipine pyridine metabolite;nicardipine pyridine metabolite II;NPM-II

Chemical Property of Nicardipine pyridine metabolite II

Chemical Property:

• Vapor Pressure: 1.39E-13mmHg at 25°C
• Melting Point: 154-156°C
• Boiling Point: 583.1°C at 760 mmHg
• Flash Point: 306.4°C
• PSA: 114.55000
• Density: 1.238g/cm³
• LogP: 4.87220
• Storage Temp.: Refrigerator
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 10
• Exact Mass: 477.18998559
• Heavy Atom Count: 35
• Complexity: 722

Purity/Quality:

98% ^*data from raw suppliers

Dehydro Nicardipine Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=C(C(=N1)C)C(=O)OCCN(C)CC2=CC=CC=C2)C3=CC(=CC=C3)[N+](=O)[O-])C(=O)OC
• Uses: A pyridine metabolite M-5 of Nicardipine. Dehydro Nicardipine is a metabolite and phototodegradation product of Nicardipine (N394503), which is a dihydropyridine calcium channel blocker. Antianginal; antihypertensive. Neuroprotective & Neuroresearch products.

Technology Process of Nicardipine pyridine metabolite II

There total 4 articles about Nicardipine pyridine metabolite II 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:

Nicardipine (55985-32-5) → 3-{2-[benzyl(methyl)amino]ethyl} 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate (59875-58-0)

Guidance literature:

With potassium phosphate; ethylenediaminetetraacetic acid; Emulgen 911; human liver cytochrome b₅; human liver HL 39 lipid extract; rabbit liver NADPH-P-450 reductase; yeast P-450 IIIA₄; magnesium chloride; In water; Rate constant; other human liver enzymes;

DOI:10.1021/jm00110a012

Reference yield:

Nicardipine (55985-32-5) + C4H9N2O2*ClH → 3-{2-[benzyl(methyl)amino]ethyl} 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate (59875-58-0)

Guidance literature:

With Britton-Robinson buffer; In water; N,N-dimethyl-formamide; at 37 ℃; pH=7.4; Kinetics;

DOI:10.1016/j.bmc.2004.01.050

Reference yield:

Nicardipine (55985-32-5) → 2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-[2-(benzyl-formyl-amino)-ethyl] ester 5-methyl ester + 3-{2-[benzyl(methyl)amino]ethyl} 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate (59875-58-0) + 2,6-Dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-(2-benzylamino-ethyl) ester 5-methyl ester (54527-90-1)

Guidance literature:

In methanol; Further Variations:; Solvents; wavelengths; presence of air; Product distribution; Quantum yield; Irradiation;

DOI:10.1021/jo052463z

upstream raw materials:

Nicardipine

Downstream raw materials:

methyl 2-(N-methylamino)ethyl 4-(m-aminophenyl)-2,6-dimethylpyridine-3,5-dicarboxylate

Refernces

• 1、 Yanez,Lopez-Alarcon,Camargo,Valenzuela,Squella,Nunez-Vergara. "Structural effects on the reactivity 1,4-dihydropyridines with alkylperoxyl radicals and ABTS radical cation". . p. 2459 - 2468. Retrieved 2007/10/03.
• 2、 Guengerich,Brian,Iwasaki,Sari,Baarnhielm,Berntsson. "Oxidation of dihydropyridine calcium channel blockers and analogues by human liver cytochrome P-450 IIIA4". . p. 1838 - 1844. Retrieved 2007/10/02.