Dimethyl 2,6-dimethyl-4-(4-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

Base Information

• Chemical Name: Dimethyl 2,6-dimethyl-4-(4-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
• CAS No.: 21829-09-4
• Molecular Formula: C17H18 N2 O6
• Molecular Weight: 346.34
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID40176238
• Nikkaji Number: J408.629E
• ChEMBL ID: CHEMBL1098881
• Mol file: 21829-09-4.mol

Synonyms:1,4-dihydro-2,6-dimethyl-4-(4-nitrophenyl)-3,5-pyridinedicarboxylic acid dimethyl ester;2,6-dimethyl-3,5-dicarbomethoxy-4-(4-nitrophenyl)-1,4-dihydropyridine

Chemical Property of Dimethyl 2,6-dimethyl-4-(4-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

Chemical Property:

• Vapor Pressure: 7.23E-10mmHg at 25°C
• Melting Point: 165-168 °C
• Boiling Point: 493.1°Cat760mmHg
• PKA: 2.62±0.70(Predicted)
• Flash Point: 252°C
• PSA: 110.45000
• Density: 1.271g/cm³
• LogP: 3.02760
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 346.11648630
• Heavy Atom Count: 25
• Complexity: 600

Purity/Quality:

NLT 98% ^*data from raw suppliers

Dimethyl2,6-dimethyl-4-(4-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate 97% ^*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)OC)C2=CC=C(C=C2)[N+](=O)[O-])C(=O)OC
• Uses: 1,4-Dihydro-2,6-dimethyl-4-(4-nitrophenyl)-3,5-pyridinedicarboxylic acid dimethyl ester is used in a QSAR, diagnostic statistics and molecular modelling study among various substituted 1,?4-?dihydropyridine compounds as calcium channel antagonists.

Technology Process of Dimethyl 2,6-dimethyl-4-(4-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

There total 17 articles about Dimethyl 2,6-dimethyl-4-(4-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate 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: 97.0%

4-nitrobenzaldehdye (555-16-8) + acetoacetic acid methyl ester (105-45-3) → 4-(4-nitrophenyl)-2,6-dimethyl-3,5-dimethoxycarbonyl-1,4-dihydropyridine (21829-09-4,161838-99-9)

Guidance literature:

With 2C₂₂H₁₄N₂O₄^(2-)*3Mn⁽²⁺⁾*2C₅H₇O₂^(1-)*5H₂O; ammonium acetate; In neat (no solvent); at 65 ℃; for 0.416667h; Green chemistry;

DOI:10.1039/c9nj04977k

Reference yield: 95.0%

methoxy acetoacetate (105025-71-6) + 4-nitrobenzaldehdye (555-16-8) → 4-(4-nitrophenyl)-2,6-dimethyl-3,5-dimethoxycarbonyl-1,4-dihydropyridine (21829-09-4,161838-99-9)

Guidance literature:

With ammonium acetate; In neat (no solvent); at 60 ℃; for 0.333333h;

DOI:10.1039/c3ta12476b

Reference yield: 92.0%

levulinic acid methyl ester (624-45-3) + 4-nitrobenzaldehdye (555-16-8) → 4-(4-nitrophenyl)-2,6-dimethyl-3,5-dimethoxycarbonyl-1,4-dihydropyridine (21829-09-4,161838-99-9)

Guidance literature:

With ammonium acetate; In neat (no solvent); at 55 ℃; for 4h; Green chemistry;

DOI:10.1055/s-0034-1379477

upstream raw materials:

dimethyl 4-phenyl-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate

4-nitrobenzaldehdye

acetoacetic acid methyl ester

methyl 3-aminocrotonate

Downstream raw materials:

(6R,6aR)-2,4,8-Trimethyl-6-(4-nitro-phenyl)-2,3,8,9-tetrahydro-1H,6H,7H-2,3a,8-triaza-phenalene-5,6a-dicarboxylic acid dimethyl ester

2-(2-Dimethylamino-ethyl)-6-methyl-4-(4-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester

2,6-Bis-(2-dimethylamino-ethyl)-4-(4-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester; hydrochloride

2-Methyl-4-(4-nitro-phenyl)-6-[2-(4-phenyl-piperazin-1-yl)-ethyl]-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester

Refernces

• 1、 Aryanejad, Sima,Bagherzade, Ghodsieh,Moudi, Maryam. "Green synthesis and characterization of novel Mn-MOFs with catalytic and antibacterial potentials". . p. 1508 - 1516. Retrieved 2020/02/06.
• 2、 Hajiashrafi, Taraneh,Karimi, Meghdad,Heydari, Akbar,Tehrani, Alireza Azhdari. "Erbium-Organic Framework as Heterogeneous Lewis Acid Catalysis for Hantzsch Coupling and Tetrahydro-4H-Chromene Synthesis". . p. 453 - 462. Retrieved 2017/02/18.