M-Nifedipine

Base Information

• Chemical Name: M-Nifedipine
• CAS No.: 21881-77-6
• Molecular Formula: C17H18 N2 O6
• Molecular Weight: 346.34
• Hs Code.: 2933399090
• European Community (EC) Number: 244-628-5
• UNII: N8WQO7VQ30
• DSSTox Substance ID: DTXSID40944479
• Nikkaji Number: J225.467K
• ChEMBL ID: CHEMBL25676,CHEMBL1098880,CHEMBL1505205
• Mol file: 21881-77-6.mol

Synonyms:1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid dimethyl ester;2,6-dimethyl-3,5-dicarbomethoxy-4-(3-nitrophenyl)-1,4-dihydropyridine;3-nifedipine;Bay A4339;m-nifedipine

Chemical Property of M-Nifedipine

Chemical Property:

• Vapor Pressure: 2.65E-09mmHg at 25°C
• Melting Point: 211-213℃
• Boiling Point: 478.1°Cat760mmHg
• PKA: 2.71±0.70(Predicted)
• Flash Point: 242.9°C
• PSA: 110.45000
• Density: 1.271g/cm³
• LogP: 3.02760
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly, Sonicated), DMSO (Slightly), Methanol (Slightly, Heated)
• 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: 608

Purity/Quality:

99% min ^*data from raw suppliers

m-Nifedipine ^*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(=CC=C2)[N+](=O)[O-])C(=O)OC
• Uses: m-Nifedipine is an impurity of Nifedipine (N457000). Nicardipine USP Related Compound C.

Technology Process of M-Nifedipine

There total 26 articles about M-Nifedipine 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: 98.0%

3-nitro-benzaldehyde (99-61-6) + acetoacetic acid methyl ester (105-45-3) + methyl 3-aminocrotonate (14205-39-1) → m-nifedipine (21881-77-6)

Guidance literature:

With sodium tosylate; In water; for 0.3h; Reagent/catalyst; Time; Microwave irradiation; Reflux; Green chemistry;

DOI:10.1021/op010026q

Reference yield: 95.0%

3-Nitrobenzyl alcohol (619-25-0) + acetoacetic acid methyl ester (105-45-3) → m-nifedipine (21881-77-6)

Guidance literature:

With ammonium hydroxide; hydrogen bromide; dimethyl sulfoxide; In water; at 75 ℃; for 2.53333h;

DOI:10.1016/j.tetlet.2018.10.010

Reference yield: 87.3%

methyl 2-(3-nitrophenylmethylene)acetoacetate (39562-17-9) + methyl 3-aminocrotonate (14205-39-1) → m-nifedipine (21881-77-6)

Guidance literature:

In ethanol; at 40 - 50 ℃; Solvent;

upstream raw materials:

3-nitro-benzaldehyde

acetoacetic acid methyl ester

methanol

methyl (Z)-2-(3-nitrobenzylidene)-3-oxobutanoate

Downstream raw materials:

1,4-dihydro-4-(3-aminophenyl)-2,6-dimethyl-3,5-pyridinedicarboxylic acid,dimethyl ester

methyl 2-methyl-4-(3-nitrophenyl)-5-oxo-1,4,5,7-tetrahydro-furo<3,4-b>pyridine-3-carboxylate

Dimethyl 2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate

4-(3-hydroxyamino-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester