ChemicalBook--->CAS DataBase List--->21881-77-6

21881-77-6

21881-77-6 Structure

21881-77-6 Structure
IdentificationBack Directory
[Name]

M-NIFEDIPINE
[CAS]

21881-77-6
[Synonyms]

BAY-a-4339
M-NIFEDIPINE
Einecs 244-628-5
Nicardipine USP RC C
Benidipine impurity D
Nitrendipine Impurity 2
M-Nifedipine Impurity 11
Lercanidipine Impurity F
Nicardipine dimethyl ester
Nitrendipine EP Impurity B
Dimethyl 2,6-Dimethyl-4-(3-nitrophe
Nicardipine Hydrochloride EP impurity C
Nicardipine Impurity 3(Nicardipine EP Impurity C)
Lercanidipine Dimethyl Ester Impurity (Nitrendipine EP Impurity B)
DIMETHYL-2,6-DIMETHYL-4(3-NITROPHENYL)-1,4-DIHYDROPYRIDINE-3,5-DICARBOXYLATE
Dimethyl-2,6-dimethyl-4(3-nitrophenyl)-1,4-dihydrpyridine- 3-5-dicarboxylate
dimethyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate
DiMethyl 4-(M-nitrophenyl)-2,6-diMethyl-1,4-dihydro-3,5- pyridinedicarboxylate
1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3.5-pyridinecarboxylic acid dimethyl ester
1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid dimethyl ester
1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylic acid dimethyl ester
4-(3-Nitrophenyl)-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylic acid dimethyl ester
4-(3-Nitrophenyl)-2,6-dimethyl-1,4-dihydro-3,5-pyridinedicarboxylic acid dimethyl ester
1,4-Dihydro-2,6-dimethyl-4β-(3-nitrophenyl)pyridine-3,5-dicarboxylic acid dimethyl ester
3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophen yl)-, dimethyl ester
1,4-Dihydro-2,6-diMethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic Acid 3,5-DiMethyl Ester
3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, 3,5-dimethyl ester
DIMETHYL-2,6-DIMETHYL-4(3-NITROPHENYL)-1,4-DIHYDRPYRIDINE-3,5-DICARBOXYLATE(LERCANIDIPINE INTERMEDIATE)
DIMETHYL-2,6-DIMETHYL-4(3-NITROPHENYL)-1,4-DIHYDRPYRIDINE-3-5-DICARBOXYLATE/LERCANIDIPINEOFINTERMEDIATER-1
[EINECS(EC#)]

244-628-5
[Molecular Formula]

C17H18N2O6
[MDL Number]

MFCD00195480
[MOL File]

21881-77-6.mol
[Molecular Weight]

346.33
Chemical PropertiesBack Directory
[Melting point ]

211-213℃
[Boiling point ]

478.1±45.0 °C(Predicted)
[density ]

1.271±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[solubility ]

Chloroform (Slightly, Sonicated), DMSO (Slightly), Methanol (Slightly, Heated)
[form ]

Solid
[pka]

2.71±0.70(Predicted)
[color ]

Off-White to Light Yellow
[Major Application]

pharmaceutical (small molecule)
[InChI]

1S/C17H18N2O6/c1-9-13(16(20)24-3)15(14(10(2)18-9)17(21)25-4)11-6-5-7-12(8-11)19(22)23/h5-8,15,18H,1-4H3
[InChIKey]

MCTRZKAKODSRLQ-UHFFFAOYSA-N
[SMILES]

[N+](=O)([O-])c1cc(ccc1)C2C(=C(NC(=C2C(=O)OC)C)C)C(=O)OC
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P264-P270-P301+P312-P330-P501
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Hazard InformationBack Directory
[Uses]

m-Nifedipine is an impurity of Nifedipine (N457000). Nicardipine USP Related Compound C.
[Synthesis]

3-Nitrobenzaldehyde

99-61-6

Methyl acetoacetate

105-45-3

M-NIFEDIPINE

21881-77-6

a) Synthesis of dimethyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate A mixture of 75.5 g (0.50 mol) of 3-nitrobenzaldehyde, 116 g (1.00 mol) of methyl acetoacetate, and 55 mL (1.50 mol) of 28% ammonia solution was heated to reflux for 5 hours in 150 mL of methanol. After completion of the reaction, the precipitate was collected by filtration and the filter cake was purified by washing with hot anhydrous ethanol to give 133.5 g of yellow powdery product. The melting point (determined by Kofler's method) was 208°C. The yield was 77.2%.

[References]

[1] Synthetic Communications, 2012, vol. 42, # 3, p. 454 - 459
[2] Heteroatom Chemistry, 2006, vol. 17, # 4, p. 267 - 271
[3] Catalysis Communications, 2015, vol. 72, p. 63 - 67
[4] Patent: CN107141249, 2017, A. Location in patent: Paragraph 0134; 0135
[5] Monatshefte fur Chemie, 2006, vol. 137, # 1, p. 77 - 81
Spectrum DetailBack Directory
[Spectrum Detail]

M-NIFEDIPINE(21881-77-6)1HNMR
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