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Nifedipine

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Identification
Molecular formula
C17H18F3N3O6
CAS number
21829-25-4
IUPAC name
methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate
State
State

At room temperature, nifedipine is typically in a solid state.

Melting point (Celsius)
172.00
Melting point (Kelvin)
445.20
Boiling point (Celsius)
518.90
Boiling point (Kelvin)
792.00
General information
Molecular weight
346.34g/mol
Molar mass
346.3350g/mol
Density
1.3000g/cm3
Appearence

Nifedipine is a bright yellow crystalline powder. It is generally found as an odorless solid but can change color with exposure to light.

Comment on solubility

Solubility of Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate

The solubility of methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate (C17H18F3N3O6) is influenced by several factors associated with its unique structure and functional groups. Here are key points to consider regarding its solubility:

  • Polarity: The compound features a nitro group and a trifluoromethyl group, both of which are polar. This suggests that the molecule may exhibit higher solubility in polar solvents.
  • Hydrophobic Interactions: The presence of multiple methyl groups contributes to hydrophobic characteristics, potentially diminishing solubility in water but increasing it in organic solvents.
  • Solvent Compatibility: It is likely soluble in dimethyl sulfoxide (DMSO), ethanol, and other organic solvents due to interactions with the non-polar regions of the molecule.
  • Temperature: As with many organic compounds, solubility may increase with temperature, allowing for more complete dissolution when subjected to elevated temperatures.

In conclusion, the solubility behavior of this compound is a complex interplay of its polar and non-polar features, making it essential to consider solvent choice when attempting solutions. It is prudent to experiment with different conditions to achieve optimal solubility.

Interesting facts

Interesting Facts about Methyl 2,6-Dimethyl-5-Nitro-4-[2-(Trifluoromethyl)phenyl]-1,4-Dihydropyridine-3-Carboxylate

Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate is a fascinating compound that showcases the versatility of organic chemistry. This compound belongs to the class of dihydropyridines, which are known for their role in various biological activities and applications.

Key Characteristics:

  • Pharmacological Potential: Dihydropyridines, including this compound, are often studied for their potential as calcium channel blockers, which can be beneficial in treating cardiovascular diseases.
  • Electronic Properties: The presence of the trifluoromethyl group not only enhances the lipophilicity of the molecule but also influences the electronic characteristics, making it a compound of interest in materials science and drug development.
  • Substituent Effects: The various methyl and nitro substitutions strategically place electron-donating and electron-withdrawing groups, affecting the compound's reactivity and interactions with biological targets.

The synthesis of this compound represents a remarkable challenge and exhibits the intricacies of multi-step reaction mechanisms typical in organic synthesis. As a result, chemists often engage in lively discussions about this molecule while addressing the balance of yields and selectivity in their reactions.

In addition to its pharmacological implications, this compound opens avenues for research into green chemistry practices by exploring more sustainable synthesis methods. With an increasing emphasis on environmental responsibility, the development of eco-friendly synthetic routes is more crucial than ever.

In summary, methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate is an excellent illustration of how nuanced structural modifications can have profound implications in terms of function and application. Its richness in structural diversity not only intrigues chemists but also underscores the endless possibilities within the realm of chemical research.

Synonyms
71145-03-4
Bay K 8644
(+/-)-BAY K 8644
methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate
BAY-K-8644
BayK8644
Bay K8644
BAYK 8644
(+/-)-Bay K8644
3-Pyridinecarboxylic acid, 1,4-dihydro-2,6-dimethyl-5-nitro-4-(2-(trifluoromethyl)phenyl)-, methyl ester
93468-89-4
MLS000028858
CHEBI:34555
Methyl 2,6-dimethyl-5-nitro-4-(2-(trifluoromethyl)phenyl)-1,4-dihydropyridine-3-carboxylate
SMR000058424
1,4-Dihydro-2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-3-pyridinecarboxylic acid, methyl ester
R(+)-BAY K 8644
C16H15F3N2O4
SR-01000075305
CHEMBL283013
Bay-R-5417
(+/-)-Bay K 8644; Methyl 1,4-dihydro-2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-3-pyridinecarboxylate; BAY-k 8644; BK 8644; SQ 28873
rac-methyl 2,6-dimethyl-5-nitro-4-(2-(trifluoromethyl)phenyl)-1,4-dihydropyridine-3-carboxylate
rac-methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate
MFCD00036697
Opera_ID_789
rac-Bay-K-8644
BAY K 8644 racemate
CBiol_001744
Lopac0_000186
BSPBio_001578
MLS001148586
MLS002153190
SCHEMBL133106
(RS)-Bay-K-8644
(y)-Bay K 8644
GTPL2511
Bay K-8644?
CHEMBL1322959
SCHEMBL14612812
CHEBI:131345
Bio1_000030
Bio1_000519
Bio1_001008
DTXSID301017346
HMS1791O20
HMS1989O20
HMS2231A11
HMS2232B12
HMS3260F13
HMS3268C13
HMS3370M19
HMS3371N20
HMS3402O20
HMS3412J07
HMS3676J07
HMS3886L19
(?)-Bay K 8644
BCP15942
BCP23924
BCP24795
EX-A3340
EX-A4933
(+-)-Bay-K-8644
Tox21_500186
BDBM50035800
CA-410
HB1209
HSCI1_000381
s7924
STL213543
AKOS015858973
(+/-)-BAYK8644
CCG-204281
LP00186
SDCCGSBI-0050174.P002
3-pyridine carboxylic acid methyl ester
( inverted question mark)-Bay K 8644
NCGC00015124-03
NCGC00015124-04
NCGC00015124-05
NCGC00015124-06
NCGC00015124-07
NCGC00015124-08
NCGC00015124-13
NCGC00025209-02
NCGC00025209-03
NCGC00025209-04
NCGC00025209-05
NCGC00025209-06
NCGC00260871-01
( inverted exclamation markA)-BAYK8644
AS-16745
BB162780
HY-10588
SMR001230679
(+/-)-BAY-K-8644
NCG-C00025209-02
DS-017737
B-112
CS-0002659
EU-0100186
(+/-)-Bay K8644, calcium channel agonist
BAY K 8644, (+/-)-
E77139
EN300-746258
Q4874027
SR-01000075305-1
SR-01000075305-3
BRD-A05457250-001-03-5
BRD-A05457250-001-04-3
BRD-A05457250-001-08-4
Z1213715450
1,4-Dihydro-2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)-phenyl]-
BAYK 8644; BAYK8644; BAYK-8644;Bay K8644;Bay K 8644
Bay-K-8644 ((R)-(+)-); R-4407; NI-105; (+)-BAY-K-8644;R(+)Bay K 8644
(S)-2,6-Dimethyl-5-nitro-4-(2-trifluoromethyl-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid methyl ester
1,4-Dihydro-2,6-dimethyl-5-nitro-4-(2-[trifluoromethyl]phenyl)pyridine-3-carboxylic acid methyl ester
3-Pyridinecarboxylic acid,1,4-dihydro-2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-, methylester, (+/-)-
3-Pyridinecarboxylic acid,1,4-dihydro-2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-, methylester, (A+/-)-
Methyl 1,4-dihydro-2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-3-pyridinecarboxylate