Skip to main content

Nifedipine

ADVERTISEMENT
Identification
Molecular formula
C17H18N2O6
CAS number
21829-25-4
IUPAC name
O5-[2-[benzyl(methyl)amino]ethyl] O3-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
State
State

At room temperature, Nifedipine is a solid. It is stable under normal temperatures and pressures, but due to its susceptibility to light, it should be handled in minimal light to prevent decomposition.

Melting point (Celsius)
172.00
Melting point (Kelvin)
445.15
Boiling point (Celsius)
500.00
Boiling point (Kelvin)
773.15
General information
Molecular weight
346.34g/mol
Molar mass
346.3360g/mol
Density
1.4140g/cm3
Appearence

Nifedipine appears as a yellow crystalline powder. It is odorless and is often used in its crystalline form in pharmaceutical preparations. Due to its light-sensitive nature, it is commonly stored in light-resistant containers to maintain its structural integrity.

Comment on solubility

Solubility of O5-[2-[benzyl(methyl)amino]ethyl] O3-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

The solubility of the compound C17H18N2O6 can be complex, owing to its unique molecular structure. Understanding its solubility involves considering several factors:

  • Polarity: The presence of multiple polar functional groups in the compound suggests that it may have a moderate level of solubility in polar solvents such as water.
  • Hydrogen Bonding: The multiple oxygen atoms can engage in hydrogen bonding, enhancing solubility in hydrogen-bond donating solvents.
  • Aromaticity: The benzyl and nitrophenyl groups may also affect solubility due to their hydrophobic nature, potentially decreasing solubility in very polar environments.

For practical purposes, it is important to note:

  • The solubility is likely to be greater in organic solvents like ethanol and dimethyl sulfoxide (DMSO) than in water.
  • The presence of dicarboxylate groups suggests ionic solubility properties, which can further complicate solubility in varying pH conditions.

Ultimately, the solubility of this compound may vary significantly based on the solvent environment and temperature. Understanding these nuances is crucial for applications in pharmaceutical and chemical industries. As one researcher put it, "The solubility behavior of a compound is often a dance of its molecular characteristics with external conditions."

Interesting facts

Interesting Facts About O5-[2-[benzyl(methyl)amino]ethyl] O3-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

This compound is a fascinating member of the dihydropyridine family, often studied for its pharmacological properties, particularly as a calcium channel blocker. It combines elements that are quite prevalent in medicinal chemistry, showcasing how diverse and complex organic compounds can be. Here are some key points about this intriguing compound:

  • Medical Relevance: Compounds like this one are often investigated for their potential to treat cardiovascular diseases. The dihydropyridine core is particularly noted for its ability to antagonize calcium channels, thus having a vital role in vascular smooth muscle relaxation.
  • Synthetic Pathways: The synthetic route for compounds of this nature often involves multi-step processes, which may include the use of intermediate compounds for introducing specific functional groups. This highlights the vibrant creativity inherent in organic synthesis.
  • Functional Groups: The presence of various functional groups such as nitro, carboxylates, and amines plays a critical role in its biological activity, impacting both its solubility and reactivity. Understanding these groups is essential for predicting how the compound interacts in biological systems.
  • Structure-Activity Relationship (SAR): The structural variations within this class of compounds make them ideal candidates for SAR studies, allowing scientists to hone in on modifications that enhance efficacy or reduce side effects.
  • Potential for Innovation: With ongoing research into modifying compounds like this to enhance their therapeutic profiles, the potential for new drug development is a significant area of interest. The exploration of less common substituents can lead to breakthroughs in treatment methodologies.

As the field of medicinal chemistry evolves, the investigation of such compounds continues to promise exciting developments in drug discovery and therapy. It's a beautiful example of how chemistry can bridge the gap between the laboratory and real-world medical applications!

Synonyms
nicardipine
55985-32-5
Nicardipino
Nicardipinum
Perpidine
Nicardipinum [INN-Latin]
Nicardipino [INN-Spanish]
Nicardipine (stn)
(+/-)-Nicardipine
CHEBI:7550
EINECS 259-932-3
Cardene
Nicardipine (INN)
BRN 0504321
DTXSID6023363
UNII-CZ5312222S
YC-93 (free base)
Cardene (TN)
CZ5312222S
DTXCID903363
3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, 2-(benzylmethylamino)ethyl methyl ester
3-(2-(benzyl(methyl)amino)ethyl) 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
5-O-[2-[benzyl(methyl)amino]ethyl] 3-O-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
2-(Benzylmethylamino)ethyl methyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)pyridine-3,5-dicarboxylate
3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, methyl 2-(methyl(phenylmethyl)amino)ethyl ester
NCGC00015747-03
NICARDIPINE [INN]
Nicardipinum (INN-Latin)
Nicardipino (INN-Spanish)
Nicardipine [INN:BAN]
3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, methyl 2-[methyl(phenylmethyl)amino]ethyl ester
Methyl 2-(benzyl-methyl-amino)ethyl2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
3,5-PYRIDINEDICARBOXYLIC ACID, 1,4-DIHYDRO-2,6-DIMETHYL-4-(3-NITROPHENYL)-, 3-METHYL 5-(2-(METHYL(PHENYLMETHYL)AMINO)ETHYL) ESTER
3-{2-[benzyl(methyl)amino]ethyl} 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
CAS-55985-32-5
nicardipina
nicardipineum
rac-nicardipine
racemic nicardipine
(RS)-nicardipine
(+-)-nicardipine
(R,S)-nicardipine
YC-93 free base
Spectrum_001372
NICARDIPINE [MI]
Prestwick0_000383
Prestwick1_000383
Prestwick2_000383
Prestwick3_000383
Spectrum2_001415
Spectrum3_001452
Spectrum4_000422
Spectrum5_001320
NICARDIPINE [VANDF]
CHEMBL1484
CBiol_001802
Lopac0_000809
Oprea1_436998
SCHEMBL34277
BSPBio_000565
BSPBio_001389
BSPBio_002943
KBioGR_000109
KBioGR_000744
KBioSS_000109
KBioSS_001852
NICARDIPINE [WHO-DD]
BIDD:GT0621
DivK1c_000540
SPBio_001490
SPBio_002486
BPBio1_000623
GTPL2559
CHEMBL3302409
KBio1_000540
KBio2_000109
KBio2_001852
KBio2_002677
KBio2_004420
KBio2_005245
KBio2_006988
KBio3_000217
KBio3_000218
KBio3_002443
C08CA04
CHEBI:180905
NINDS_000540
Bio1_000088
Bio1_000577
Bio1_001066
Bio2_000109
Bio2_000589
HMS1791F11
HMS1989F11
HMS2089C09
HMS3886G17
BCP21397
EX-A4680
Tox21_110211
BDBM50101815
s5255
AKOS001637090
AKOS040744847
Tox21_110211_1
CCG-204893
CS-3685
DB00622
FN65103
SDCCGSBI-0050786.P004
IDI1_000540
IDI1_033859
NCGC00015747-02
NCGC00015747-04
NCGC00015747-05
NCGC00015747-06
NCGC00015747-07
NCGC00015747-09
NCGC00015747-11
NCGC00015747-18
NCGC00162262-01
NCGC00162262-02
NCGC00162262-03
NCGC00162262-04
1ST10213
AC-19947
AC-36578
AS-56335
HY-12515
methyl 2-[methyl(phenylmethyl)amino]ethyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
PD033077
PD156023
SBI-0050786.P003
DB-052833
AB00514658
NS00002168
A12641
C07264
D08270
EN300-708781
AB00053604-03
AB00053604_04
AB00053604_05
L000715
Q729213
BRD-A26711594-001-02-7
BRD-A26711594-003-05-6
BRD-A26711594-003-06-4
BRD-A26711594-003-08-0
BRD-A26711594-003-10-6
106664-28-2
2,6-dimethyl-3-methoxycarbonyl-4-(3-nitrophenyl)-5-[ 2-(N-benzyl-N-methylamino)ethoxycarbonyl]-1,4-dihydropyridine
2-(benzyl(methyl)amino)ethyl methyl (4RS)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
2-(Benzylmethylamino) ethyl methyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxylate
2-(BENZYLMETHYLAMINO)ETHYL METHYL 1,4-DIHYDRO-2,6-DIMETHYL-4-(M-NITROPHENYL)-3,5-PYRIDINEDICARBOXYLATE
2-(Benzylmethylamino)ethyl methyl 1.4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxylate
2-(N-benzyl-N-methylamino)ethyl methyl 2,6-dimethyl-4(m-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
2-[benzyl(methyl)amino]ethyl methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
259-932-3
3,5_Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, methyl 2-(methyl(phenylmethyl)amino)ethyl ester
3-(2-[Benzyl(methyl)amino]ethyl) 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydro-3,5-pyridinedicarboxylate #
5-O-[2-[Benzyl(methyl)amino]ethyl] 3-O-methyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
O5-methyl O3-[2-(methyl-(phenylmethyl)amino)ethyl] 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate