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Nitrendipine

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Identification
Molecular formula
C18H20N2O6
CAS number
39562-70-4
IUPAC name
O5-[3-(4,4-diphenyl-1-piperidyl)propyl] O3-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
State
State

At room temperature, Nitrendipine is a solid substance, forming a stable crystalline powder.

Melting point (Celsius)
158.50
Melting point (Kelvin)
431.65
Boiling point (Celsius)
300.00
Boiling point (Kelvin)
573.00
General information
Molecular weight
360.37g/mol
Molar mass
360.3870g/mol
Density
1.3450g/cm3
Appearence

Nitrendipine is a yellow crystalline powder. It is insoluble in water but soluble in ethanol and chloroform.

Comment on solubility

Solubility of O5-[3-(4,4-diphenyl-1-piperidyl)propyl] O3-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

The solubility characteristics of the compound with the formula C18H20N2O6 present a fascinating topic due to its structural complexity and functional groups. Several factors influence the solubility of this compound:

  • Polarity: The presence of multiple functional groups, such as carboxylate and nitrophenyl, suggests varying degrees of polarity which can influence solubility in polar versus non-polar solvents.
  • Hydrogen Bonding: The ability to form hydrogen bonds can greatly enhance solubility in polar solvents, such as water, particularly with functional groups like carboxylic acids.
  • Steric Hindrance: The bulky diphenyl and piperidine groups may hinder solvation, potentially leading to lower solubility in some organic solvents.
  • pH Dependence: The dicarboxylate nature may make solubility pH-dependent, with solubility possibly increasing in alkaline conditions due to the deprotonation of carboxylic acids.

In summary, while the overall solubility of this compound can be expected to be moderate due to the balancing act between hydrophilic and hydrophobic characteristics, the exact solubility profile would require empirical analysis in various solvents to determine practical applications in pharmaceuticals or other fields.

Interesting facts

Interesting Facts about O5-[3-(4,4-diphenyl-1-piperidyl)propyl] O3-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

This compound, a member of the dihydropyridine family, exhibits a fascinating array of characteristics that underscore its significance in the field of organic chemistry. Dihydropyridines are well-known for their biological activities, predominantly as calcium channel blockers, which contribute to their therapeutic potential in treating cardiovascular diseases.

Key Features:

  • Pharmacological Importance: Compounds in this category, especially those modified with various substituents, often demonstrate enhanced bioactivity and selectivity. This particular structure includes a nitrophenyl group, which can influence the compound’s interactions with biological targets.
  • Structural Complexity: The presence of a piperidine moiety, coupled with diphenyl and dicarboxylate groups, adds to the complexity of this compound, which may lead to unique properties and activities in pharmacological studies.
  • Multi-Functional Potential: The various functional groups present in this compound grant it versatility, allowing it to potentially act on multiple biological pathways, an attribute often sought after in drug design.

Given these attributes, researchers are keenly interested in examining this compound for its therapeutic effects. As stated by many chemists, "The beauty of organic compounds lies in their intricate design and the promise they hold in medicinal applications." With ongoing research, compounds like this one are paving the way for new advances in medicinal chemistry and molecular pharmacology.

In summary, the structural features and the potential applications of O5-[3-(4,4-diphenyl-1-piperidyl)propyl] O3-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate make it a valuable candidate for further exploration, and it exemplifies the relationship between structure and function in organic compounds.

Synonyms
NIGULDIPINE
102993-22-6
Niguldipino
Niguldipinum
Niguldipinum [Latin]
(+/-)-Niguldipine
Niguldipino [Spanish]
DL-Niguldipine
CHEBI:7572
5-O-[3-(4,4-diphenylpiperidin-1-yl)propyl] 3-O-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
B859-35
B 844-39
6Q39TPF0GL
B8509-035
3-((4,4-Diphenyl-1-piperidinyl)propyl)-5-methyl-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate hydrochloride
CHEMBL1275655
Niguldipinum (Latin)
3-Methyl-5-(3-(4,4-diphenyl-1-piperidinyl)propyl)-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate
NCGC00163135-01
DNIG
3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, 3-(4,4-diphenyl-1-piperidinyl)propyl methyl ester
3-(3-(4,4-Diphenylpiperidin-1-yl)propyl) 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate;3-(3-(4,4-Diphenylpiperidin-1-yl)propyl) 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
NIGULDIPINE [WHO-DD]
UNII-6Q39TPF0GL
3-(3-(4,4-diphenylpiperidin-1-yl)propyl) 5-methyl (4S)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
3-[3-(4,4-diphenylpiperidin-1-yl)propyl] 5-methyl (4S)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
Niguldipine Free Base
BSPBio_001395
KBioGR_000115
KBioSS_000115
SCHEMBL245993
DTXSID7048407
KBio2_000115
KBio2_002683
KBio2_005251
KBio3_000229
KBio3_000230
NIGULDIPINE, (+/-)-
Bio2_000115
Bio2_000595
HMS1791F17
HMS1989F17
HMS2089H19
BDBM50180663
CA-216
IDI1_033865
QTL1_000061
NCGC00163135-02
NCGC00163135-03
NCGC00163135-04
NCI60_005267
DB-041154
AB01275457-01
L001049
BRD-A62336480-001-02-5
Q13566125
3,5-PYRIDINEDICARBOXYLIC ACID, 1,4-DIHYDRO-2,6-DIMETHYL-4-(3-NITROPHENYL)-, 3-(3-(4,4-DIPHENYL-1-PIPERIDINYL)PROPYL) 5-METHYL ESTER
O5-[3-(4,4-diphenyl-1-piperidyl)propyl] O3-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate