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Lercanidipine

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Identification
Molecular formula
C36H41N3O6
CAS number
100427-26-7
IUPAC name
O5-[2-(4-benzhydrylpiperazin-1-yl)ethyl] O3-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
State
State

At room temperature, lercanidipine is in a solid state. It is usually manipulated in laboratories and industrial settings as a fine powder, often used in the production of pharmaceuticals.

Melting point (Celsius)
196.00
Melting point (Kelvin)
469.15
Boiling point (Celsius)
515.00
Boiling point (Kelvin)
788.15
General information
Molecular weight
611.73g/mol
Molar mass
611.6910g/mol
Density
1.2300g/cm3
Appearence

Lercanidipine is typically found as a pale yellow powder. It is odorless and has a crystalline structure. The compound is often micronized to increase its bioavailability in pharmaceutical formulations.

Comment on solubility

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

The solubility of the compound O5-[2-(4-benzhydrylpiperazin-1-yl)ethyl] O3-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate (C36H41N3O6) can be characterized as follows:

  • Solvent Properties: This compound displays varying degrees of solubility in different solvents. Typically, it's more soluble in organic solvents such as ethanol and dimethyl sulfoxide (DMSO), while aqueous solubility is often limited.
  • Temperature Influence: Increased temperature usually enhances solubility in organic solvents. However, the effect on water solubility may differ.
  • pH Sensitivity: The solubility might be pH dependent, particularly since it contains multiple acidic and basic functional groups which could ionize at different pH levels.
  • Practical Implications: Due to its limited water solubility, this compound might pose challenges during formulation for pharmaceutical applications, necessitating the use of solubilizing agents or alternative delivery methods.

In summary, understanding the solubility characteristics of O5-[2-(4-benzhydrylpiperazin-1-yl)ethyl] O3-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate is crucial for optimizing its use in various chemical and pharmaceutical applications. As the saying goes, “Like dissolves like,” emphasizing the importance of solvent selection in achieving effective solubility.

Interesting facts

Interesting Facts about O5-[2-(4-benzhydrylpiperazin-1-yl)ethyl] O3-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

This compound represents a fascinating class of molecules known as dihydropyridines, which serve as important precursors in organic synthesis and exhibit various biological activities. Here are some remarkable attributes of this particular compound:

  • Pharmacological Potential: Dihydropyridines are known for their use as calcium channel blockers, which are crucial in treating conditions like hypertension and angina. The presence of specific substituents can enhance their selectivity and potency.
  • Structural Diversity: The complex structure includes a piperazine moiety and a nitrophenyl group, introducing speculative possibilities for tailoring its functionality in medicinal chemistry.
  • Research Applications: Compounds with similar structures are often explored in drug discovery, particularly for conditions such as cardiovascular diseases and mental disorders.
  • Multifunctionality: The dicarboxylate group contributes to the compound's potential dual-action nature, potentially influencing both pharmacokinetics and drug-receptor interactions.

Moreover, the intricate synthesis of such compounds can be a challenging yet rewarding endeavor in the laboratory. The design of substituted dihydropyridines like this one underscores the importance of structure-activity relationships (SAR) in drug development. As noted by many chemists, *“The beauty of chemistry lies in its ability to create compound structures that can have life-saving properties.”*
Exploring the interactions and stability of this compound at a molecular level can lead to a deeper understanding of its therapeutic potential.

Synonyms
manidipine
89226-50-6
Franidipine
120092-68-4
Artedil
Manidipine 6300
Iperten
Manidipine [INN]
3-(2-(4-Benzhydrylpiperazin-1-yl)ethyl) 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
(+/-)-Manidipine
Manidipino
CV 4093
Manidipine 6300 [INN]
Manidipine (INN)
Artedil (TN)
Manidipine (Manyper)
3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, 3-[2-[4-(diphenylmethyl)-1-piperazinyl]ethyl] 5-methyl ester
5-O-[2-(4-benzhydrylpiperazin-1-yl)ethyl] 3-O-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
MANIDIPINE [MI]
MFCD00871291
6O4754US88
MANIDIPINE [WHO-DD]
CHEMBL312176
2-(4-Diphenylmethyl-1-piperazinyl)ethyl methyl-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate
DTXSID2043745
3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, 2-(4-(diphenylmethyl)-1-piperazinyl)ethyl methyl ester
3-{2-[4-(diphenylmethyl)piperazin-1-yl]ethyl} 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid O5-[2-[4-(diphenylmethyl)-1-piperazinyl]ethyl] ester O3-methyl ester
2-(4-(DIPHENYLMETHYL)-1-PIPERAZINYL)ETHYL METHYL (+/-)-1,4-DIHYDRO-2,6-DIMETHYL-4-(M-NITROPHENYL)-3,5-PYRIDINECARBOXYLATE
3,5-PYRIDINEDICARBOXYLIC ACID, 1,4-DIHYDRO-2,6-DIMETHYL-4-(3-NITROPHENYL)-, 3-(2-(4-(DIPHENYLMETHYL)-1-PIPERAZINYL)ETHYL) 5-METHYL ESTER
SMR003500793
NCGC00167493-01
NCGC00167493-04
manidipine, (+-)-isomer
manidipinum
UNII-6O4754US88
1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-Pyridinedicarboxylic acid 3-[2-[4-(diphenylmethyl)-1-piperazinyl]ethyl] 5-methyl ester; 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, 2-[4-(diphenylmethyl)-1-piperazinyl]ethyl methyl ester (9CI); (+/-)-Manidipine; Franidipine; Manidipine; Manidipine 6300
3-(2-(4-(diphenylmethyl)piperazin-1-yl)ethyl) 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
5-O-(2-(4-benzhydrylpiperazin-1-yl)ethyl) 3-O-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
CV4093; Franidipine
Manidipine(CV-4093)
SCHEMBL49368
2-[4-(diphenylmethyl)piperazin-1-yl]ethyl methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
MLS004774156
MLS006011791
DTXCID0023745
GTPL11739
C08CA11
ANEBWFXPVPTEET-UHFFFAOYSA-N
CHEBI:135849
BDBM642534
HMS2089K12
HMS3264H11
HMS3656C06
HMS3884D21
BCP21717
HY-B0419
SYB71854
BDBM50227969
s2481
STK635322
AKOS003589070
AKOS016842350
BCP9000893
BCP9000919
CCG-213069
DB09238
DS-1275
US20230414632, Compound I-g
NCGC00167493-02
NCGC00167493-03
1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid 2-[4-(diphenylmethyl)-1-piperazinyl]ethyl methyl ester
SY112666
DB-041526
DB-239666
NS00001355
SW219347-1
D08155
SBI-0653413.0001
AB01274741-01
AB01274741-02
AB01274741-03
AB01274741_04
AB01274741_05
Q921133
SR-05000002134
SR-05000002134-1
BRD-A90695733-001-01-7
BRD-A90695733-001-06-6
BRD-A90695733-001-07-4
BRD-A90695733-001-08-2
BRD-A90695733-300-02-1
CV 4093;CV-4093;CV4093;Franidipine;89226-50-6
2-[4-(Diphenylmethyl)-1-Piperazinyl]Ethyl Methyl 2,6-Dimethyl-4-(3-Nitrophenyl)-1,4-Dihydro-3,5-Pyridinedicarboxylate
3,5-Pyridinedicarboxylic acid,1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-,2-[4-(diphenylmethyl)-1-piperazinyl]ethyl methyl ester, (+/-)-
3,5-Pyridinedicarboxylic acid,1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-,2-[4-(diphenylmethyl)-1-piperazinyl]ethyl methyl ester, (A+/-)-
3-(2-(4-Benzhydrylpiperazin-1-yl)ethyl)5-methyl2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
855-394-4