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Isradipine

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Identification
Molecular formula
C19H21N3O5
CAS number
75695-93-1
IUPAC name
isopropyl 4-(2,1,3-benzoxadiazol-4-yl)-2,6-dimethyl-5-nitro-1,4-dihydropyridine-3-carboxylate
State
State

At room temperature, Isradipine is a solid with a crystalline structure.

Melting point (Celsius)
168.00
Melting point (Kelvin)
441.15
Boiling point (Celsius)
392.00
Boiling point (Kelvin)
665.15
General information
Molecular weight
371.39g/mol
Molar mass
371.3630g/mol
Density
1.3500g/cm3
Appearence

Isradipine appears as a yellow crystalline powder. It is practically insoluble in water but soluble in alcohol and some organic solvents.

Comment on solubility

Solubility of Isopropyl 4-(2,1,3-benzoxadiazol-4-yl)-2,6-dimethyl-5-nitro-1,4-dihydropyridine-3-carboxylate

The solubility of isopropyl 4-(2,1,3-benzoxadiazol-4-yl)-2,6-dimethyl-5-nitro-1,4-dihydropyridine-3-carboxylate (C19H21N3O5) presents interesting characteristics due to its complex molecular structure. It is important to consider the following factors that influence its solubility:

  • Polar and Nonpolar Interactions: The presence of multiple functional groups, including nitro and carboxylate, contributes to the compound's polarity. This can enhance solubility in polar solvents such as water and alcohols.
  • Hydrophobic Regions: The isopropyl and benzoxadiazol moieties create hydrophobic areas that may limit solubility in purely aqueous solutions.
  • pH Dependence: The solubility of the compound may vary with pH, as the ionization of the carboxylate group can affect hydrophilicity.
  • Concentration: Higher concentrations of the compound may lead to precipitation, thereby affecting its solubility in a given solvent.

In summary, while this compound may demonstrate moderate solubility in polar solvents, its hydrophobic characteristics can lead to variable solubility profiles. This highlights the significance of solvent choice when working with such complex chemical structures. Understanding these solubility traits is crucial for optimizing its use in applications ranging from pharmaceuticals to materials science.

Interesting facts

Interesting Facts about Isopropyl 4-(2,1,3-benzoxadiazol-4-yl)-2,6-dimethyl-5-nitro-1,4-dihydropyridine-3-carboxylate

Isopropyl 4-(2,1,3-benzoxadiazol-4-yl)-2,6-dimethyl-5-nitro-1,4-dihydropyridine-3-carboxylate is a compound that merges *biological significance* with *chemical complexity*. Here are some fascinating insights into this compound:

  • Pharmaceutical Potential: This compound belongs to the class of dihydropyridines which are well-known for their role as calcium channel blockers, making them integral in the treatment of cardiovascular diseases.
  • Unique Structural Features: The compound includes a benzoxadiazole moiety, which is often appreciated for its *fluorescent properties*. This can be advantageous in biochemical applications such as fluorescent markers.
  • Synthetic Routes: The synthesis of this compound exemplifies the intricate *organic synthesis* techniques utilized to construct multicomponent molecules, showcasing the skill required in modern organic chemistry labs.
  • Mechanistic Insights: Studying compounds like this one is essential to understanding how minor changes in molecular structure can lead to substantial variations in biological activity and reactivity.
  • Importance in Material Science: Given its unique properties, there is ongoing research into how derivatives of this compound could be used in developing new materials for sensors or electronic devices, illustrating the crossover between *organic chemistry and materials science*.

As a chemistry student or researcher, delving into such compounds opens up exciting avenues for both exploration and discovery in the realms of *medicine, materials, and molecular chemistry*. The intricate balance of structure and function in molecules like this one highlights the beauty of chemical science.

Synonyms
SZ(+)-(S)-202-791
propan-2-yl 4-(2,1,3-benzoxadiazol-4-yl)-2,6-dimethyl-5-nitro-1,4-dihydropyridine-3-carboxylate
Isopropyl 4-(benzo[c][1,2,5]oxadiazol-4-yl)-2,6-dimethyl-5-nitro-1,4-dihydropyridine-3-carboxylate
GTPL4318
SCHEMBL9187081
SDZ-202 791 S(+)
Q27088904
isopropyl-4-(2,1,3-benzoxadiazol-4-yl)-1,4-dihydro-2,6-dimethyl-5-nitro-3-pyridine carboxylate