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Flavoxate

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Identification
Molecular formula
C24H25NO4
CAS number
15301-69-6
IUPAC name
2-(1-piperidyl)ethyl 3-methyl-4-oxo-2-phenyl-chromene-8-carboxylate
State
State

At room temperature, flavoxate exists as a solid. It is usually handled and stored as its hydrochloride salt to improve its solubility and stability when used in pharmaceutical applications.

Melting point (Celsius)
84.50
Melting point (Kelvin)
357.65
Boiling point (Celsius)
420.00
Boiling point (Kelvin)
693.15
General information
Molecular weight
391.47g/mol
Molar mass
392.4680g/mol
Density
1.2334g/cm3
Appearence

Flavoxate hydrochloride appears as a white to off-white crystalline powder. It is typically odorless. In its pure form, flavoxate may appear as a crystalline solid with a slight yellowish tint.

Comment on solubility

Solubility Insights for 2-(1-piperidyl)ethyl 3-methyl-4-oxo-2-phenyl-chromene-8-carboxylate

The solubility of 2-(1-piperidyl)ethyl 3-methyl-4-oxo-2-phenyl-chromene-8-carboxylate (C24H25NO4) is influenced by several factors. Understanding its behavior in various solvents can be crucial for both theoretical and practical applications. Here are some key points regarding its solubility:

  • Polarity: This compound exhibits a balance between hydrophobic (due to the aromatic rings) and hydrophilic (due to the carboxylate group) characteristics, which may result in moderate solubility in polar solvents, such as ethanol and methanol.
  • Solvent Compatibility: It is likely to be poorly soluble in non-polar solvents such as hexane and cyclohexane, primarily due to the chromene structure that can engage in dipole-dipole interactions.
  • pH Sensitivity: The solubility can also vary with pH levels. The carboxylate group might become more ionized in alkaline conditions, potentially increasing the compound's solubility in aqueous solutions.
  • Temperature Effects: General trends of solubility often indicate that an increase in temperature will enhance solubility for many organic compounds, so heating the solvent may improve the dissolution of this compound.

In conclusion, while the solubility of 2-(1-piperidyl)ethyl 3-methyl-4-oxo-2-phenyl-chromene-8-carboxylate can be characterized as moderate under specific conditions, careful consideration of solvent polarity, pH, and temperature is vital for optimal solubility in various applications.

Interesting facts

Interesting Facts about 2-(1-Piperidyl)ethyl 3-methyl-4-oxo-2-phenyl-chromene-8-carboxylate

This compound, a highly intriguing member of the chromene family, boasts a unique structure that combines elements from both organic and medicinal chemistry. Here are some fascinating aspects of this compound:

  • Diverse Applications: Due to its distinct structural features, this compound has potential applications in drug development, particularly in the fields targeting central nervous system disorders. Its piperidyl group may enhance its ability to cross the blood-brain barrier, making it a subject of interest for neuropharmacology.
  • Chromene Derivative: As a chromene derivative, it is related to naturally occurring flavonoids, which are known for their antioxidant, anti-inflammatory, and anticancer properties. Thus, compounds like this one are being studied for their therapeutic potential.
  • Synthetic Importance: The synthetic route to create this compound often involves strategic multi-step processes, which may include reactions such as Friedel-Crafts acylation, among other synthetic methods. Understanding these pathways enriches a chemist’s arsenal of techniques for complex organic synthesis.
  • Structural Complexity: The interplay of the piperidyl moiety and carbonyl functionalities within the chromene framework contributes to the structural complexity and potential reactivity of this compound. Such complexities inspire further research into their chemical behavior and interactions.
  • Research Potential: Current studies are focusing on the derivatives of this compound and their biological activities. These investigations have the potential to lead to the development of new therapeutic agents that can offer improved efficacy and reduced side effects.

In conclusion, 2-(1-piperidyl)ethyl 3-methyl-4-oxo-2-phenyl-chromene-8-carboxylate represents a fascinating intersection of chemistry and medicinal innovation. As researchers continue to decode its properties and applications, the implications for future pharmacological advancements remain both promising and exciting.

Synonyms
flavoxate
15301-69-6
Flavoxato
Flavossato
Flavoxatum
2-(piperidin-1-yl)ethyl 3-methyl-4-oxo-2-phenyl-4H-chromene-8-carboxylate
Bladuril
Flavoxatum [INN-Latin]
Flavoxato [INN-Spanish]
2-piperidin-1-ylethyl 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
4H-1-Benzopyran-8-carboxylic acid, 3-methyl-4-oxo-2-phenyl-, 2-(1-piperidinyl)ethyl ester
EINECS 239-337-5
UNII-3E74Y80MEY
Flavoxate (INN)
3E74Y80MEY
CHEBI:5088
2-Piperidinoethyl 3-methyl-4-oxo-2-phenyl-4H-1-benzopyran-8-carboxylate
2-piperidinoethyl 3-methylflavone-8-carboxylate
beta-piperidinoethyl 3-methylflavone-8-carboxylate
Spasuret hydrochloride
2-(1-Piperidinyl)ethyl 3-methyl-4-oxo-2-phenyl-4H-chromene-8-carboxylate
2-Piperidinoethyl 3-methyl-4-oxo-2-phenyl-4H-1-benzopyran-8-carboxylat
DTXSID3023053
Flavossato [DCIT]
W-61
FLAVOXATE [INN]
Flavoxatum (INN-Latin)
Flavoxato (INN-Spanish)
AK 123
Flavoxate [INN:BAN]
Flavoxate HCI
Bladuril (TN)
NCGC00016636-01
CAS-3717-88-2
FLAVOXATE [MI]
Prestwick0_000242
Prestwick1_000242
Prestwick2_000242
Prestwick3_000242
FLAVOXATE [VANDF]
Piperidinoethyl-3-methylflavone-8-carboxylate
FLAVOXATE [WHO-DD]
CHEMBL1493
Oprea1_293788
SCHEMBL25801
BSPBio_000024
SPBio_002243
BPBio1_000028
DTXCID003053
GTPL7187
SPIUTQOUKAMGCX-UHFFFAOYSA-
G04BD02
HY-B0549
XH1548
1-Piperidinoethanol, 3-methyl-4-oxo-2-phenyl-4H-1-benzopyran-8-carboxylate
2-piperidin-1-ylethyl 3-methyl-4-oxo-2-phenyl-4H-chromene-8-carboxylate
AKOS015967074
DB01148
FF65025
NCGC00016636-02
NCGC00016636-03
CS-0009510
NS00008498
C07809
D07961
EN300-18102123
L001104
Q848264
BRD-K47639036-003-03-3
BRD-K47639036-003-06-6
2-(1-piperidyl)ethyl 3-methyl-4-oxo-2-phenyl-chromene-8-carboxylate
2-Piperidinoethyl-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran-8-carboxylate
2-(1-Piperidinyl)ethyl 3-methyl-4-oxo-2-phenyl-4H-chromene-8-carboxylate #
2-(hexahydropyridin-1-yl)ethyl 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
2-piperidin-1-ylethyl 3-methyl-4-oxidanylidene-2-phenyl-chromene-8-carboxylate
239-337-5
HWL
InChI=1/C24H25NO4/c1-17-21(26)19-11-8-12-20(23(19)29-22(17)18-9-4-2-5-10-18)24(27)28-16-15-25-13-6-3-7-14-25/h2,4-5,8-12H,3,6-7,13-16H2,1H3