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Fexofenadine

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Identification
Molecular formula
C32H39NO4
CAS number
83799-24-0
IUPAC name
2-[4-[1-hydroxy-4-[4-[hydroxy(diphenyl)methyl]-1-piperidyl]butyl]phenyl]-2-methyl-propanoic acid
State
State

At room temperature, Fexofenadine is in a solid state. It is typically formulated into tablet or capsule form for medicinal use and is stable under normal conditions of use and storage.

Melting point (Celsius)
195.00
Melting point (Kelvin)
468.15
Boiling point (Celsius)
588.30
Boiling point (Kelvin)
861.50
General information
Molecular weight
501.67g/mol
Molar mass
501.6650g/mol
Density
1.2248g/cm3
Appearence

Fexofenadine typically appears as a white to off-white crystalline powder. It is used as an antihistamine in the form of tablets or capsules, often colored for identification.

Comment on solubility

Solubility of 2-[4-[1-hydroxy-4-[4-[hydroxy(diphenyl)methyl]-1-piperidyl]butyl]phenyl]-2-methyl-propanoic acid

The compound 2-[4-[1-hydroxy-4-[4-[hydroxy(diphenyl)methyl]-1-piperidyl]butyl]phenyl]-2-methyl-propanoic acid, with the chemical formula C32H39NO4, presents unique solubility characteristics that are influenced by its complex structure.

Generally, the solubility of this compound can be summarized as follows:

  • Solvent Compatibility: It shows moderate solubility in organic solvents such as ethanol and dimethyl sulfoxide (DMSO).
  • Water Solubility: It has limited solubility in water, indicative of its hydrophobic regions which hinder interactions with polar solvents.
  • pH Influence: The solubility can be affected by the pH of the solution due to the presence of functional groups that can either ionize or stay neutral, potentially enhancing solubility in acidic or basic environments.

“Solubility is not just a physical property; it is influenced by chemical structure, intermolecular interactions, and environmental conditions.”

To maximize the solubility of this compound, considering its use in formulations, one might need to employ techniques such as:

  1. Utilizing co-solvents to enhance the solubility profile.
  2. Adjusting the pH to suit the compound's ionization state.
  3. Employing solubilizing agents or surfactants to improve overall bioavailability.

Understanding these aspects can significantly facilitate the design of experiments and applications involving this compound.

Interesting facts

Interesting Facts about 2-[4-[1-hydroxy-4-[4-[hydroxy(diphenyl)methyl]-1-piperidyl]butyl]phenyl]-2-methyl-propanoic acid

This compound is indeed a marvel of organic chemistry, showcasing a fascinating structure that draws interest from scientists in various fields, especially medicinal chemistry.

Key Characteristics

  • Complex Molecular Structure: The intricate architecture includes a piperidine ring, which contributes to its potential biological activity.
  • Hydroxy Groups: The presence of multiple hydroxy groups enhances solubility and can significantly influence the compound's reactivity and interaction with biological systems.
  • Diphenyl Group: The inclusion of diphenyl moieties is often associated with interesting electronic properties, which may contribute to the compound's efficacy in pharmaceutical applications.

Potential Applications

This compound stands out due to its potential therapeutic applications. The following may be considered:

  • Possibly serving as a class of drugs aimed at treating neuropharmaceutical conditions.
  • Offering unique pathways for synthesizing new derivatives that enhance biological activity.
  • Inspiring further research into its mechanism of action and effects on human health.

Research Insights

Studies focused on similar compounds have shown promising results in various areas, such as:

  • Antidepressant effects due to interactions with serotonin receptors.
  • Anti-inflammatory properties that can be pivotal in treating chronic diseases.

As a chemistry student or researcher, exploring this compound could reveal new avenues for innovation in drug design. The complexity of the structure not only provides a challenge but also offers significant opportunities for discovering novel therapeutic targets.

As one prominent chemist once said, “Chemistry is the toolbox of the modern world, and each compound has its own story to tell.”

Synonyms
fexofenadine
83799-24-0
Carboxyterfenadine
Terfenadine carboxylate
Terfenadine-COOH
Terfenadine acid metabolite
Allegra
Telfast
MDL 16455
Fexofenadina
HSDB 7486
2-(4-{1-HYDROXY-4-[4-(HYDROXYDIPHENYLMETHYL)PIPERIDIN-1-YL]BUTYL}PHENYL)-2-METHYLPROPANOIC ACID
UNII-E6582LOH6V
Fexofendine
Fexofenadine (INN)
CHEBI:5050
E6582LOH6V
2-(4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butyl)phenyl)-2-methylpropanoic acid
4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)-1-piperidinyl)butyl)-alpha,alpha-dimethylbenzeneacetic acid
2-[4-[1-hydroxy-4-[4-[hydroxy(diphenyl)methyl]piperidin-1-yl]butyl]phenyl]-2-methylpropanoic acid
MDL-16455
CHEMBL914
DTXSID00861411
EC 801-893-7
83799-24-0 (free base)
MDL-16455; Terfenadine carboxylate
138452-21-8
FEXOFENADINE [INN]
Benzeneacetic acid,4-[1-hydroxy-4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]butyl]-a,a-dimethyl-
Fexofenadine [INN:BAN]
2-[4-(1-hydroxy-4-{4-[hydroxy(diphenyl)methyl]piperidin-1-yl}butyl)phenyl]-2-methylpropanoic acid
Benzeneacetic acid, 4-(1-hydroxy-4-(4-(hydroxydiphenylmethyl)-1-piperidinyl)butyl)-alpha,alpha-dimethyl-
FEXOFENADINE (USP-RS)
FEXOFENADINE [USP-RS]
Fexofenidine hydrochloride
MDL 16455 hydrochloride
Telfast (TN)
Terfenidine carboxylate hydrochloride
NCGC00015453-05
fexofenadinum
SR-01000075889
piperidin-1-yl)
MFCD00871892
Terfenidine carboxylate, MDL 16455
Spectrum_001914
Spectrum2_001179
Spectrum3_001921
Spectrum4_000204
Spectrum5_001474
FEXOFENADINE [MI]
F 9427
FEXOFENADINE [HSDB]
SCHEMBL4900
FEXOFENADINE [VANDF]
Lopac0_000488
BSPBio_003521
KBioGR_000807
KBioSS_002456
FEXOFENADINE [WHO-DD]
SPBio_001197
GTPL4819
butyl)phenyl)-2-methylpropanoic
BDBM22874
KBio2_002449
KBio2_005017
KBio2_007585
KBio3_002742
DTXCID50197277
R06AX26
HMS3261B17
HMS3370C16
BCP11806
HY-B0801
Tox21_500488
BBL029080
STK624102
AKOS005557315
BCP9000683
CCG-204579
DB00950
FF23281
LP00488
SDCCGSBI-0050472.P003
alpha-(4-(1-carboxy-1-methylethyl)phenyl)-4-hydroxydiphenylmethyl-1-piperidinebutanol
NCGC00015453-03
NCGC00015453-04
NCGC00015453-06
NCGC00015453-10
NCGC00015453-19
NCGC00092389-02
NCGC00092389-03
NCGC00092389-04
NCGC00261173-01
(+/-)-4-(1-Hydroxy-4-(4-(hydroxydiphenyl-methyl)-1- piperidinyl)butyl)-alpha-dimethylbenzeneacetic acid
2-(4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)-piperidin-1-yl)butyl)phenyl)-2-methylpropanoic acid
2-[4-[1-hydroxy-4-[4-[hydroxy(diphenyl)methyl]-1-piperidyl]butyl]phenyl]-2-methyl-propanoic acid
AS-35188
SBI-0050472.P002
DB-016658
DB-226998
CS-0012429
EU-0100488
NS00010515
EN300-58439
C06999
D07958
2-(4-(1-hydroxy-4-(4-(hydroxydiphenylmethyl)
AB00876239_06
AB00876239_07
L000869
Q415122
SR-01000075889-1
BRD-A73368467-003-02-8
BRD-A73368467-003-07-7
BRD-A73368467-003-16-8
BRD-A73368467-003-17-6
BRD-A73368467-003-18-4
(+)-4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-alpha,alpha-dimethylbenzeneacetic-acid
(+/-)-4-(1-Hydroxy-4-(4-(hydroxydiphenyl-methyl)-1-piperidinyl)butyl)-alpha-dimethylbenzeneacetic acid
(+/-)-P-(1-HYDROXY-4-(4-(HYDROXYDIPHENYLMETHYL)PIPERIDINO)BUTYL)-.ALPHA.-METHYLHYDRATROPIC ACID
(+/-)-P-(1-HYDROXY-4-(4-(HYDROXYDIPHENYLMETHYL)PIPERIDINO)BUTYL)-alpha-METHYLHYDRATROPIC ACID
1319714-86-7
2-[4-(1-Hydroxy-4-{4-[hydroxy(diphenyl)methyl]-1-piperidinyl}butyl)phenyl]-2-methylpropanoic acid
2-[4-[1-hydroxy-4-[4-(hydroxydiphenylmethyl)-1-piperidyl]butyl]phenyl]-2-methyl-propanoic acid
4-[1-Hydroxy-4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]butyl]-alpha,alpha-dimethyl-benzene-acetic Acid
4-[4-(4-(Hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-alpha, alpha-dimethylbenzeneacetic acid
4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl] -alpha,alpha-dimethylbenzeneacetic acid
4-[4-[4-(Hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-alpha,alpha-dimethylbenzeneacetic acid
4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-alpha,alpha-dimethylphenylacetic acid
4-[4[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-alpha,alpha-dimethylbenzeneacetic acid
alpha,alpha-Dimethyl-4-(1-hydroxy-4-(4-(hydroxydiphenylmethyl)-1-piperidinyl)butyl)-benzeneacetic acid
BENZENEACETIC ACID, 4-(1-HYDROXY-4-(4-(HYDROXYDIPHENYLMETHYL)-1-PIPERIDINYL)BUTYL)-.ALPHA.,.ALPHA.-DIMETHYL-, (+/-)-
BENZENEACETIC ACID, 4-(1-HYDROXY-4-(4-(HYDROXYDIPHENYLMETHYL)-1-PIPERIDINYL)BUTYL)-alpha,alpha-DIMETHYL-, (+/-)-
racemic 4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-alpha,alpha-dimethylbenzeneacetic acid