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Apremilast

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Identification
Molecular formula
C22H24N2O7
CAS number
608141-41-9
IUPAC name
2-[4-(1-oxoisoindolin-2-yl)phenyl]propanoic acid
State
State

Apremilast is typically encountered in a solid crystalline form at room temperature.

Melting point (Celsius)
159.20
Melting point (Kelvin)
432.35
Boiling point (Celsius)
543.20
Boiling point (Kelvin)
816.35
General information
Molecular weight
460.50g/mol
Molar mass
460.5040g/mol
Density
1.4050g/cm3
Appearence

Apremilast appears as a white to pale yellow crystalline powder.

Comment on solubility

Solubility of 2-[4-(1-oxoisoindolin-2-yl)phenyl]propanoic acid

The solubility of 2-[4-(1-oxoisoindolin-2-yl)phenyl]propanoic acid (C22H24N2O7) is a critical factor that influences its pharmacological properties and applications. Here are some key points regarding its solubility:

  • Solvent Dependency: The solubility can significantly depend on the solvent used. For example, this compound may exhibit higher solubility in organic solvents such as dimethyl sulfoxide (DMSO) or ethanol compared to water.
  • Influence of pH: The solubility of this acid may also vary with changes in pH. Under acidic conditions, the protonation can enhance solubility, while at neutral or basic pH, it may become less soluble.
  • Temperature Effects: Like many organic compounds, increasing temperature could increase solubility, promoting greater molecular movement and interaction with solvent molecules.
  • Hydrophilicity vs. Hydrophobicity: The presence of functional groups that can form hydrogen bonds may enhance *hydrophilicity*, while the larger aromatic structures may contribute to *hydrophobicity*, affecting overall solubility in various media.

To summarize, while detailed solubility data may vary, understanding the factors that affect the solubility of 2-[4-(1-oxoisoindolin-2-yl)phenyl]propanoic acid is essential for its effective application in pharmaceutical formulations.

Interesting facts

Interesting Facts about 2-[4-(1-oxoisoindolin-2-yl)phenyl]propanoic acid

2-[4-(1-oxoisoindolin-2-yl)phenyl]propanoic acid is a fascinating compound that captures the attention of both researchers and students alike. Here are some remarkable insights into this unique chemical:

  • Application in Pharmaceuticals: This compound plays a significant role in drug discovery, particularly in the development of anti-inflammatory and analgesic agents. Its structure is reminiscent of several known pharmacophores.
  • Structural Diversity: The compound features an intriguing isoindoline core, which is known for its pharmacological properties and serves as a building block in various medicinal chemistry applications.
  • Synthetic Pathways: The synthesis of 2-[4-(1-oxoisoindolin-2-yl)phenyl]propanoic acid often involves multi-step reactions, demonstrating the importance of understanding various organic synthesis techniques in chemistry education.
  • Interdisciplinary Interest: Beyond chemistry, researchers from fields like biology and medicine study this compound due to its potential biological activities, showcasing the interconnectedness of scientific disciplines.
  • Research Potential: Ongoing research continues to explore new applications and derivatives of this compound, indicating its untapped potential in therapeutic scenarios and novel drug formulations.

In summary, 2-[4-(1-oxoisoindolin-2-yl)phenyl]propanoic acid exemplifies the exciting intersection of chemistry and medicine. Its diverse applications, unique structure, and role in synthetic research highlight the compound's significance in advancing scientific knowledge. The quote, "The true sign of intelligence is not knowledge but imagination," attributed to Albert Einstein, rings especially true in the exploration of compounds like this one!

Synonyms
indoprofen
31842-01-0
Isindone
Reumofene
Flosint
Flosin
2-(4-(1-oxoisoindolin-2-yl)phenyl)propanoic acid
Indoprofene
Indoprofeno
Indoprofenum
Praxis
Bor-ind
K 4277
Indoprofene [INN-French]
Indoprofenum [INN-Latin]
Indoprofeno [INN-Spanish]
2-(4-(1-Carboxyethyl)phenyl)-1-isoindolinone
p-(1-Oxo-2-isoindolinyl)hydratropic acid
EINECS 250-833-0
CPE46ZU14N
Indoprofen [USAN:INN:BAN]
NSC-757065
DTXSID5045831
CHEBI:76162
4-(1-Oxo-2-isoindolinyl)hydratropasaeure
INDOPROFEN [MI]
INDOPROFEN [INN]
1-Oxo-2-(p-((alpha-methyl)carboxymethyl)phenyl)isoindoline
INDOPROFEN [USAN]
K-4277
MFCD00057144
2-(4-(1-Oxo-2-isoindolinyl)phenyl)propionsaeure
INDOPROFEN [MART.]
INDOPROFEN [WHO-DD]
Benzeneacetic acid, 4-(1,3-dihydro-1-oxo-2H-isoindol-2-yl)-alpha-methyl-
Propionic acid, 2-(p-(1-oxo-2-isoindolinyl)phenyl)-
CHEMBL15870
MLS000069761
alpha-(4-(1-Oxo-2-iso-indolinyl)-phenyl)-propionic acid
Propionic acid, alpha-(4-(1-oxo-2-isoindolinyl)phenyl)-
DTXCID3025831
Hydratropic acid, p-(1-oxo-2-isoindolinyl)-
ALPHA-METHYL-P-[1-OXO-2-ISOINDOLINYL]-BENZENEACETIC ACID
4-(1,3-Dihydro-1-oxo-2H-isoindol-2-yl)-alpha-methylbenzeneacetic acid
2-[4-(3-oxo-1H-isoindol-2-yl)phenyl]propanoic acid
(+/-)-Indoprofe
NSC 757065
NCGC00094700-01
SMR000058710
2-[4-(1-oxo-1,3-dihydro-2h-isoindol-2-yl)phenyl]propanoic acid
Indoprofene (INN-French)
Indoprofenum (INN-Latin)
(+-)-4-(1,3-Dihydro-1-oxo-2H-isoindol-2-yl)-alpha-methylbenzeneacetic acid
4-(1,3-Dihydro-1-oxo-2H-isoindol-2-yl)-.alpha.-methylbenzeneacetic acid
Benzeneacetic acid, 4-(1,3-dihydro-1-oxo-2H-isoindol-2-yl)-.alpha.-methyl-
Indoprofeno (INN-Spanish)
INDOPROFEN (MART.)
Benzeneacetic acid, 4-(1,3-dihydro-1-oxo-2H-isoindol-2-yl)-alpha-methyl-, (+-)-
2-[4-(1-oxoisoindolin-2-yl)phenyl]propanoic acid
alpha-(4-(1-Oxo-2-isoindolinyl)phenyl)propionic acid
alpha-Methyl-p-(1-oxo-2-isoindolinyl)benzeneacetic acid
2-(4-(1-OXO-2-ISOINDOLINYL)PHENYL)PROPIONIC ACID
2-[4-(1-oxo-2,3-dihydro-1H-isoindol-2-yl)phenyl]propanoic acid
1-OXO-2-(P-((.ALPHA.-METHYL)CARBOXYMETHYL)PHENYL)ISOINDOLINE
SR-01000712384
2-[4-(1-oxo-2-isoindolinyl)phenyl]propionic acid
UNII-CPE46ZU14N
indoprofen o
2-(4-(1-oxo-1,3-dihydro-2H-isoindol-2-yl)phenyl)propanoic acid
2-(4-(1-oxo-2,3-dihydro-1H-isoindol-2-yl)phenyl)propanoic acid
()-Indoprofe
CAS-31842-01-0
Prestwick_1001
Indoprofen (Standard)
Spectrum_000941
Opera_ID_630
Indoprofen (USAN/INN)
Prestwick0_000836
Prestwick1_000836
Prestwick2_000836
Prestwick3_000836
Spectrum2_000785
Spectrum3_000469
Spectrum4_000019
Spectrum5_000870
cid_3718
SCHEMBL25137
BSPBio_000791
BSPBio_002178
KBioGR_000397
KBioSS_001421
MLS001146951
MLS001333195
MLS001333196
DivK1c_000401
SPECTRUM1500351
SPBio_000890
SPBio_002712
Indoprofen, analytical standard
BPBio1_000871
HMS501E03
HY-B1104R
KBio1_000401
KBio2_001421
KBio2_003989
KBio2_006557
KBio3_001398
M01AE10
NINDS_000401
HMS1570H13
HMS1920H03
HMS2091N11
HMS2097H13
HMS2230L16
HMS3714H13
Pharmakon1600-01500351
HY-B1104
RYB52474
Tox21_111316
BDBM50233673
CCG-40163
NSC757065
s2272
AKOS015900986
CS-4695
DB08951
FI24587
IDI1_000401
NCGC00094700-02
NCGC00094700-03
NCGC00094700-04
BS-16916
SBI-0051416.P003
DB-048119
AB00052023
NS00007205
VU0243102-4
D04530
D81783
AB00052023_15
Q3798358
SR-01000712384-2
SR-01000712384-3
alpha-[p-(1-oxo-2-isoindolinyl)phenyl]propionic acid
BRD-A44090213-001-05-8
BRD-A44090213-001-15-7
BRD-A44090213-001-25-6
(+)-2-(4-(1-oxoisoindolin-2-yl)phenyl)propanoic acid
alpha-[p-(1-oxo-2-isoindolinyl) phenyl]propionic acid
2-[4-(1-Oxo-1,3-dihydro-isoindol-2-yl)-phenyl]-propionic acid
1-Oxo-2-(p-((alpha-methyl)carboxymethyl)phenyl)isoindoline;4-(1,3-dihydro-1-oxo-2h-isoindol-2-yl)-alpha-methylbenzeneaceticacid
250-833-0
4-(1,3-Dihydro-1-oxo-2H-isoindol-2-yl)-a-methylbenzeneacetic acid;2-[4-(1-Oxo -2-isoindolinyl)phenyl]propanoic acid