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Thalidomide

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Identification
Molecular formula
C12H9NO4
CAS number
55-06-1
IUPAC name
4-(1,3-dioxoisoindolin-2-yl)butanoic acid
State
State

At room temperature, 4-(1,3-Dioxoisoindolin-2-yl)butanoic acid is solid.

Melting point (Celsius)
269.00
Melting point (Kelvin)
542.15
Boiling point (Celsius)
360.00
Boiling point (Kelvin)
633.15
General information
Molecular weight
261.25g/mol
Molar mass
261.2450g/mol
Density
1.6900g/cm3
Appearence

4-(1,3-Dioxoisoindolin-2-yl)butanoic acid appears as a white crystalline powder. It is notable for its role as a structural analog to thalidomide.

Comment on solubility

Solubility of 4-(1,3-dioxoisoindolin-2-yl)butanoic acid

The solubility of 4-(1,3-dioxoisoindolin-2-yl)butanoic acid can be quite intriguing due to its unique molecular structure. Here are some key considerations regarding its solubility:

  • Polar vs Nonpolar: This compound contains polar functional groups, specifically the dioxo and carboxylic acid moieties, which generally enhance solubility in polar solvents such as water.
  • pH Dependence: The solubility might be significantly affected by pH. At lower pH levels, the carboxylic acid can become protonated, which could decrease its solubility.
  • Interactions: Its ability to form hydrogen bonds due to the hydroxyl group and its carbonyl functionalities can improve solubility in solvents that can engage in such interactions.
  • Organic Solvents: The compound may show reasonable solubility in common organic solvents such as ethanol and methanol, which could help in applications where it needs to be dissolved.

In summary, the solubility of 4-(1,3-dioxoisoindolin-2-yl)butanoic acid is influenced by various factors like polarity, pH, and solvent interactions. Experimentation is essential to determine the precise solubility characteristics in various environments.

Interesting facts

4-(1,3-Dioxoisoindolin-2-yl)butanoic Acid: An Intriguing Compound

4-(1,3-Dioxoisoindolin-2-yl)butanoic acid is a fascinating compound that captures the attention of chemists and pharmaceutical researchers alike. Below are some interesting facts that highlight its significance:

  • Structural Complexity: The presence of a dioxoisoindoline moiety within the molecule contributes to its unique structural characteristics. This complex structure is often associated with biologically active compounds, making it a potential candidate for further investigation.
  • Therapeutic Potential: Compounds similar to 4-(1,3-dioxoisoindolin-2-yl)butanoic acid have been studied for various pharmacological activities, including anti-inflammatory and anticancer properties. This opens up avenues for research into its uses in medicine.
  • Versatile Building Block: In the field of organic synthesis, this compound can serve as a valuable building block for developing more complex structures, particularly in the synthesis of novel drug candidates.
  • Interest in the Dioxo Framework: The dioxo group not only enhances the compound's reactivity but also affects its interaction with biological targets, making it an intriguing subject for medicinal chemistry.
  • Research Opportunities: Ongoing studies may lead to exciting discoveries regarding its mechanism of action, which could provide deeper insights into how such compounds can be optimized for therapeutic use.

As researchers continue to explore the potential applications of 4-(1,3-dioxoisoindolin-2-yl)butanoic acid, its promising structure and biological properties highlight the exciting interplay between chemistry and medicine.

Synonyms
3130-75-4
4-Phthalimidobutyric acid
4-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)butanoic acid
Butyric acid, 4-phthalimido-
4-Phthalimidobuttersaure
4-Phthalimidobutanoic Acid
2-ISOINDOLINEBUTYRIC ACID, 1,3-DIOXO-
4-Phthalimidobuttersaure [German]
N-Phthalyl-gamma-aminobutyric acid
4-Phthalimidoylbutyric acid
1,3-Dihydro-1,3-dioxo-2H-isoindole-2-butanoic acid
PCM63TY4C3
N-Phthalyl-.gamma.-aminobutyric acid
2H-Isoindole-2-butanoic acid, 1,3-dihydro-1,3-dioxo-
NSC 119133
BRN 0208243
AI3-04699
UNII-PCM63TY4C3
NSC-119133
gamma-phthalimidobutyric acid
DTXSID10185231
5-21-10-00481 (Beilstein Handbook Reference)
PHTHALIMIDOBUTYRIC ACID, 4-
.GAMMA.-PHTHALIMIDOBUTYRIC ACID
PHTHALOYL .GAMMA.-AMINOBUTYRIC ACID
4-(1,3-Dioxo-1,3-dihydroisoindol-2-yl)butyric acid
DTXCID20107722
PHTHALOYL GAMMA-AMINOBUTYRIC ACID
2H-Isoindole-2-butanoic acid, 1,3-dihydro-1,3-dioxo-(9CI)
hmksxjbfbvgljj-uhfffaoysa-n
4-(1,3-dioxoisoindolin-2-yl)butanoic acid
4-(1,3-dioxoisoindol-2-yl)butanoic acid
MFCD00196079
4-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-butyric acid
4-(Phthalimid-1-yl)butanoic acid
4-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)butanoic acid
4-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl) butanoic acid
O-Phthalimide-C3-acid
?-Phthalimidobutyric acid
4-phtalimido-butyric acid
Cambridge id 5107302
TimTec1_002490
Oprea1_184274
Oprea1_575690
CBDivE_014309
Phthaloyl ?-aminobutyric acid
CHEMBL81673
SCHEMBL877279
N-Phthalyl-?-aminobutyric acid
HMS1541B04
2-Isoindolinebutyric acid,3-dioxo-
ALBB-005291
BBL037971
CCG-15147
NSC119133
STK298624
AKOS000109292
HY-W046063
SB64093
SY050681
DB-006528
CS-0039066
NS00121981
P2112
EN300-00150
2P-934
AB00073810-01
AE-848/01247032
SR-01000390253
2H-Isoindole-2-butanoic acid,3-dihydro-1,3-dioxo-
SR-01000390253-1
Z56174389
F0849-0200
F1189-0010
4-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)butanoic acid #