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3-(2-chloro-1H-indol-3-yl)methylene)indolin-2-one

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Identification
Molecular formula
C17H11ClN2O
CAS number
: 438-59-5
IUPAC name
3-[(2-chloro-1H-indol-3-yl)methylene]indolin-2-one
State
State

At room temperature, 3-[(2-chloro-1H-indol-3-yl)methylene]indolin-2-one exists as a solid, typically appearing in a crystalline form.

Melting point (Celsius)
290.00
Melting point (Kelvin)
563.15
Boiling point (Celsius)
738.00
Boiling point (Kelvin)
1 011.15
General information
Molecular weight
312.77g/mol
Molar mass
312.7700g/mol
Density
1.4167g/cm3
Appearence

It generally appears as a crystalline solid. The color can range from white to a light yellow, reflecting its stability under standard conditions. The compound is known for being visually identifiable in its solid form.

Comment on solubility

Solubility of 3-[(2-chloro-1H-indol-3-yl)methylene]indolin-2-one (C17H11ClN2O)

The solubility of 3-[(2-chloro-1H-indol-3-yl)methylene]indolin-2-one is influenced by its molecular structure and functional groups. This compound exhibits the following characteristics in terms of solubility:

  • Polarity: The presence of a chlorine atom contributes to the polarity of the molecule, potentially enhancing its solubility in polar solvents.
  • Solvent Compatibility: This compound may be more soluble in organic solvents such as dimethyl sulfoxide (DMSO) or ethanol rather than in water due to its relatively large hydrophobic indole rings.
  • Hydrogen Bonding: The indolin-2-one moiety could engage in hydrogen bonding with suitable solvents, possibly improving solubility to some extent.

In summary, while the solubility profile of 3-[(2-chloro-1H-indol-3-yl)methylene]indolin-2-one is likely limited in water, it may dissolve readily in various organic solvents, making it suitable for applications in organic synthesis and medicinal chemistry.

Interesting facts

Interesting Facts about 3-[(2-chloro-1H-indol-3-yl)methylene]indolin-2-one

This unique compound, 3-[(2-chloro-1H-indol-3-yl)methylene]indolin-2-one, belongs to the family of indoline derivatives, which are well-regarded in medicinal chemistry for their broad spectrum of biological activities. Here are some intriguing aspects of this compound:

  • Biological Significance: Indole and indoline derivatives are often studied for their potential in pharmaceuticals. They exhibit various pharmacological activities, including antitumor, antidepressant, and anti-inflammatory effects.
  • Structure and Function: The compound features a complex structure that incorporates both chloro and methylene groups, positioning it favorably for interactions with biological pathways. The presence of chlorine is known to enhance certain properties, such as lipophilicity and binding affinity.
  • Research Potential: With the advancements in drug discovery, compounds like this one are often evaluated for their activity against various cancer cell lines. This opens up avenues for new treatments and therapeutic agents.
  • Synthetic Routes: The synthesis of indoline derivatives can involve unique strategies, often employing multi-step reactions that illustrate the complexity and creativity in modern organic synthesis.
  • Vibrant Interactions: The ability of this compound to participate in hydrogen bonding and π-π stacking interactions is crucial for its biological activity, making it a subject of interest for studies in molecular recognition.

In conclusion, the exploration of 3-[(2-chloro-1H-indol-3-yl)methylene]indolin-2-one represents a fascinating intersection of chemistry and pharmacology, where researchers are continually unveiling its potential benefits in treating various health conditions. As we advance our knowledge in this field, such compounds could pave the way for groundbreaking discoveries.

Synonyms
220749-41-7
3-[(2-chloro-1H-indol-3-yl)methylidene]-1H-indol-2-one
cdk1 inhibitor
3-[(2-chloro-1H-indol-3-yl)methylidene]-2,3-dihydro-1H-indol-2-one
cmpd 8a
CDK1 inhibitor 8a
2H-Indol-2-one, 3-[(2-chloro-1H-indol-3-yl)methylene]-1,3-dihydro-
GLXC-25064
HMS3674K15
AKOS028110668
NCI60_041122
F82221
Q27194430