Schiff base derived from 1H-indole-3-carbaldehyde and 4-chloroaniline

Identification

Molecular formula

C₁₅H₁₁ClN₂

CAS number

13676-22-3

IUPAC name

N-(4-chlorophenyl)-1-(1H-indol-3-yl)methanimine

State

At room temperature, this compound is typically in a solid crystalline state.

Melting point (Celsius)

126.00

Melting point (Kelvin)

399.15

Boiling point (Celsius)

412.00

Boiling point (Kelvin)

685.15

General information

Molecular weight

251.72g/mol

Molar mass

251.7250g/mol

Density

1.2560g/cm³

Appearence

The compound typically appears as a crystalline solid. The precise color and morphology of crystals can vary based on the specific synthesis method used.

Comment on solubility

Solubility of N-(4-chlorophenyl)-1-(1H-indol-3-yl)methanimine

The solubility of N-(4-chlorophenyl)-1-(1H-indol-3-yl)methanimine can be influenced by several factors regarding its chemical structure and interactions with solvents. Below are some key points to consider:

Polar vs. Nonpolar Solvents: This compound exhibits characteristics of a nonpolar molecule, likely making it less soluble in polar solvents such as water.
Solvent Effects: It may show better solubility in organic solvents like ethanol, methanol, or dimethyl sulfoxide (DMSO), which can interact effectively with its nonpolar components.
Temperature Influence: Increasing the temperature often enhances solubility for many organic compounds; thus, heating may facilitate the dissolution process.
pH Sensitivity: The solubility might also vary with changes in pH, particularly if the compound can gain or lose protons in solution.

In summary, the solubility of N-(4-chlorophenyl)-1-(1H-indol-3-yl)methanimine is dictated by a complex interplay of its structural properties and the environment it is placed in. Therefore, to achieve optimal solubility, careful consideration of the solvent system and conditions is essential.

Interesting facts

Interesting Facts about N-(4-chlorophenyl)-1-(1H-indol-3-yl)methanimine

N-(4-chlorophenyl)-1-(1H-indol-3-yl)methanimine, commonly recognized as a significant chemical compound in pharmaceutical research, holds a prominent place in the study of medicinal chemistry. Here are some engaging insights into this compound:

Anticancer Potential: This compound is part of a structural class known for its potential anticancer properties. Studies have indicated that molecules with indole moieties may exhibit significant bioactivity against various cancer cell lines.
Chlorophenyl Influence: The substitution of a chlorine atom on the phenyl ring can enhance the pharmacological profile of the compound, making it more potent or selective in action. Chlorinated compounds often display modified solubility and biological properties, which are critical in drug design.
Indole Backbone: The indole structure is a hallmark in many natural products and synthetic drugs, playing a crucial role in neurotransmitter functioning and showing promise in various neurological disorders.
Synthetic Pathways: The synthesis of this compound is of great interest to chemists, not only for its potential applications but also due to its intricate synthesis routes that highlight the importance of regioselectivity and chirality in organic synthesis.
Research Implications: Continued investigation into compounds like N-(4-chlorophenyl)-1-(1H-indol-3-yl)methanimine can lead to the development of novel therapeutic agents, reflecting the dynamic interplay between chemistry and medicine.

In summary, the exploration of N-(4-chlorophenyl)-1-(1H-indol-3-yl)methanimine not only sheds light on its potential uses but also exemplifies the broader themes in chemical research and its applications in improving human health.

Synonyms

3-(N-p-Chlorophenylformimidoyl)indole

BRN 1532824

22394-33-8

INDOLE, 3-(N-(p-CHLOROPHENYL)FORMIMIDOYL)-

SCHEMBL18463876