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Chlorophthalic imide sulfonamide

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Identification
Molecular formula
C8H5ClN2O4S
CAS number
209006-20-8
IUPAC name
6-chloro-1,3-dioxo-isoindoline-5-sulfonamide
State
State

This compound is typically in a solid state at room temperature, existing as crystalline powder. Its crystalline nature plays a role in defining its melting point and solubility characteristics.

Melting point (Celsius)
252.00
Melting point (Kelvin)
525.15
Boiling point (Celsius)
350.00
Boiling point (Kelvin)
623.15
General information
Molecular weight
288.65g/mol
Molar mass
288.6800g/mol
Density
1.7800g/cm3
Appearence

6-Chloro-1,3-dioxo-isoindoline-5-sulfonamide typically appears as a crystalline solid. The exact color can range from white to off-white or slightly yellow, depending on its purity and particle size. The compound, being a sulfonamide derivative, is less soluble in nonpolar solvents but may dissolve in polar solvents to varying extents.

Comment on solubility

Solubility of 6-chloro-1,3-dioxo-isoindoline-5-sulfonamide

The solubility of 6-chloro-1,3-dioxo-isoindoline-5-sulfonamide can be quite interesting and is influenced by various factors:

  • Solvent Choice: This compound often exhibits variable solubility in polar and non-polar solvents. It is generally more soluble in polar solvents due to the presence of sulfonamide groups.
  • Temperature Effects: Increasing the temperature can enhance the solubility of 6-chloro-1,3-dioxo-isoindoline-5-sulfonamide. This is typical for many organic compounds.
  • pH Dependency: The solubility may also vary with pH levels. In more acidic or basic environments, the ionization of the sulfonamide group could significantly alter its solubility.
  • Complex Formation: The tendency to form complexes with metal ions can influence solubility. This could lead to different solubility profiles depending on the presence of such ions in the solution.

While definitive solubility values can vary based on the conditions, it is often noted that "solubility in water is a critical characteristic of sulfonamide compounds." Understanding these aspects of solubility is essential for applications in pharmaceuticals and other fields.

Interesting facts

Interesting Facts about 6-Chloro-1,3-Dioxo-Isoindoline-5-Sulfonamide

6-chloro-1,3-dioxo-isoindoline-5-sulfonamide is a fascinating chemical compound that exhibits unique properties and potential applications in various fields. Here are some intriguing details:

Chemical Significance

  • Structural Features: This compound features a sulfonamide group, which is essential for its biological activity.
  • Isostere Relationship: The isoindoline scaffold serves as an isostere to other more common pharmacophores, making it an interesting candidate for medicinal chemistry.
  • Chlorine Substitution: The presence of a chlorinated substituent is often associated with enhanced lipophilicity and can influence the compound's binding affinity for biological targets.

Biological Applications

  • Antimicrobial Activity: Compounds with sulfonamide groups are well-known for their antibacterial properties, providing a foundation for exploration in antimicrobial drug development.
  • Potential in Cancer Research: The structural attributes of this compound could be leveraged in the development of therapeutic agents aimed at targeting cancer cells.
  • Enzyme Inhibition: The sulfonamide moiety is also recognized for its role in inhibiting specific enzymes, suggesting avenues for enzymatic studies.

Research and Development

Scientists are actively investigating compounds like 6-chloro-1,3-dioxo-isoindoline-5-sulfonamide due to their diverse biological activities. Ongoing research could lead to:

  • New drug formulations that are more effective and have less toxicity.
  • More efficient synthesis routes that reduce environmental impact.
  • Enhanced understanding of structure-activity relationships (SAR) to tailor compounds for specific therapeutic uses.

In conclusion, 6-chloro-1,3-dioxo-isoindoline-5-sulfonamide stands out as a compound of considerable interest, linking chemical structure to potential biological function. As research progresses, the full scope of its applications in medicinal chemistry and beyond may unfold, providing new insights into the development of innovative therapies.

Synonyms
3861-99-2
4-(Aminosulfonyl)-5-chlorophthalimide
4-Chloro-5-sulfamoylphthalimide
6-chloro-1,3-dioxoisoindole-5-sulfonamide
6-Chloro-1,3-dioxo-5-isoindolinesulfonamide
6-Chloro-1,3-dioxoisoindoline-5-sulfonamide
5-ISOINDOLINESULFONAMIDE, 6-CHLORO-1,3-DIOXO-
1H-Isoindole-5-sulfonamide, 6-chloro-2,3-dihydro-1,3-dioxo-
6-Chloro-1,3-dioxo-2,3-dihydro-1H-isoindole-5-sulfonamide
BRN 0416381
4-Chloro-5-sulphamoylphthalimide
EINECS 223-379-6
6-Chloro-1,3-dioxo-5-isoindolinesulfonamide; 6-Chloro-2,3-dihydro-1,3-dioxo-1H-isoindole-5-sulfonamide
MFCD00038695
6-Chloro-2,3-dihydro-1,3-dioxo-1H-isoindole-5-sulphonamide
4-chloro-5sulfamoylphthalimide
SCHEMBL10498375
DTXSID50191932
AKOS015850365
DB-080933
NS00030430
6-CHLORO-1,3-DIOXO-2H-ISOINDOLE-5-SULFONAMIDE