Skip to main content

TASP0390325

ADVERTISEMENT
Identification
Molecular formula
C16H22ClN3O3
CAS number
871361-87-8
IUPAC name
5-chloro-3-[3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl]-1,3-benzoxazol-2-one
State
State

This compound is generally in a solid state at room temperature.

Melting point (Celsius)
180.00
Melting point (Kelvin)
453.15
Boiling point (Celsius)
523.40
Boiling point (Kelvin)
796.55
General information
Molecular weight
326.80g/mol
Molar mass
326.7980g/mol
Density
1.2800g/cm3
Appearence

The compound is typically found as a crystalline solid and may exhibit a white to off-white color.

Comment on solubility

Solubility of 5-chloro-3-[3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl]-1,3-benzoxazol-2-one

The solubility of 5-chloro-3-[3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl]-1,3-benzoxazol-2-one in various solvents is a subject of considerable interest due to its complex structure. This compound contains several functional groups that influence its solubility characteristics. Here are some key points:

  • Polarity: The presence of the -OH group from the 2-hydroxyethyl moiety enhances hydrogen bonding capabilities, suggesting improved solubility in polar solvents like water.
  • Hydrophobic Interactions: The benzoxazole ring and piperazine moiety may contribute to hydrophobic interactions, potentially limiting solubility in highly polar solvents.
  • Organic Solvents: This compound may exhibit better solubility in organic solvents such as ethanol or dimethyl sulfoxide (DMSO), which can solvate non-polar regions effectively.
  • Temperature Dependency: Solubility often varies with temperature; increased temperatures can enhance dissolution, especially in organic solutions.

In summary, the solubility of 5-chloro-3-[3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl]-1,3-benzoxazol-2-one is influenced by an intricate balance of its polar and non-polar regions, suggesting that careful consideration of solvent choice and temperature is essential for optimizing its solubility.

Interesting facts

Interesting Facts about 5-chloro-3-[3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl]-1,3-benzoxazol-2-one

The compound 5-chloro-3-[3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl]-1,3-benzoxazol-2-one is a fascinating example of a small molecule with notable potentials in medicinal chemistry. Here's what makes it intriguing:

  • Pharmacological Relevance: This compound belongs to the benzoxazole class, which is often investigated for its biological activities, including anti-cancer, anti-inflammatory, and antimicrobial properties. Its structural features allow it to interact with various biological targets.
  • Structure-Activity Relationship: The incorporation of a piperazine moiety can significantly enhance the solubility and pharmacokinetic profiles of the compound. This demonstrates the importance of structural modifications in optimizing drug efficacy and safety.
  • Hydroxyl Group Benefits: The presence of the hydroxylethyl group offers potential for increased binding interactions with biological receptors. Hydroxyl groups often play crucial roles in hydrogen bonding, which can improve the binding affinity of a compound to its target.
  • Chlorine Role: The chlorine atom in the structure may influence the electronic distribution and lipophilicity of the compound, which is vital for membrane permeability and bioactivity. Halogens are often included in drug design to enhance the physicochemical properties of molecules.
  • Chemical Versatility: The diverse reactive sites present in this molecule provide opportunities for further derivatization, enabling chemists to design analogs with varied activities that could lead to new therapeutic agents.

In summary, 5-chloro-3-[3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl]-1,3-benzoxazol-2-one is not just a compound; it represents a rich field of exploration in drug development, highlighting how modifications at a molecular level can pave the way for innovations in therapeutic strategies.

Synonyms
14733-75-6
2-BENZOXAZOLINONE, 5-CHLORO-3-(3-(4-(2-HYDROXYETHYL)-1-PIPERAZINYL)PROPYL)-
5-chloro-3-[3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl]-1,3-benzoxazol-2-one
5-Chloro-3-[3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl]benzoxazol-2(3H)-one
BRN 1225374
5-Chloro-3-(3-(4-(2-hydroxyethyl)-1-piperazinyl)propyl)-2-benzoxazolinone
DTXSID60163680
5-chloro-3-{3-[4-(2-hydroxyethyl)-1-piperazinyl]propyl}-1,3-benzoxazol-2(3H)-one