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5-Chloro-2-(6-aminohexylamino)naphthalene-1-sulfonamide

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Identification
Molecular formula
C16H21ClN2O2S
CAS number
857487-55-9
IUPAC name
N-(6-aminohexyl)-5-chloro-naphthalene-2-sulfonamide
State
State

At room temperature, the compound is in a solid state. It usually appears as a crystalline powder or fine crystals, which is typical for many organic compounds of similar structure.

Melting point (Celsius)
203.80
Melting point (Kelvin)
477.00
Boiling point (Celsius)
453.15
Boiling point (Kelvin)
726.30
General information
Molecular weight
370.89g/mol
Molar mass
370.8910g/mol
Density
1.2610g/cm3
Appearence

The compound is typically a white to off-white crystalline solid. Its crystalline appearance can vary slightly depending on the purity and form of the sample. It is not commonly encountered in its isolated form outside of scientific and industrial contexts.

Comment on solubility

Solubility of N-(6-aminohexyl)-5-chloro-naphthalene-2-sulfonamide

N-(6-aminohexyl)-5-chloro-naphthalene-2-sulfonamide, with the chemical formula C16H21ClN2O2S, exhibits specific solubility characteristics that can be quite intriguing:

  • Solvent Dependency: The solubility of this compound is highly dependent on the solvent used. Typically, it is more soluble in organic solvents than in water.
  • Hydrophobic Interactions: Given the naphthalene structure, the compound contains a hydrophobic aromatic system, which tends to limit its solubility in polar solvents.
  • Functional Groups: The presence of the sulfonamide (-SO2NH2) group can enhance solubility in polar media to some extent due to hydrogen bonding capabilities.
  • Temperature Influence: Like many organic compounds, solubility may increase with temperature, allowing for better interaction with solvents.

Furthermore, it is important to note that the interplay of these factors can lead to variability in solubility under different conditions. As a general rule:

  • **Non-polar solvents** (like hexane) will generally result in poor solubility for this compound.
  • **Polar solvents** (like methanol or DMSO) might show improved solubility due to interactions with the sulfonamide group.

Understanding these solubility parameters is crucial for applications in pharmaceutical formulations where solubility can significantly affect bioavailability and efficacy.

Interesting facts

Interesting Facts about N-(6-aminohexyl)-5-chloro-naphthalene-2-sulfonamide

N-(6-aminohexyl)-5-chloro-naphthalene-2-sulfonamide, a compound belonging to the class of sulfonamides, has garnered attention in various fields, particularly in medicinal chemistry and materials science. Here are some fascinating insights into this compound:

  • Versatile Applications: This compound has promising applications in drug development, particularly due to its structural characteristics that allow for selective targeting of biological pathways.
  • Sulfonamide Framework: The sulfonamide group is known for its antibacterial properties. Compounds within this class have historically been pivotal in the development of antibiotics.
  • Role in Drug Design: Researchers often explore modifications in compounds like N-(6-aminohexyl)-5-chloro-naphthalene-2-sulfonamide to enhance their efficacy and reduce side effects, making it an interesting candidate for lead optimization.
  • Chloronaphthalene Component: The presence of the chloro-naphthalene moiety may enhance lipophilicity, potentially improving cellular penetration of therapeutic agents.
  • Research Potential: Scientists are actively investigating the interactions of such compounds with proteins and enzymes to elucidate their mechanisms of action, which may lead to new therapeutic strategies.
  • Environmental Considerations: Some studies focus on the environmental impact and degradation pathways of sulfonamides, raising awareness about the compound's fate in biological and environmental systems.

In summary, the exploration of N-(6-aminohexyl)-5-chloro-naphthalene-2-sulfonamide not only sheds light on its chemical properties but opens pathways for innovation in pharmaceuticals and materials. Future research may unfold its full potential, making it a compound to watch in both laboratory studies and potential healthcare applications.

Synonyms
N-(6-aminohexyl)-5-chloronaphthalene-2-sulfonamide
84215-10-1
DTXSID60274427
NCGC00024558-01
Tocris-0370
SCHEMBL1156135
CHEMBL1591209
CHEBI:93200
DTXCID30225906
NCGC00024558-02
PD071269
(N-6-aminohexyl)-5-chloro-2-naphthalene sulfonamide
BRD-K68341547-003-01-6
Q27164919
N-(6-AMINOHEXYL)-5-CHLORO-2-NAPHTHALENESULFONAMIDE