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Pirenoxine

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Identification
Molecular formula
C18H10Cl2O2S2
CAS number
1043-00-3
IUPAC name
6-chloro-2-(6-chloro-4-methyl-3-oxo-benzothiophen-2-ylidene)-4-methyl-benzothiophen-3-one
State
State

At room temperature, Pirenoxine is a crystalline solid.

Melting point (Celsius)
312.00
Melting point (Kelvin)
585.15
Boiling point (Celsius)
518.20
Boiling point (Kelvin)
791.35
General information
Molecular weight
370.82g/mol
Molar mass
370.8170g/mol
Density
1.5300g/cm3
Appearence

Pirenoxine is typically found as a yellow to brown crystalline powder. The compound exhibits a distinct crystalline structure that can be observed under a microscope, and its color may vary slightly depending on sample purity and preparation methods.

Comment on solubility

Solubility of 6-chloro-2-(6-chloro-4-methyl-3-oxo-benzothiophen-2-ylidene)-4-methyl-benzothiophen-3-one

The solubility of 6-chloro-2-(6-chloro-4-methyl-3-oxo-benzothiophen-2-ylidene)-4-methyl-benzothiophen-3-one is influenced by its complex structure and molecular interactions. Due to the presence of multiple aromatic rings and halogen atoms, this compound can exhibit distinctive solubility characteristics.

Factors Affecting Solubility:

  • Polarity: The presence of electron-withdrawing groups, such as chlorine, may increase the polarity, potentially enhancing solubility in polar solvents.
  • Molecular Weight: With a relatively high molecular weight, solubility in common solvents may be reduced.
  • Hydrophobic Interactions: The extensive aromatic system can contribute to hydrophobic interactions, influencing solubility in non-polar solvents.

In general, compounds similar to 6-chloro-2-(6-chloro-4-methyl-3-oxo-benzothiophen-2-ylidene)-4-methyl-benzothiophen-3-one tend to be more soluble in:

  • Organic solvents (e.g., DMSO, chloroform)
  • Apolar solvents due to hydrophobic regions

However, it is less likely to be soluble in water owing to its large size and significant hydrophobic character. As stated, "The solubility of such complex compounds is a prominent factor in their practical applications." Therefore, testing in specific solvents is recommended to determine the best conditions for solubility.

Interesting facts

Exploring 6-Chloro-2-(6-chloro-4-methyl-3-oxo-benzothiophen-2-ylidene)-4-methyl-benzothiophen-3-one

This compound, a fascinating member of the benzothiophene family, showcases the intricate interplay between chemical structure and biological activity. Here are some intriguing facts about this compound:

  • Diverse Applications: Compounds like this one are often investigated for their potential use in pharmaceuticals, particularly as drug leads in anti-cancer, anti-inflammatory, and antimicrobial research.
  • Structure-Activity Relationship: The presence of chloro and methyl groups in its structure tends to enhance biological activity, making it a subject of interest for medicinal chemists aiming to optimize therapeutic effects.
  • Symbolism in Chemistry: The presence of multiple functional groups within this compound represents important concepts in chemistry, such as chirality, reactivity, and stability.
  • Research Opportunities: This compound opens up avenues for exploration in synthetic organic chemistry, especially related to green chemistry methodologies, emphasizing the need for environmentally friendly synthesis routes.
  • Cyclic Structures: The benzothiophene rings contribute not only to its chemical properties but also to its intriguing electronic characteristics, potentially influencing its interaction with biological systems.

The compound exemplifies the beauty of complexity in chemical design, leading to profound implications in both scientific research and practical applications. Its structural novelty makes it a noteworthy subject for ongoing studies in the field of medicinal chemistry.

Synonyms
6,6'-Dichloro-4,4'-dimethyl-3H,3'H-[2,2'-bibenzo[b]thiophenylidene]-3,3'-dione
11484 Red;Fast Pink Y;Vat Pink R
6-CHLORO-2-[(2E)-6-CHLORO-4-METHYL-3-OXO-1-BENZOTHIOPHEN-2-YLIDENE]-4-METHYL-1-BENZOTHIOPHEN-3-ONE
C18H10Cl2O2S2
DTXSID60862909
6-chloro-2-(6-chloro-4-methyl-3-oxo-1-benzothiophen-2-ylidene)-4-methyl-1-benzothiophen-3-one
6-CHLORO-2-(6-CHLORO-4-METHYL-3-OXO-BENZOTHIOPHEN-2-YLIDENE)-4-METHYL-BENZOTHIOPHEN-3-ONE
NS00006100
D82035
(2Z)-6-Chloro-2-(6-chloro-4-methyl-3-oxo-1-benzothiophen-2(3H)-ylidene)-4-methyl-1-benzothiophen-3(2H)-one
(delta,(sup 2,2'(3H,3'H))-Bibenzo(b)thiophene)-3,3'-dione, 6,6'-dichloro-4,4'-dimethyl- (8CI)