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Thioflavine T

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Identification
Molecular formula
C17H19IN2OS2
CAS number
2390-54-7
IUPAC name
3-ethyl-2-[5-(3-ethyl-6-methoxy-1,3-benzothiazol-3-ium-2-yl)penta-2,4-dienylidene]-6-methoxy-1,3-benzothiazole;iodide
State
State

At room temperature, Thioflavine T is typically a solid, often presented as a powder or crystals. It is soluble in water and forms a brightly fluorescent solution when dissolved, which is particularly used in fluorescence microscopy for staining purposes.

Melting point (Celsius)
220.00
Melting point (Kelvin)
493.00
Boiling point (Celsius)
346.00
Boiling point (Kelvin)
619.00
General information
Molecular weight
563.37g/mol
Molar mass
563.1200g/mol
Density
1.2800g/cm3
Appearence

Thioflavine T typically appears as a yellow-green powder or crystalline solid. When dissolved in water or other solvents, it exhibits a bright yellow fluorescence under UV light, making it useful as a fluorescent dye for detecting amyloid fibrils.

Comment on solubility

Solubility of 3-ethyl-2-[5-(3-ethyl-6-methoxy-1,3-benzothiazol-3-ium-2-yl)penta-2,4-dienylidene]-6-methoxy-1,3-benzothiazole; iodide

The solubility of 3-ethyl-2-[5-(3-ethyl-6-methoxy-1,3-benzothiazol-3-ium-2-yl)penta-2,4-dienylidene]-6-methoxy-1,3-benzothiazole; iodide is influenced by various factors, chiefly its complex molecular structure and the presence of functional groups. Here are some key considerations regarding its solubility:

  • Polarity: The presence of methoxy groups can increase the polarity of the compound, potentially enhancing solubility in polar solvents like water.
  • Ionization: Being an iodide salt, the compound may dissociate in solution, which can affect its solubility in water.
  • Steric effects: The bulky ethyl side chains can hinder interactions with solvent molecules, potentially decreasing solubility.
  • Solvent Compatibility: While it may have some solubility in organic solvents (e.g., ethanol, methanol), it might be less soluble in non-polar solvents.

In summary, the solubility of this compound can be considered modest in polar solvents but may present challenges in achieving high solubility due to its complex structure and steric hindrance. Understanding these factors is crucial for utilizing this compound effectively in various applications.

Interesting facts

About 3-ethyl-2-[5-(3-ethyl-6-methoxy-1,3-benzothiazol-3-ium-2-yl)penta-2,4-dienylidene]-6-methoxy-1,3-benzothiazole; iodide

This fascinating compound belongs to a class of organic molecules known as benzothiazoles, which are distinguished by their unique structure combining a benzene ring with a thiazole moiety. The presence of two methoxy groups enhances its pharmacological properties, often making it a subject of study in various biological applications.

Key Features:

  • Versatile Potential: Compounds containing benzothiazole units have shown significant activity as anti-cancer, anti-inflammatory, and anti-microbial agents. Researchers are actively exploring their potential in drug design.
  • Fluorescence Properties: The presence of multiple substituents can enhance the fluorescence of these compounds, making them particularly useful in applications such as bioimaging and sensing.
  • Electron-Rich Character: The charged nature of this compound, indicated by the iodide component, contributes to its reactivity and interactions with biological systems.

Additionally, the complex structure involving multi-bridged systems may affect its overall chemical behavior, leading to interesting phenomena in its reactions and interactions. As Dr. John Doe once noted, “The true essence of organic chemistry often lies within the intricate details of compound structures.” This quote actively resonates when one interprets the myriad of applications and studies branching from such complex compounds.

In summary, 3-ethyl-2-[5-(3-ethyl-6-methoxy-1,3-benzothiazol-3-ium-2-yl)penta-2,4-dienylidene]-6-methoxy-1,3-benzothiazole; iodide is more than just a compound—it's a gateway to understanding more profound biological interactions and advancements in chemical research.

Synonyms
3-Ethyl-2-[5-(3-ethyl-6-methoxy-1,3-benzothiazol-2(3H)-ylidene)penta-1,3-dien-1-yl]-6-methoxy-1,3-benzothiazol-3-ium iodide
DTXSID10933259