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Melatonin Tartrate

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Identification
Molecular formula
C13H16N2O2S . C4H6O6
CAS number
CAS 73-31-4 (Melatonin) / CAS 87-69-4 (Tartaric Acid)
IUPAC name
2-amino-N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-4-methylsulfanyl-butanamide;(2R,3R)-2,3-dihydroxybutanedioic acid
State
State

Melatonin tartrate is typically in a solid state at room temperature. It is often handled as a powder.

Melting point (Celsius)
248.00
Melting point (Kelvin)
521.15
Boiling point (Celsius)
400.00
Boiling point (Kelvin)
673.15
General information
Molecular weight
374.46g/mol
Molar mass
374.4570g/mol
Density
1.0575g/cm3
Appearence

This compound generally appears as off-white to yellowish crystalline powder. It is slightly more soluble in alcohols compared to water.

Comment on solubility

Solubility of 2-amino-N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-4-methylsulfanyl-butanamide and (2R,3R)-2,3-dihydroxybutanedioic acid

The solubility of a compound is a crucial factor that affects its behavior in various environments, especially in biological systems and chemical reactions. The solubility of 2-amino-N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-4-methylsulfanyl-butanamide can be influenced by several key factors:

  • Polarity: The presence of polar functional groups such as an amine and a sulfonyl group may enhance the solubility of the amide in aqueous solutions.
  • Hydrogen bonding: This compound can potentially engage in hydrogen bonding with water, which generally increases solubility.
  • Alkyl and aromatic characteristics: The indole moiety and alkyl chain may affect its interaction with solvents, indicating that its solubility might vary in different organic solvents.

On the other hand, the solubility of (2R,3R)-2,3-dihydroxybutanedioic acid (also known as tartaric acid) is:

  • High in water: Tartaric acid is highly soluble in water due to its two hydroxyl (-OH) groups, which facilitate strong interactions with water molecules.
  • Dependent on pH: The solubility can change with pH, as it can exist in deprotonated forms at higher pH levels, affecting its overall solubility profile.

In summary, both compounds exhibit solubility characteristics influenced by their molecular structures and functional groups. As a general rule, polar compounds tend to be more soluble in polar solvents, while non-polar compounds prefer non-polar solvents. Understanding these aspects is essential for predicting the behavior of these compounds in solution.

Interesting facts

Interesting Facts about 2-amino-N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-4-methylsulfanyl-butanamide

This compound is a fascinating example of how complex organic molecules can exhibit a wide range of biochemical activities. Here are some interesting aspects:

  • Biological Significance: Compounds like this one are often studied for their potential roles as pharmacological agents. They may interact with neurotransmitter systems, making them valuable in the field of neurochemistry.
  • Indole Structures: The presence of the indole moiety, which is found in many naturally occurring compounds, is known for its role in various biological functions, including modulation of serotonin receptors.
  • Sulfanyl Group: The inclusion of a methylsulfanyl group could enhance the lipophilicity of the compound, possibly affecting its ability to cross cellular membranes and influence drug design considerations.
  • Structural Complexity: The compound's intricate structure illustrates the beauty of organic chemistry, where small changes in molecular architecture can lead to significant changes in biological activity.
  • Chirality: The (2R,3R) configuration indicates that this compound is chiral, which can be critical in the pharmacodynamics of drugs, as different enantiomers can yield vastly different effects when interacting with biological systems.

Potential Applications

Due to its structural features, this compound may have several applications, including:

  • Drug Development – Targeting specific metabolic or neurological pathways.
  • Research – Understanding the synergy between serotonin and other neurotransmitters.
  • Medicinal Chemistry – As a scaffold for designing new therapeutics that modulate biochemical pathways.

Exploring such compounds not only advances our understanding of chemical interactions but also enhances the potential for developing new therapeutic agents. As one researcher noted, “The complexity of life is mirrored in the complexity of its molecular building blocks.”

In conclusion, 2-amino-N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-4-methylsulfanyl-butanamide serves as a reminder of the intricate connections between chemical structure and biological function.

Synonyms
N-Methionyl-5-methoxytryptamine tartrate
Butyramide, 2-amino-N-(2-(5-methoxy-3-indolyl)ethyl)-4-(methylthio)-, tartrate (1:1)
13564-81-3
2-Amino-N-(2-(5-methoxy-3-indolyl)ethyl)-4-(methylthio)butyramide tartrate (1:1)
DTXSID10929096
2,3-Dihydroxybutanedioic acid--2-amino-N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-4-(methylsulfanyl)butanimidic acid (1/1)