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Tacrolimus

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Identification
Molecular formula
C44H69NO12
CAS number
104987-11-3
IUPAC name
3,5,7-trimethyl-1-[3-(1-piperidyl)propyl]-3H-azepin-2-one
State
State

At room temperature, Tacrolimus is in a solid state, appearing as a crystalline powder.

Melting point (Celsius)
113.50
Melting point (Kelvin)
386.65
Boiling point (Celsius)
359.00
Boiling point (Kelvin)
632.15
General information
Molecular weight
804.02g/mol
Molar mass
804.0190g/mol
Density
1.0671g/cm3
Appearence

Tacrolimus is typically a white to off-white crystalline powder. It is practically insoluble in water, freely soluble in ethanol, and very soluble in methanol and chloroform.

Comment on solubility

Solubility Overview

The compound 3,5,7-trimethyl-1-[3-(1-piperidyl)propyl]-3H-azepin-2-one presents intriguing solubility properties that are essential for its applications in various fields.

Factors Influencing Solubility

Several factors affect the solubility of this compound:

  • Polarity: Due to the presence of both hydrophobic alkyl groups (trimethyl) and a hydrophilic piperidyl moiety, the compound exhibits mixed polarity, influencing its interactions with solvents.
  • Hydrogen Bonding: The potential for hydrogen bonding, particularly due to the amide-like structure of the azepin, can enhance solubility in polar solvents.
  • Temperature: Increased temperature generally improves solubility for many organic compounds by providing necessary kinetic energy to overcome intermolecular forces.

Typical Solubility Characteristics

In general:

  • Soluble in organic solvents: Compounds similar in structure often find good solubility in organic solvents such as ethanol, methanol, or DMSO.
  • Limited solubility in water: Given its structural characteristics, complete dissolution in water may be challenging, although some degree of solubility can still be expected.
  • pH Dependence: The solubility might vary with pH due to potential protonation of the nitrogen atoms in the piperidyl group.

In summary, while the solubility of 3,5,7-trimethyl-1-[3-(1-piperidyl)propyl]-3H-azepin-2-one is influenced by multiple factors, its diverse characteristics in terms of polarity and functional groups provide a fascinating study of solubility behavior in both polar and non-polar environments.

Interesting facts

Interesting Facts about 3,5,7-Trimethyl-1-[3-(1-piperidyl)propyl]-3H-azepin-2-one

3,5,7-trimethyl-1-[3-(1-piperidyl)propyl]-3H-azepin-2-one is a fascinating compound that belongs to the class of azepines, characterized by a seven-membered carbon ring. This particular structure harbors several notable features:

  • Pharmaceutical Relevance: The compound is often researched for its potential applications in pharmacology. Azepines have been identified to exhibit various biological activities, making them a target for drug development, particularly in the realm of anti-anxiety and anti-depressant medications.
  • Unique Structural Attributes: The combination of piperidine, a five-membered heterocyclic amine, within its structure adds a level of complexity. This inclusion can enhance the compound's ability to interact with biological receptors.
  • Synthetic Pathways: Chemists often employ various synthetic routes to create this compound, showcasing the ingenuity behind constructing complex molecules in organic chemistry. The multi-step synthesis can be a great educational tool to demonstrate reaction mechanisms.
  • Research Potential: With ongoing studies aimed at understanding the pharmacodynamics and pharmacokinetics of similar structures, this compound represents a promising avenue for further discoveries in medicinal chemistry.

As one dives deeper into the study of 3,5,7-trimethyl-1-[3-(1-piperidyl)propyl]-3H-azepin-2-one, it becomes evident that this compound is more than just a collection of atoms; it embodies the complexities and potential within the field of organic and medicinal chemistry. As noted by researchers, “The synthesis of such compounds opens doors to innovative therapeutic pathways.”

Overall, 3,5,7-trimethyl-1-[3-(1-piperidyl)propyl]-3H-azepin-2-one remains an intriguing subject for both academic study and practical applications, highlighting the ongoing exploration of chemical compounds in addressing human health needs.