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Tiotropium bromide

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Identification
Molecular formula
C19H22BrNO4S2
CAS number
139404-48-1
IUPAC name
[5-isopropyl-2-methyl-4-(piperidine-1-carbonyloxy)phenyl]-trimethyl-ammonium
State
State
At room temperature, tiotropium bromide typically exists as a solid, specifically in its powder form.
Melting point (Celsius)
232.00
Melting point (Kelvin)
505.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
472.44g/mol
Molar mass
472.4350g/mol
Density
1.6780g/cm3
Appearence
Tiotropium bromide is a crystalline solid that typically appears as a white powder. It is often used in its hydrated form, tiotropium bromide monohydrate.
Comment on solubility

Solubility of [5-isopropyl-2-methyl-4-(piperidine-1-carbonyloxy)phenyl]-trimethyl-ammonium

The solubility of the compound [5-isopropyl-2-methyl-4-(piperidine-1-carbonyloxy)phenyl]-trimethyl-ammonium can be influenced by several factors, including:

  • Polarity: This compound contains both polar and non-polar functional groups. The presence of the ammonium group suggests a level of polarity that can enhance solubility in polar solvents.
  • Hydrogen bonding: The piperidine moiety can act as a hydrogen bond donor, which may facilitate dissolution in water or other protic solvents.
  • Long hydrocarbon chains: The isopropyl and methyl substituents add hydrophobic character, making it less soluble in very polar solvents but potentially compatible with organic solvents.

In general, compounds with quaternary ammonium structures, such as this one, often exhibit high solubility in water, especially due to their ionic nature. However, it's crucial to note that the overall solubility will depend on the specific interactions between the compound and the solvent used.

For optimal dissolution, one might consider:

  1. Testing in various organic and aqueous media.
  2. Determining pH sensitivity if relevant, as it can affect the charge and solubility.
  3. Experimentally evaluating solubility limits, as predictions may vary based on structural complexity.

Ultimately, the ability of this compound to dissolve in different environments can shed light on its functional applications and biological interactions.

Interesting facts

Interesting Facts about [5-isopropyl-2-methyl-4-(piperidine-1-carbonyloxy)phenyl]-trimethyl-ammonium

This intriguing compound belongs to a class of chemicals known for their diverse applications in pharmaceuticals and chemical biology. Here are some captivating insights into its properties and significance:

  • Pharmaceutical Applications: Compounds similar to this one often exhibit potential therapeutic activities, making them important candidates in drug development. Researchers are continually studying their efficacy against various diseases.
  • Functional Groups: The incorporation of various functional groups, such as the piperidine moiety, enhances the compound's interaction with biological targets. Piperidines are known for their ability to influence neurotransmitter systems, potentially impacting mood and cognition.
  • Trimethylammonium Role: The trimethylammonium group may help to enhance solubility in biological systems, which can be crucial for drug absorption and bioavailability. It can also help modulate the compound's interaction with cellular membranes.
  • Synthetic Pathways: The synthesis of this compound involves intricate organic reactions and requires an understanding of reaction mechanisms and conditions. This complexity reflects the innovative strategies chemists employ to design novel compounds with specific functions.
  • Importance of Structure: The unique structural arrangement, specifically the isopropyl and methyl groups, contributes to the steric and electronic properties of the compound. This configuration can significantly influence the compound’s biological activity and pharmacokinetics.

In summary, the compound [5-isopropyl-2-methyl-4-(piperidine-1-carbonyloxy)phenyl]-trimethyl-ammonium exemplifies the intersection of organic chemistry and medicinal research. As scientists continue to unravel the potential of such compounds, they pave the way for breakthroughs in therapeutic modalities and drug design.

Synonyms
trimethyl-[2-methyl-4-(piperidine-1-carbonyloxy)-5-propan-2-ylphenyl]azanium
trimethyl-[2-methyl-4-[oxo(1-piperidinyl)methoxy]-5-propan-2-ylphenyl]ammonium
CHEMBL1624879
CHEBI:94114
BRD-K74534237-003-01-3
Q27165864
5-isopropyl-N,N,N,2-tetramethyl-4-[(1-piperidinylcarbonyl)oxy]anilinium
[5-isopropyl-2-methyl-4-(piperidine-1-carbonyloxy)phenyl]-trimethyl-ammonium
2-isopropyl-4-dimethylamino-5-methylphenyl-l-piperidine carboxylate methyl chloride
N,N,N,2-tetramethyl-5-(1-methylethyl)-4-((1-piperidinylcarbonyl)oxy)benzenaminium