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Cyclomethycaine

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Identification
Molecular formula
C16H23NO2
CAS number
15302-51-9
IUPAC name
[2-(cyclohexylamino)-1-methyl-ethyl] benzoate
State
State

At room temperature, cyclomethycaine is in a solid state. It requires careful handling to avoid degradation or unwanted reactions with atmospheric moisture or other potential contaminants.

Melting point (Celsius)
89.00
Melting point (Kelvin)
362.15
Boiling point (Celsius)
389.85
Boiling point (Kelvin)
663.00
General information
Molecular weight
286.41g/mol
Molar mass
286.4070g/mol
Density
1.0638g/cm3
Appearence

Cyclomethycaine typically appears as a colorless to white crystalline solid. Its appearance is similar to other anesthetic compounds and may differ slightly depending on specific synthesis methods and degree of purity.

Comment on solubility

Solubility of [2-(cyclohexylamino)-1-methyl-ethyl] benzoate

[2-(cyclohexylamino)-1-methyl-ethyl] benzoate is a compound that displays intriguing solubility characteristics, primarily influenced by its chemical structure. Specifically, the presence of both hydrophobic (cyclohexyl) and hydrophilic (amino) groups is significant in determining how this compound interacts with solvents.

Solubility in Common Solvents:

This compound is likely to be:

  • Soluble in organic solvents such as ethanol, methanol, and acetone due to its non-polar cyclohexyl group.
  • Partially soluble in water, mainly attributable to the polar amino group that can form hydrogen bonds with water molecules.
  • Insoluble or exhibiting low solubility in highly polar solvents, as the overall hydrophobic character may dominate.

Quote: "The balance between the hydrophilic and hydrophobic segments of a molecule often dictates its solubility profile."
This principle applies aptly to [2-(cyclohexylamino)-1-methyl-ethyl] benzoate, as the cyclohexyl moiety adds to its lipophilicity.

Factors Affecting Solubility:

Several factors can influence the solubility of this compound:

  • Temperature: An increase in temperature generally enhances solubility in most organic solvents.
  • pH: The solubility may vary with changes in pH, especially due to the protonation state of the amino group.
  • Concentration: Higher concentrations may lead to precipitation, particularly in aqueous solutions.

In summary, the solubility of [2-(cyclohexylamino)-1-methyl-ethyl] benzoate showcases the dynamic interplay between its chemical groups, affecting its solubility in various solvents and under different conditions.

Interesting facts

Interesting Facts about [2-(cyclohexylamino)-1-methyl-ethyl] benzoate

[2-(cyclohexylamino)-1-methyl-ethyl] benzoate is a fascinating compound that belongs to the class of esters, specifically derived from benzoic acid. This compound showcases the versatility of organic chemistry, offering a variety of applications and interesting structural characteristics.

Key Features:

  • Structural Composition: The compound features a cyclohexyl group, which adds significant steric bulk and can influence its chemical reactivity and properties.
  • Amine Functionality: The presence of the amino group allows the compound to engage in hydrogen bonding, affecting its solubility and interaction with other molecules.
  • Applications: Esters like this one are widely utilized in the synthesis of fragrances, flavorings, and pharmaceuticals due to their unique olfactory and chemical properties.
  • Signal Modulation: Compounds of this type can act as intermediates in the development of drugs, particularly those targeting the central nervous system, making them of significant interest in medicinal chemistry.

Exciting Insights:

This compound exemplifies the concept of structure-activity relationship (SAR) in medicinal chemistry. The modification of the cyclohexyl group or the amino functionality can lead to different biological activities, which can be critical in drug design. As noted by researchers, “Small changes in molecular structure can lead to significant differences in biological behavior.”

Moreover, the study of such compounds provides valuable insights into the synthesis and reactivity of esters, broadening a chemist's understanding of organic reactions and molecular interactions.

In conclusion, [2-(cyclohexylamino)-1-methyl-ethyl] benzoate is not only an interesting chemical compound but also a gateway to exploring the myriad possibilities in organic chemistry and pharmacology.

Synonyms
HEXYLCAINE
Osmocaine
Hexylcaine [INN]
532-77-4
Hexilcaina
1-(cyclohexylamino)propan-2-yl benzoate
Hexylcainum
Hexylcainum [INN-Latin]
Hexilcaina [INN-Spanish]
1-(Cyclohexylamino)-2-propanol benzoate (ester)
(2-Cyclohexylamino-1-methylethyl) benzoate
2-Propanol, 1-(cyclohexylamino)-, benzoate (ester)
511IU0826Z
HEXYLCAINE [WHO-DD]
DTXSID1047863
Hexylcainum (INN-Latin)
Hexilcaina (INN-Spanish)
DTXCID7027839
cyclaine /OD/ 1-(cyclohexylamino)-2-propanol benzoate ester
Hexylcainc
Cyclain; Osmocaine
CHEBI:34791
UNII-511IU0826Z
Prestwick0_000788
Prestwick1_000788
Prestwick2_000788
Prestwick3_000788
CHEMBL1197
SCHEMBL34238
BSPBio_000896
SPBio_002835
BPBio1_000986
GTPL7196
BDBM50225698
DB00473
NCGC00179382-01
AB00514688
NS00006142
2-(Cyclohexylamino)-1-methylethyl benzoate #
EN300-25300387
Benzoic acid 2-cyclohexylamino-1-methyl-ethyl ester
Q5749095
BRD-A97730597-003-03-2
BRD-A97730597-003-11-5