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Tropacocaine

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Identification
Molecular formula
C15H21NO2
CAS number
561-03-1
IUPAC name
ethyl (1S,2R)-2-(dimethylamino)-1-phenyl-cyclohex-3-ene-1-carboxylate
State
State

Tropacocaine is typically a liquid at room temperature, which is unusual compared to many similar compounds that might otherwise be solid under the same conditions.

Melting point (Celsius)
65.00
Melting point (Kelvin)
338.15
Boiling point (Celsius)
290.00
Boiling point (Kelvin)
563.15
General information
Molecular weight
259.35g/mol
Molar mass
259.3490g/mol
Density
1.0603g/cm3
Appearence

Tropacocaine typically appears as a pale yellow liquid. It is a derivative of cocaine and has a look similar to other liquid esters under normal laboratory conditions.

Comment on solubility

Solubility of Ethyl (1S,2R)-2-(dimethylamino)-1-phenyl-cyclohex-3-ene-1-carboxylate

The solubility of ethyl (1S,2R)-2-(dimethylamino)-1-phenyl-cyclohex-3-ene-1-carboxylate in different solvents can be influenced by several factors, including its molecular structure and intermolecular interactions.

Key Solubility Insights:

  • Polarity: The presence of both hydrophilic and hydrophobic regions in the molecule contributes to its solubility characteristics. The dimethylamino group is likely to enhance solubility in polar solvents.
  • Solvent Compatibility: It is expected to be more soluble in organic solvents, such as ethanol and acetone, due to the hydrophobic cyclohexene ring.
  • Water Solubility: Its solubility in water may be limited but can be improved through the use of co-solvents or pH adjustment.
  • Temperature Effects: Generally, solubility increases with temperature, so increased temperatures could enhance solubility in various solvents.

In summary, while the compound exhibits variability in solubility based on its environment, understanding the interplay of its structural components will help predict its behavior in various media. It's always beneficial to conduct experimental solubility testing to obtain precise data.

Interesting facts

Interesting Facts about Ethyl (1S,2R)-2-(dimethylamino)-1-phenyl-cyclohex-3-ene-1-carboxylate

Ethyl (1S,2R)-2-(dimethylamino)-1-phenyl-cyclohex-3-ene-1-carboxylate, often simply referred to in a shortened format, is a fascinating compound within the realm of organic chemistry due to its structural complexity and potential biological applications. Here are some intriguing points about this compound:

  • Chiral Centers: This compound contains two chiral centers, which impart unique stereochemical properties. The 1S and 2R configuration indicates its specific spatial arrangement, making it a true example of chiral chemistry.
  • Biological Relevance: Compounds with similar structures have been explored for their medicinal properties, particularly in the field of pharmacology. They may exhibit activity as neurotransmitter inhibitors or modifiers, impacting various neurological pathways.
  • Reaction Versatility: The presence of both an ester functional group and a dimethylamino group provides this compound with a versatile reactivity profile. It can engage in various chemical reactions, paving the way for the synthesis of more complex molecules.
  • Synthetic Pathways: The synthesis of this compound typically involves multiple steps, including the introduction of the cyclohexene framework and the addition of phenyl and dimethylamino substituents, showcasing the intricate planning required in synthetic organic chemistry.
  • Applications in Material Science: Beyond its biological implications, similar compounds are being researched for applications in materials science, including the development of polymers and drug delivery systems.

This compound exemplifies the *intersection of structural complexity and functional diversity*, making it an interesting subject for both chemists and pharmacologists. As research continues, we might uncover even more properties and uses for such intriguing molecules!

Synonyms
TILIDINE
Tilidate
trans-Tilidine
dl-trans-Tilidine
51931-66-9
20380-58-9
ethyl (1S,2R)-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate
GY33N31E9Y
IDS-NT-003
DTXSID9023671
Go 1261
3-Cyclohexene-1-carboxylic acid, 2-(dimethylamino)-1-phenyl-, ethyl ester, (1R,2S)-rel-
Godecke, Tilidin
Go1261
DTXCID003671
CHEBI:77823
DTXSID401347825
243-774-7
257-522-9
RefChem:898119
Dextilidine
Dextilidina
Dextilidinum
Dextilidine [INN]
32447-90-8
CHEBI:77822
Ethyl trans-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate
Tilidine (INN)
2728MV084C
DEA No. 9750
TILIDINE [INN]
(+)-Ethyl trans-2-(dimethylamino)-1-phenyl-3-cyclohexene-1-carboxylate
Tilidate [BAN]
Tilidine [USAN:INN]
EINECS 243-774-7
EINECS 257-522-9
Dextilidinum [INN-Latin]
Dextilidina [INN-Spanish]
UNII-GY33N31E9Y
Tilidin
UNII-2728MV084C
3-Cyclohexene-1-carboxylic acid, 2-(dimethylamino)-1-phenyl-, ethyl ester, trans-
(+)-tilidine
EINECS 251-048-6
TILIDINE [MI]
TILIDINE [WHO-DD]
SCHEMBL25188
TILIDINE, (+)-
CHEMBL2104560
TILIDINE, TRANS-(+)-
WDEFBBTXULIOBB-WBVHZDCISA-N
(+)-(1S,2R)-Ethyl-2-dimethylamino-1-phenyl-3-cyclohexen-1-carboxylat
DB13787
DB-308086
NS00010651
D08597
Q421108
(+)-(1S,2R)-ethyl-2-dimethylamino-1-phenyl-3-cyclohexen-1-carboxylate
(1S,2R)-(+)-ethyl-2-dimethylamino-1-phenyl-3-cyclohexen-1-carboxylate
(+/-)-ETHYL TRANS-2-(DIMETHYLAMINO)-1-PHENYL-3-CYCLOHEXENE-1-CARBOXYLATE
3-CYCLOHEXENE-1-CARBOXYLIC ACID, 2-(DIMETHYLAMINO)-1-PHENYL-, ETHYL ESTER, (TRANS)-(+/-)-
3-CYCLOHEXENE-1-CARBOXYLIC ACID, 2-(DIMETHYLAMINO)-1-PHENYL-, ETHYL ESTER,(1S-TRANS)-