Skip to main content

Levobupivacaine

ADVERTISEMENT
Identification
Molecular formula
C18H28N2O2
CAS number
27262-48-2
IUPAC name
[(1S,2R)-1-benzyl-3-(dimethylamino)-2-methyl-1-phenyl-propyl] propanoate
State
State

Levobupivacaine is typically provided and used in its liquid form as a solution for injection; however, in its pure form, it is a solid. For practical purposes, it is encountered as a liquid in medical settings.

Melting point (Celsius)
121.00
Melting point (Kelvin)
394.15
Boiling point (Celsius)
386.70
Boiling point (Kelvin)
659.85
General information
Molecular weight
324.47g/mol
Molar mass
324.4750g/mol
Density
1.0265g/cm3
Appearence

Levobupivacaine appears as a white or almost white crystalline powder. It is often available in solutions for injection, appearing as a clear, colorless liquid.

Comment on solubility

Solubility of [(1S,2R)-1-benzyl-3-(dimethylamino)-2-methyl-1-phenyl-propyl] propanoate

The solubility of [(1S,2R)-1-benzyl-3-(dimethylamino)-2-methyl-1-phenyl-propyl] propanoate is influenced by several factors. Generally, this compound is expected to exhibit moderate solubility in organic solvents. A few key points regarding its solubility include:

  • Polarity: As an organic compound, its structure contains both hydrophobic and lipophilic regions. The presence of the dimethylamino group contributes to some degree of polarity.
  • Solvent Compatibility: It is often soluble in non-polar to mildly polar solvents such as ethanol, methanol, and some aromatic hydrocarbons.
  • Temperature Dependency: Like many organic compounds, solubility tends to increase with temperature. Thus, heating may enhance its solubility in suitable solvents.

Moreover, due to its complex structure, experimentation is essential to determine the precise solubility characteristics. In practice, researchers often need to perform solubility tests in various solvents to ascertain which environment fosters optimal dissolution. A general guideline is summarized as follows:

  1. Start with polar solvents for initial testing.
  2. If insoluble, move to non-polar solvents.
  3. Adjust temperature as necessary to observe any changes in solubility.

In conclusion, while the solubility of [(1S,2R)-1-benzyl-3-(dimethylamino)-2-methyl-1-phenyl-propyl] propanoate may vary, understanding its unique characteristics can help in formulating effective strategies for its use in chemical applications.

Interesting facts

Interesting Facts About [(1S,2R)-1-benzyl-3-(dimethylamino)-2-methyl-1-phenyl-propyl] propanoate

[(1S,2R)-1-benzyl-3-(dimethylamino)-2-methyl-1-phenyl-propyl] propanoate is a fascinating compound that belongs to a class of molecules with significant implications in medicinal chemistry and pharmacology. Here are some noteworthy points to consider:

  • Chiral Centers: This compound features chiral centers at positions 1 and 2, making it an important subject of study in stereochemistry. The orientation of these centers can influence the biological activity and pharmacokinetics of the molecule.
  • Pharmaceutical Potential: Due to its unique structure, it has potential applications in the creation of novel drugs. Compounds with dimethylamino groups often exhibit enhanced binding affinity to various receptors, which can be leveraged in drug design.
  • Interaction with Neurotransmitters: The dimethylamino group in its structure suggests possible interactions with neurotransmitter systems, making this compound a candidate for studies related to neuromodulation.
  • Complex Synthesis: The synthesis of such complex organic compounds can be quite challenging and requires advanced techniques in organic chemistry, including multiple steps and specific reaction conditions.
  • Potential Side Effects: Understanding the structure-activity relationship is crucial; modifications to the benzyl or propanoate groups may yield variants with different therapeutic effects or side effects.

The study of [(1S,2R)-1-benzyl-3-(dimethylamino)-2-methyl-1-phenyl-propyl] propanoate underpins the importance of molecular structure in defining the chemical behavior and potential applications in medicine. This compound exemplifies the intricate relationship between chemistry and pharmacology, reflecting the ongoing quest for more effective therapeutic agents.

Synonyms
Dextropropoxyphene
propoxyphene
d-Propoxyphene
Dextropropoxyphen
Algafan
Dextroproxifeno
Destropropossifene
Antalvic
Proxagesic
Femadol
Dextropropoxifeno
Depromic
469-62-5
Dextropropoxyphenum
Propoxyphene, (+)-
Proxyvon
(D)-PROPOXYPHENE
Propoxyphene, d-
Propoxypene
4-Dimethylamino-3-methyl-1,2-diphenyl-2-propoxybutane
Dextropropoxifeno [INN-Spanish]
Dextropropoxyphenum [INN-Latin]
HSDB 3175
(+)-1,2-Diphenyl-2-propionoxy-3-methyl-4-dimethylaminobutane
(+)-4-Dimethylamino-1,2-diphenyl-3-methyl-2-propionyloxybutane
EINECS 207-420-5
UNII-S2F83W92TK
alpha-(+)-4-Dimethylamino-1,2-diphenyl-3-methyl-2-butanol propionate ester
(S)-alpha-(2-(Dimethylamino)-1-methylethyl)-alpha-phenylbenzeneethanol propanoate
S2F83W92TK
CHEBI:51173
alpha-D-4-Dimethylamino-3-methyl-1,2-diphenyl-2-butanol-propionat
SK-65
(+)-alpha-propoxyphene
(+)-PROPOXYPHENE
alpha-4-Dimethylamino-1,2-diphenyl-3-methyl-2-butanol propionate
J5.928E
alpha-D-4-Dimethylamino-3-methyl-1,2-diphenyl-2-butanol propionate
(1S,2R)-1-benzyl-3-(dimethylamino)-2-methyl-1-phenylpropyl propanoate
2-Butanol, 4-(dimethylamino)-3-methyl-1,2-diphenyl-, propionate (ester), (2S,3R)-
Benzeneethanol, alpha-(2-(dimethylamino)-1-methylethyl)-alpha-phenyl-, propanoate (ester), (S-(R*,S*))-
DTXSID1023524
IDS-ND-004(SECT.2)
2-Butanol, 4-(dimethylamino)-3-methyl-1,2-diphenyl-, propionate, (+)-
Benzeneethanol, alpha-((1R)-2-(dimethylamino)-1-methylethyl)-alpha-phenyl-, propanoate (ester), (alphaS)-
Dextropropoxifeno (INN-Spanish)
Dextropropoxyphenum (INN-Latin)
DEXTROPROPOXYPHENE (MART.)
DEXTROPROPOXYPHENE [MART.]
D Propoxyphene
d-Propoxy phene
alpha-d-propoxphene
CHEBI:8497
DTXCID503524
rac-(1R,2R)-1-benzyl-3-(dimethylamino)-2-methyl-1-phenylpropyl propanoate
(alpha-S) alpha-(2-(Dimethylamino)-1-methylethyl)-alpha-phenylbenzeneethanol propanoate (ester)
(S)-ALPHA-(2-(DIMETHYLAMINO)-1-METHYLETHYL)-ALPHA-PHENYLBENZENEETHANOL PROPANOATE (ESTER)
207-420-5
BENZENEETHANOL, alpha-((1R)-2-(DIMETHYLAMINO)-1-METHYLETHYL)-alpha-PHENYL-, 1-PROPANOATE, (alphaS)-
Darvon
SK 65
II2G62OV6F
Dextropropoxyphene (INN)
Dextroproxifeno [Spanish]
2621-61-6
Destropropossifene [DCIT]
DEXTROPROPOXYPHENE [INN]
Propoxyphene, dl-
Dextropropoxyphene [INN:BAN]
DEXTROPROPOXYPHENE (1.0mg/ml in Acetonitrile)
UNII-II2G62OV6F
USAF EL-84
Bulk dextropropoxyphene (non-dosage forms)
Propoxyphene-d
DEA No. 9273
alpha-D-4-Dimethylamino-3-methyl-1,2-diphenyl-2-butanol-propionat [German]
Darvon (Salt/Mix)
Dolene (Salt/Mix)
Abalgin (Salt/Mix)
Doloxen (Salt/Mix)
Erantin (Salt/Mix)
Romidon (Salt/Mix)
Doloxene (Salt/Mix)
C07406
D07809
.alpha.-d-Propoxyphene
PROPOXYPHENE [MI]
alpha-(+)-4-Dimethylamino-1,2-diphenyl-3-methyl-2-propionoxybutane
PROPOXYPHENE [HSDB]
PROPOXYPHENE [VANDF]
SCHEMBL25405
(+/-)-PROPOXYPHENE
GTPL7593
CHEMBL1213351
BDBM82269
PROPOXYPHENE, (+/-)-
DEXTROPROPOXYPHENE [WHO-DD]
Benzeneethanol, .alpha.-[2-(dimethylamino)-1-methylethyl]-.alpha.-phenyl-, propanoate (ester), [S-(R*,S*)]-
DB00647
CAS_469-62-5
Dextropropoxyphene 0.1 mg/ml in Acetonitrile
Dextropropoxyphene 1.0 mg/ml in Acetonitrile
Q2268608
(+)-4-(Dimethylamino)-3-methyl-1,2-diphenyl-2-butanol propionate
[(2S,3R)-4-dimethylamino-3-methyl-1,2-di(phenyl)butan-2-yl] propanoate
(2S,3R)-(+)-4-(DIMETHYLAMINO)-3-METHYL-1,2-DIPHENYL-2-BUTANOL PROPIONATE (ESTER)
(2S,3R)-(+)-4-(Dimethylamino)-3-methyl-1,2-diphenyl-2-butanol propionate(ester)
.alpha.-(+)-4-Dimethylamino-1,2-diphenyl-3-methyl-2-butanol propionate ester
1-Benzyl-3-(dimethylamino)-2-methyl-1-phenylpropyl propionate, [S-(R*,S*)]- #
BENZENEETHANOL, .ALPHA.-((1R)-2-(DIMETHYLAMINO)-1-METHYLETHYL)-.ALPHA.-PHENYL-, 1-PROPANOATE, (.ALPHA.S)-
BENZENEETHANOL, .ALPHA.-((1R)-2-(DIMETHYLAMINO)-1-METHYLETHYL)-.ALPHA.-PHENYL-, 1-PROPANOATE, (.ALPHA.S)-REL-
Benzeneethanol, .alpha.-[2-(dimethylamino)-1-methylethyl]-.alpha.-phenyl-, propanoate, [S-(R*,S*)]-