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Ephedrine

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Identification
Molecular formula
C10H15NO
CAS number
299-42-3
IUPAC name
(1S,2R)-2-(methylamino)-1-phenyl-propan-1-ol
State
State

At room temperature, ephedrine is typically found as a crystalline solid.

Melting point (Celsius)
34.00
Melting point (Kelvin)
307.15
Boiling point (Celsius)
137.00
Boiling point (Kelvin)
410.15
General information
Molecular weight
165.23g/mol
Molar mass
165.2360g/mol
Density
1.0075g/cm3
Appearence

Ephedrine typically appears as white or colorless crystals, or as a crystalline powder. It might also be encountered in the form of tablets or solutions. The compound is often odorless or may have a slight odor.

Comment on solubility

Solubility of (1S,2R)-2-(methylamino)-1-phenyl-propan-1-ol

The solubility of (1S,2R)-2-(methylamino)-1-phenyl-propan-1-ol is influenced by its unique molecular structure, featuring both polar and non-polar characteristics. The presence of the methylamino group enhances its capacity to engage in hydrogen bonding, which generally contributes to increased solubility in polar solvents.

Key points regarding its solubility include:

  • Solvent Compatibility: (1S,2R)-2-(methylamino)-1-phenyl-propan-1-ol is likely to be more soluble in water and other polar solvents compared to non-polar solvents like hexane.
  • Temperature Effect: Solubility can increase with higher temperatures, making it more effective in applications requiring dissolution at elevated temperatures.
  • pH Influence: The solubility may be affected by the pH of the solution, as the ionization state of the methylamino group can vary, impacting its interaction with the solvent.

In summary, the solubility of (1S,2R)-2-(methylamino)-1-phenyl-propan-1-ol is primarily dictated by its ability to form interactions with solvents. Understanding these properties is crucial for applications where solubility plays a key role in the compound's effectiveness.

Interesting facts

Interesting Facts about (1S,2R)-2-(methylamino)-1-phenyl-propan-1-ol

(1S,2R)-2-(methylamino)-1-phenyl-propan-1-ol, also known as a specific isomer of a phenylpropanolamine, is an intriguing compound with various implications in both biological and chemical contexts. Its structure is characterized by a chiral center, making it an important subject of study in stereochemistry.

Key Characteristics

  • Stereochemistry: The compound belongs to a class of chiral molecules that can exist in different enantiomeric forms. The specific configuration (1S,2R) plays a significant role in its biological activity.
  • Pharmaceutical Relevance: As a derivative of phenylpropanolamine, this compound has been explored for its potential use in treating conditions such as nasal congestion and obesity.
  • Mechanism of Action: Compounds related to (1S,2R)-2-(methylamino)-1-phenyl-propan-1-ol often function as norepinephrine reuptake inhibitors, impacting the central nervous system and altering appetite.

Application Highlights

  • Research into the effects of (1S,2R)-2-(methylamino)-1-phenyl-propan-1-ol has highlighted its importance in the development of safer and more effective therapeutic agents.
  • Its unique properties allow chemists to explore variations that could lead to new drugs with fewer side effects.
  • The compound also serves as a model for the synthesis of other biologically active molecules, highlighting the significance of molecular structure in drug design.

As we further explore this compound, one cannot underestimate the importance of chirality in developing tailored pharmacological treatments. The saying, "the same molecular formula but with different effects," rings particularly true in the world of isomers. With ongoing research, the future of (1S,2R)-2-(methylamino)-1-phenyl-propan-1-ol looks promising for medicinal chemistry and beyond.

Synonyms
d-Ephedrine
(+)-Ephedrine
L-(+)-Ephedrine
racephedrine
(+)-Ephedrin
(+)-(1s,2r)-ephedrine
321-98-2
(+)-Ephedrine anhydrous
(+-)-Ephedrine
EPHEDRINE, (+)-
90-81-3
Racephedrine [INN:BAN]
2-Methylamino-1-phenylpropan-1-ol
EINECS 202-017-0
EINECS 206-293-3
Ephedrine DL-form
(1S,2R)-Ephedrine
BRN 4231286
D-(-)-Ephedrine
(+)-erythro-ephedrine
Ephedrine, D-(-)-
(1S,2R)-2-(methylamino)-1-phenylpropan-1-ol
RACEPHEDRINE [INN]
03VRY66076
72087NSY56
BRN 3197916
(1s,2r)-(-)-ephedrine
RACEPHEDRINE [WHO-DD]
EPHEDRINE, (+-)-
EPHEDRINE DL-FORM [MI]
NIOSH/KB0650000
Benzenemethanol, alpha-((1R)-1-(methylamino)ethyl)-, (alphaS)-
Benzenemethanol, alpha-(1-(methylamino)ethyl)-, (S-(R*,S*))-
DTXSID20891194
4-13-00-01881 (Beilstein Handbook Reference)
( inverted exclamation markA)-Ephedrine
alpha-(1-(Methylaminoethyl)benzenemethanol, (S-(R*,S*)-
KB06500000
Benzenemethanol, .alpha.-[(1R)-1-(methylamino)ethyl]-, (.alpha.S)-
Benzenemethanol, .alpha.-[(1R)-1-(methylamino)ethyl]-, (.alpha.S)-rel-
Racefedrina
Benzenemethanol, alpha-(1-(methylamino)ethyl)-, (R*,S*)-(+-)-
Benzenemethanol, .alpha.-[1-(methylamino)ethyl]-, [S-(R*,S*)]-
Benzenemethanol, alpha-((1R)-1-(methylamino)ethyl)-, (alphaS)-rel-
BENZENEMETHANOL, .ALPHA.-(1-(METHYLAMINO)ETHYL)-, (S-(R*,S*))-
BENZENEMETHANOL, .ALPHA.-((1R)-1-(METHYLAMINO)ETHYL)-, (.ALPHA.S)-REL-
(1R,2S)-(-)-ephedrine
racephedrinum
UNII-03VRY66076
UNII-72087NSY56
.psi.-Ephedrine
.psi.-Ephedrin
D-.psi.-Ephedrine
(+/-)-ephedrine
Novafed (Salt/Mix)
Sinufed (Salt/Mix)
Tussaphed (Salt/Mix)
Symptom 2 (Salt/Mix)
L(+)-.psi.-Ephedrine
.psi.-Ephedrine, (+)-
SCHEMBL420779
Benzenemethanol, .alpha.-[1-(methylamino)ethyl]-, [S-(R*,R*)]-
HY-B0980A
DTXSID60889333
DTXCID001028596
Benzenemethanol, .alpha.-[1-(methylamino)ethyl]-, (R*,S*)-(.+-.)-
PDSP1_001345
PDSP2_001329
PDSP2_001331
AKOS027326694
CS-4471
FM106333
(1R,2R)-2-Methylamino)-1-phenylpropan-1-ol
2-(Methylamino)-1-phenyl-1-propanol, d-.psi.- #
Q22330463
(R*,S*)-(+-)-alpha-(1-(Methylamino)ethyl)benzyl alcohol
[S-(R*,R*)]-.alpha.-[1-(methylamino)ethyl]benzenemethanol
.alpha.-((1S)-1-(Methylamino)ethyl)benzyl alcohol, (.alpha.S)-
.alpha.-[(1S)-1-(Methylamino)ethyl]benzenemethanol, (.alpha.S)-
Benzenemethanol, alpha-(1-(methylamino)ethyl)-, (R*,S*)-(+-)-(9CI)
Benzenemethanol, alpha-(1-(methylamino)ethyl)-, (S-(R*,S*))-(9CI)
BENZENEMETHANOL, .ALPHA.-(1-(METHYLAMINO)ETHYL)-, (R*,S*)-(+/-)-