chempirical

Ephedrine

C10H15NOCAS 299-42-3165.24 g/mol

Open in Covalent MOL file
NHHO
AlcoholSecondary amine

Properties

Molecular formula
C10H15NO
Molar mass
165.24 g/mol
Exact mass
165.1154 Da
Density
1.0085 g/mL (at 22 °C)
Melting point
34 °C
Boiling point
255 °C
pKa
9.65 (25 °C), 10.25 (0 °C)
Water solubility
56.9 g/L (25 °C)
logP
1.33Crippen estimate
Polar surface area
32.3 Ų
H-bond donors / acceptors
2 / 2
Rotatable bonds
3
Stereocentres
S, Rin SMILES atom order

Hazards

Warning
Irritant (GHS07)

Harmonised EU classification (CLP Annex VI), via PubChem.

Precautionary statements

P264, P270, P301+P317, P330, P501

Identifiers

CAS number
299-42-3
SMILES
CN[C@@H](C)[C@H](O)c1ccccc1
InChIKey
KWGRBVOPPLSCSI-WPRPVWTQSA-N
InChI
InChI=1S/C10H15NO/c1-8(11-2)10(12)9-6-4-3-5-7-9/h3-8,10-12H,1-2H3/t8-,10-/m0/s1

Weigh it out

Type any one amount. The others follow from the molar mass and density.

Names and synonyms

21 names · show all
  • Benzenemethanol, α-[(1S)-1-(methylamino)ethyl]-, (αR)-
  • Ephedrine, (-)-
  • Benzenemethanol, α-[1-(methylamino)ethyl]-, [R-(R*,S*)]-
  • (αR)-α-[(1S)-1-(Methylamino)ethyl]benzenemethanol
  • (1R,2S)-1-Hydroxy-2-(methylamino)-1-phenylpropane
  • Ephedrin
  • (-)-Ephedrine
  • (-)-(1R,2S)-Ephedrin
  • 1(R),2(S)-Erythro-(-)-Ephedrine
  • (-)-Ephedrin
  • (-)-Erythro-Ephedrine
  • l-Ephedrine
  • L-Erythro-2-(Methylamino)-1-phenylpropan-1-ol
  • (1R,2S)-Ephedrine
  • NSC 170951
  • NSC 8971
  • (1R,2S)-(-)-Ephedrine
  • Xenadrine
  • (1R,2S)-2-(Methylamino)-1-phenyl-1-propanol
  • Efedrina
  • Ephedsol

Work with Ephedrine

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Boiling point under vacuumAt any pressure, from its normal boiling point Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Pseudoephedrine90-82-4Diastereomer (-)-Pseudoephedrine321-97-1Diastereomer Pseudoephedrine hydrochloride345-78-8Salt, diastereomer (-)-Ephedrine hydrochloride50-98-6Salt (1S,2R)-(+)-2-(Methylamino)-1-phenylpropan-1-ol hydrochloride24221-86-1Salt, enantiomer Dl-Ephedrine hydrochloride134-71-4Salt (-)-Ephedrine sulfate134-72-5Salt

Similar compounds

(±)-Hydroxyephedrine365-26-468 % similar (R)-(+)-2-Methyl-1-phenyl-1-propanol14898-86-355 % similar (S,S)-(-)-Hydrobenzoin2325-10-254 % similar (R,R)-Hydrobenzoin52340-78-054 % similar Rel-(1R,2S)-1,2-Diphenyl-1,2-ethanediol579-43-154 % similar Hydrobenzoin655-48-154 % similar (αS)-N,α-Dimethylbenzenemethanamine19131-99-850 % similar (+)-Phenylpropanolamine37577-28-950 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue. All similar compounds

Same formula

N-Benzyl-N-methylethanolamine101-98-4 3-[1-(Dimethylamino)ethyl]phenol105601-04-5 2-Amino-4-tert-butylphenol1199-46-8 (S)-3-[1-(Dimethylamino)ethyl]phenol139306-10-8 N-Ethyl-4-methoxybenzylamine22993-76-6 N-Methyl-N-(2-hydroxyethyl)-p-toluidine2842-44-6 Perillartine30950-27-7

Elsewhere

PubChem CAS Common Chemistry NIST WebBook