ephedrine

Ligand id: 556

Name: ephedrine

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 32.26
Molecular weight 165.12
XLogP 2.52
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes
IUPAC Name
(1R,2S)-2-methylamino-1-phenylpropan-1-ol
International Nonproprietary Names
INN number INN
6626 racephedrine
Database Links
CAS Registry No. 299-42-3 (source: DrugBank)
ChEBI CHEBI:15407
ChEMBL Ligand CHEMBL211456
DrugBank Ligand DB01364
GtoPdb PubChem SID 135650234
PubChem CID 9294
Search Google for chemical match using the InChIKey KWGRBVOPPLSCSI-WPRPVWTQSA-N
Search Google for chemicals with the same backbone KWGRBVOPPLSCSI
Search PubMed clinical trials racephedrine
Search PubMed titles racephedrine
Search PubMed titles/abstracts racephedrine
Search UniChem for chemical match using the InChIKey KWGRBVOPPLSCSI-WPRPVWTQSA-N
Search UniChem for chemicals with the same backbone KWGRBVOPPLSCSI
Wikipedia Ephedrine
Comments
Ephedrine is a sympathomimetic amine, hypothesised to act principally as a β-adrenoceptor agonist. Natural ephedrine is used in Chinese traditional medicine as a treatment for asthma and bronchitis.
Chemically, ephedirine can exist as four stereoisomers: the (1R,2S) and (1S,2R) pair of enantiomers is known as ephedrine ( with the INN racephedrine aknowledging the racemic mixture), while (1R,2R) and (1S,2S) pair is known as pseudoephedrine. The (1R,2S) isomer is also named (-)-ephedrine or D-ephedrine. The (1S,2S) isomer being (+)-ephedrine or L-ephedrine. Pseudoephedrine is much less active than ephedrine.