General
Preferred name
ephedrine
Synonyms
EPHEDRINE (1R,2S) HYDROCHLORIDE ()
EPHEDRINE HYDROCHLORIDE ()
Tedral ()
Bronchipax ()
L-ephedrine hydrochloride ()
Ephed In Nor Saline ()
Franol ()
NSC-759611 ()
Tedral Sa ()
Expurhin ()
Rezipres ()
Ephedrine hcl ()
(-)-ephedrine hydrochloride ()
Secron ()
Taumasthman ()
Asmapax ()
Ephed HCl ()
Haymine ()
Do-Do ()
Ephedrini hydrochloridum ()
C.A.M. ()
Tabasan ()
Amesec ()
NSC-8971 ()
(-)-ephedrine ()
NSC-170951 ()
Ephedrinum, anhydrous ()
L-ephedrine ()
Xenadrine ()
Ephedrine, anhydrous ()
Emerphed ()
Corphedra ()
Ephedrini sulfas ()
Ephedrine Sulphate ()
Franol Plus ()
Franol-Plus ()
Akovaz ()
Expansyl ()
EPHEDRINE SULFATE ()
P&D ID
PD009531
CAS
50-98-6
14992-57-5
299-42-3
Tags
natural product
drug
available
Approved by
FDA
Drug indication
Bronchodilator
Adrenergic
Adrenergic,Bronchodilator
Asthma
Drug Status
withdrawn
approved
Max Phase
4.0
First approval
2016
2021
Probe control
Probe control not defined
Orthogonal probes
0
No orthogonal probes found
Similar probes
0
No structurally similar probes found
Structure
P&D probe-likeness score
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
PHARMACODYNAMICS
Ephedrine is similar in structure to the derivatives amphetamine and methamphetamine. Chemically, it is an alkaloid derived from various plants in the genus Ephedra (family Ephedraceae). Its principal mechanism of action is based upon enhancing the action of norepinephrine at adrenergic receptors.
MOA
Ephedrine is a sympathomimetic amine - that is, its principal mechanism of action relies on its direct and indirect actions on the adrenergic receptor system, which is part of the sympathetic nervous system. Ephedrine increases post-synaptic noradrenergic receptor activity by (weakly) directly activating post-synaptic α-receptors and β-receptors, but the bulk of its effect comes from the pre-synaptic neuron being unable to distinguish between real adrenaline or noradrenaline from ephedrine. The ephedrine, mixed with noradrenaline, is transported through the noradrenaline reuptake complex and packaged (along with real noradrenaline) into vesicles that reside at the terminal button of a nerve cell. Ephedrine's action as an agonist at most major noradrenaline receptors and its ability to increase the release of both dopamine and to a lesser extent, serotonin by the same mechanism is presumed to have a major role in its mechanism of action.;
DESCRIPTION
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 . 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. (GtoPdb)
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 . 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. (GtoPdb)
[[ p.pathway_name ]]
[[ compound.targets[tid].gene_name ]]
Compound Sets
17
ChEMBL Approved Drugs
ChEMBL Drugs
Concise Guide to Pharmacology 2017/18
Concise Guide to Pharmacology 2019/20
Concise Guide to Pharmacology 2021/22
Drug Repurposing Hub
DrugBank
DrugBank Approved Drugs
DrugCentral
DrugCentral Approved Drugs
DrugMAP
DrugMAP Approved Drugs
Guide to Pharmacology
NCATS Inxight Approved Drugs
NPC Screening Collection
The Spectrum Collection
Withdrawn 2.0
[[ a.name ]]
[[ ligand_id ]]
free of charge
External IDs
73
Molecular Weight
165.12
Hydrogen Bond Acceptors
2
Hydrogen Bond Donors
2
Rotatable Bonds
3
Ring Count
1
Aromatic Ring Count
1
cLogP
1.33
TPSA
32.26
Fraction CSP3
0.4
Chiral centers
2.0
Largest ring
6.0
QED
0.71
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Disease Area
cardiology, pulmonary, neurology/psychiatry, endocrinology
Indication
hypotension, asthma, narcolepsy, obesity
Target
ACHE, ADRA1A, ADRB2, SLC18A2, SLC6A2
MOA
Adrenergic Receptor agonist
ATC
A
Toxicity type
cardiovascular
Therapeutic Class
Central Nervous System Stimulants
Source data
