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Details

Stereochemistry RACEMIC
Molecular Formula C10H15NO
Molecular Weight 165.2322
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RACEPHEDRINE

SMILES

CN[C@H](C)[C@@H](O)C1=CC=CC=C1

InChI

InChIKey=KWGRBVOPPLSCSI-PSASIEDQSA-N
InChI=1S/C10H15NO/c1-8(11-2)10(12)9-6-4-3-5-7-9/h3-8,10-12H,1-2H3/t8-,10-/m1/s1

HIDE SMILES / InChI
Molecular Formula C10H15NO
Molecular Weight 165.2322
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Racephedrine in combination with theophylline, phenobarbital was used to treat bronchial asthma. However, its application was substituted more effective agent. In addition, FDA has reviewed the final monograph for over-the-counter bronchodilator drug products to add additional warnings and to revise the indications in the labeling of products containing racephedrine hydrochloride.

Approval Year

1961
146
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Approved
8583
Unknown

Approved Use

Unknown
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
79.4 ng/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/973934/
22 mg single, oral
dose: 22 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
EPHEDRINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
751 ng × h/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/973934/
22 mg single, oral
dose: 22 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
EPHEDRINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
6.75 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/973934/
22 mg single, oral
dose: 22 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
EPHEDRINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG
activator
150

inhibitor
2252

OverviewOther

Other InhibitorOther SubstrateOther Inducer
Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
CYP3A4
2633
 no
CYP3A4
2633
 no
Sourcing

Sourcing

Vendor/AggregatorIDURL
Acros Organics
22787
Bide Pharmatech
BD0282
BOC Sciences
53214-57-6
BOC Sciences
670-40-6
Chemspace
CSC015963191
Compound Cloud
71290
Compound Cloud
9457
Debye Scientific
DA-05155
eMolecules
300001892
eMolecules
4688326
Enamine
BBV-79210044
Enamine
BBV-79216575
Enamine
BBV-82112918
Enamine
BBV-82114259
Hairui
HR125855
Hairui
TIJL03005
HongKong Chemhere
321-97-1
HongKong Chemhere
SCA55889
HongKong Chemhere
SCA57351
IBScreen
STOCK5S-54243
KeyOrganics
STR02792
Lab Network
LN00753918
mcule
MCULE-5892842695
mcule
MCULE-9848295327
MolPort
MolPort-000-725-693
MolPort
MolPort-001-769-085
MuseChem
M094388
MuseChem
R022094
NCI Plated 2007
165609
NCI Plated 2007
170951
NCI Plated 2007
171244
NCI Plated 2007
33634
NCI Plated 2007
8971
Pharmeks
PHAR036497
Pharmeks
PHAR363096
Princeton BioMolecular Research
OSSL_123892
Sigma Aldrich
285749|ALDRICH
Sigma Aldrich
45280|SIAL
Sigma Aldrich
E-011|CERILLIAN
Sigma Aldrich
E0305000
Sigma Aldrich
E0305000|SIAL
Tetrahedron
TS16810
Tetrahedron
TS42942
TimTec
ST51038173
Toronto Research Chemicals
E575000
Toronto Research Chemicals
E575005
Toronto Research Chemicals
E575205
Vitas-M Laboratory
BBL010298
Vitas-M Laboratory
STK367993
Vitas-M Laboratory
STL326624
ZINC
ZINC000000074840
http://zinc15.docking.org/substances/ZINC000000074840
PubMed

PubMed

TitleDatePubMed
Labeling for bronchodilators to treat asthma; cold, cough, allergy, bronchodilator, and antiasthmatic drug products for over-the-counter human use. Final rule.
2011-07-26
[The in-vitro histamine liberation in human leukocytes sensitized by grass pollen. Pharmacological application of the study on racephedrine and theophylline (proceedings)].
1977-06
[Delayed-action effect of a racephedrine, theophylline and phenobarbital combination on asthma. Study on 100 cases].
1968-07-01
A racephedrine-phenyltoloxamine-containing compound (Ephoxamine) in the treatment of bronchial asthma.
1961-07
RACEPHEDRINE hydrochloride capsules.
1949-07-01
Patents

Patents

US6555136
4

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Wed Apr 02 07:48:21 GMT 2025
Edited
by admin
on Wed Apr 02 07:48:21 GMT 2025
Record UNII
03VRY66076
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
RACEPHEDRINE
INN   WHO-DD  
INN  
Official Name English
EPHEDRINE DL-FORM
MI  
Preferred Name English
racephedrine [INN]
Common Name English
BENZENEMETHANOL, .ALPHA.-((1R)-1-(METHYLAMINO)ETHYL)-, (.ALPHA.S)-REL-
Common Name English
EPHEDRINE DL-FORM [MI]
Common Name English
Racephedrine [WHO-DD]
Common Name English
(1R,2S)-(-)-EPHEDRINE
Common Name English
BENZENEMETHANOL, .ALPHA.-(1-(METHYLAMINO)ETHYL)-, (R*,S*)-(±)-
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C29709
Created by admin on Wed Apr 02 07:48:21 GMT 2025 , Edited by admin on Wed Apr 02 07:48:21 GMT 2025
CFR 21 CFR 119.1
Created by admin on Wed Apr 02 07:48:21 GMT 2025 , Edited by admin on Wed Apr 02 07:48:21 GMT 2025
Code System Code Type Description
EVMPD
SUB10237MIG
Created by admin on Wed Apr 02 07:48:21 GMT 2025 , Edited by admin on Wed Apr 02 07:48:21 GMT 2025
PRIMARY
DRUG BANK
DB14752
Created by admin on Wed Apr 02 07:48:21 GMT 2025 , Edited by admin on Wed Apr 02 07:48:21 GMT 2025
PRIMARY
ECHA (EC/EINECS)
202-017-0
Created by admin on Wed Apr 02 07:48:21 GMT 2025 , Edited by admin on Wed Apr 02 07:48:21 GMT 2025
PRIMARY
EPA CompTox
DTXSID60889333
Created by admin on Wed Apr 02 07:48:21 GMT 2025 , Edited by admin on Wed Apr 02 07:48:21 GMT 2025
PRIMARY
MERCK INDEX
m4933
Created by admin on Wed Apr 02 07:48:21 GMT 2025 , Edited by admin on Wed Apr 02 07:48:21 GMT 2025
PRIMARY Merck Index
SMS_ID
100000080308
Created by admin on Wed Apr 02 07:48:21 GMT 2025 , Edited by admin on Wed Apr 02 07:48:21 GMT 2025
PRIMARY
FDA UNII
03VRY66076
Created by admin on Wed Apr 02 07:48:21 GMT 2025 , Edited by admin on Wed Apr 02 07:48:21 GMT 2025
PRIMARY
NCI_THESAURUS
C81363
Created by admin on Wed Apr 02 07:48:21 GMT 2025 , Edited by admin on Wed Apr 02 07:48:21 GMT 2025
PRIMARY
CAS
90-81-3
Created by admin on Wed Apr 02 07:48:21 GMT 2025 , Edited by admin on Wed Apr 02 07:48:21 GMT 2025
PRIMARY
INN
6626
Created by admin on Wed Apr 02 07:48:21 GMT 2025 , Edited by admin on Wed Apr 02 07:48:21 GMT 2025
PRIMARY
ChEMBL
CHEMBL2110656
Created by admin on Wed Apr 02 07:48:21 GMT 2025 , Edited by admin on Wed Apr 02 07:48:21 GMT 2025
PRIMARY
Related Record Type Details
Structure of Ephedrine
DIASTEREOISOMER -> DIASTEREOISOMER
Structure of RACEPHEDRINE HYDROCHLORIDE
SALT/SOLVATE -> PARENT
Related Record Type Details
Structure of RACEPHEDRINE
ACTIVE MOIETY
NIH
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