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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H23NO3.ClH
Molecular Weight 349.852
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OXYFEDRINE HYDROCHLORIDE

SMILES

Cl.COC1=CC=CC(=C1)C(=O)CCN[C@@H](C)[C@H](O)C2=CC=CC=C2

InChI

InChIKey=JMUPNNYLJGSMPK-JPJJPTBZSA-N
InChI=1S/C19H23NO3.ClH/c1-14(19(22)15-7-4-3-5-8-15)20-12-11-18(21)16-9-6-10-17(13-16)23-2;/h3-10,13-14,19-20,22H,11-12H2,1-2H3;1H/t14-,19-;/m0./s1

HIDE SMILES / InChI
Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula C19H23NO3
Molecular Weight 313.3908
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Oxyfedrine, an amino ketone derivative and partial agonist at beta receptors, has been shown to have potent antianginal properties and to increase coronary blood flow in normal and ischemic myocardial regions.

Originator

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Partial Agonist
290
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8429
Ildamen

Approved Use

Angina pectoris
Primary
Approved
8429
Oxyfedrine

Approved Use

Myocardial infarction
PubMed

PubMed

TitleDatePubMed
[The management of angina pectoris using Ildamen, a new coronary- and cardiac-active substance, in a double-blind study].
1967 Sep 10
[Stimulation of adrenergic beta-receptors in the heart of normal and reserpinized guinea pigs by oxyfedrine].
1969 Sep
Pulmonary and systemic circulatory effects and -adrenergic selectivity of hexoprenaline, salbutamol, oxyfedrine, and isoproterenol.
1971 Jul
Effects of oxyfedrine on regional myocardial blood flow in patients with coronary artery disease.
1991 Dec
Patents

Patents

JP2002511777A
414
JPH0797318A
3

Sample Use Guides

In Vivo Use Guide
Oral Myocardial infarction, Angina pectoris Adult: 8-24 mg tid.
Route of Administration: Oral
In Vitro Use Guide
Oxyfedrine was tested in vitro against 471 strains of bacteria from two Gram positive and fourteen Gram negative genera. The minimum inhibitory concentration (MIC) of oxyfedrine was determined by agar dilution method, which ranged from 50-200 ug/ml in most of the strains, while some strains were inhibited at even lower concentrations.
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:27:53 GMT 2023
Edited
by admin
on Fri Dec 15 16:27:53 GMT 2023
Record UNII
63CF9XK7DA
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
OXYFEDRINE HYDROCHLORIDE
JAN   MART.   WHO-DD  
Common Name English
3-(((.ALPHA.S,.BETA.R)-.BETA.-HYDROXY-.ALPHA.-METHYLPHENETHYL)AMINO)-3'-METHOXYPROPIOPHENONE HYDROCHLORIDE
Common Name English
Oxyfedrine hydrochloride [WHO-DD]
Common Name English
OXYFEDRINE HYDROCHLORIDE [MART.]
Common Name English
L-OXYFEDRINE HYDROCHLORIDE
Common Name English
OXYFEDRINE HYDROCHLORIDE [JAN]
Common Name English
FDA-1576
Code English
1-PROPANONE, 3-(((1S,2R)-2-HYDROXY-1-METHYL-2-PHENYLETHYL)AMINO)-1-(3-METHOXYPHENYL)-, HYDROCHLORIDE (1:1)
Systematic Name English
ILDAMEN
Brand Name English
D-563
Code English
MODACOR
Brand Name English
OXYFEDRINE HCL
Common Name English
OXYFEDRINE L-FORM HYDROCHLORIDE [MI]
Common Name English
OXYFEDRINE L-FORM HYDROCHLORIDE
MI  
Common Name English
PROPIOPHENONE, 3-((.BETA.-HYDROXY-.ALPHA.-METHYLPHENETHYL)AMINO)-3'-METHOXY-, HYDROCHLORIDE, (-)-
Systematic Name English
OXYFEDRINE HYDROCHLORIDE, (-)-
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29707
Created by admin on Fri Dec 15 16:27:53 GMT 2023 , Edited by admin on Fri Dec 15 16:27:53 GMT 2023
NCI_THESAURUS C48149
Created by admin on Fri Dec 15 16:27:53 GMT 2023 , Edited by admin on Fri Dec 15 16:27:53 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C77154
Created by admin on Fri Dec 15 16:27:53 GMT 2023 , Edited by admin on Fri Dec 15 16:27:53 GMT 2023
PRIMARY
EPA CompTox
DTXSID0048632
Created by admin on Fri Dec 15 16:27:53 GMT 2023 , Edited by admin on Fri Dec 15 16:27:53 GMT 2023
PRIMARY
FDA UNII
63CF9XK7DA
Created by admin on Fri Dec 15 16:27:53 GMT 2023 , Edited by admin on Fri Dec 15 16:27:53 GMT 2023
PRIMARY
ChEMBL
CHEMBL1651913
Created by admin on Fri Dec 15 16:27:53 GMT 2023 , Edited by admin on Fri Dec 15 16:27:53 GMT 2023
PRIMARY
SMS_ID
100000085492
Created by admin on Fri Dec 15 16:27:53 GMT 2023 , Edited by admin on Fri Dec 15 16:27:53 GMT 2023
PRIMARY
PUBCHEM
5489012
Created by admin on Fri Dec 15 16:27:53 GMT 2023 , Edited by admin on Fri Dec 15 16:27:53 GMT 2023
PRIMARY
RXCUI
236758
Created by admin on Fri Dec 15 16:27:53 GMT 2023 , Edited by admin on Fri Dec 15 16:27:53 GMT 2023
PRIMARY RxNorm
ECHA (EC/EINECS)
240-696-5
Created by admin on Fri Dec 15 16:27:53 GMT 2023 , Edited by admin on Fri Dec 15 16:27:53 GMT 2023
PRIMARY
CAS
16648-69-4
Created by admin on Fri Dec 15 16:27:53 GMT 2023 , Edited by admin on Fri Dec 15 16:27:53 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
EVMPD
SUB03586MIG
Created by admin on Fri Dec 15 16:27:53 GMT 2023 , Edited by admin on Fri Dec 15 16:27:53 GMT 2023
PRIMARY
CAS
16777-42-7
Created by admin on Fri Dec 15 16:27:53 GMT 2023 , Edited by admin on Fri Dec 15 16:27:53 GMT 2023
PRIMARY
MERCK INDEX
m8331
Created by admin on Fri Dec 15 16:27:53 GMT 2023 , Edited by admin on Fri Dec 15 16:27:53 GMT 2023
PRIMARY Merck Index
Related Record Type Details
Structure of OXYFEDRINE
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of OXYFEDRINE
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