OXYFEDRINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C19H23NO3
Molecular Weight	313.3908
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=GDYUVHBMFVMBAF-LIRRHRJNSA-N

InChI=1S/C19H23NO3/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/t14-,19-/m0/s1

HIDE SMILES / InChI

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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1801897 | https://www.ncbi.nlm.nih.gov/pubmed/7437255

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

Targets

Primary Target	Pharmacology	Condition	Potency
Adrenergic receptor beta 87 Target ID: CHEMBL2094118 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6095552 \| https://www.ncbi.nlm.nih.gov/pubmed/20326 \| http://www.drugsupdate.com/generic/view/377/Oxyfedrine	Partial Agonist 290

Conditions

Condition	Modality	Targets	Highest Phase	Product
Angina pectoris 106 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1801897 https://www.ncbi.nlm.nih.gov/pubmed/4874592 https://www.ncbi.nlm.nih.gov/pubmed/4874592	Primary		Approved 8429	Ildamen Approved Use Angina pectoris
Myocardial infarction 121 Sources: https://www.ncbi.nlm.nih.gov/pubmed/359492	Primary		Approved 8429	Oxyfedrine Approved Use Myocardial infarction

PubMed

Title	Date	PubMed
[The management of angina pectoris using Ildamen, a new coronary- and cardiac-active substance, in a double-blind study].	1967 Sep 10	4874592
[Stimulation of adrenergic beta-receptors in the heart of normal and reserpinized guinea pigs by oxyfedrine].	1969 Sep	5394533
Pulmonary and systemic circulatory effects and -adrenergic selectivity of hexoprenaline, salbutamol, oxyfedrine, and isoproterenol.	1971 Jul	5153847
Effects of oxyfedrine on regional myocardial blood flow in patients with coronary artery disease.	1991 Dec	1801897

Patents

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 `Sat Dec 16 16:30:26 UTC 2023` Edited by `admin` on `Sat Dec 16 16:30:26 UTC 2023`
Record UNII	DWL616XF1K
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

OXYFEDRINE

Official Name

English

3-(((.ALPHA.S,.BETA.R)-.BETA.-HYDROXY-.ALPHA.-METHYLPHENETHYL)AMINO)-3'-METHOXYPROPIOPHENONE

Common Name

English

OXYFEDRINE [MI]

Common Name

English

(-)-OXYFEDRINE

Common Name

English

1-PROPANONE, 3-(((1S,2R)-2-HYDROXY-1-METHYL-2-PHENYLETHYL)AMINO)-1-(3-METHOXYPHENYL)-

Systematic Name

English

oxyfedrine [INN]

Common Name

English

Oxyfedrine [WHO-DD]

Common Name

English

Classification Tree Code System Code

WHO-ATC

C01DX53