DEOXYEPINEPHRINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C9H13NO2
Molecular Weight	167.205
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CNCCC1=CC=C(O)C(O)=C1

InChI

InChIKey=NGKZFDYBISXGGS-UHFFFAOYSA-N

InChI=1S/C9H13NO2/c1-10-5-4-7-2-3-8(11)9(12)6-7/h2-3,6,10-12H,4-5H2,1H3

HIDE SMILES / InChI

Molecular Formula	C9H13NO2
Molecular Weight	167.205
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/19474400 | https://www.ncbi.nlm.nih.gov/pubmed/2548941

Epinine or deoxyepinephrine is an active form of Ibopamine, which is used as a cardiovascular agent in congestive heart failure. Epinine is a stimulant of alpha-adrenoceptor activities: alpha-1 and alpha-2. Experiments on pig’s eyes have shown that epinine can be a promising candidate substance for intraoperative (e.g., cataract surgery) intracameral use in humans.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Beta-2 adrenergic receptor 203 Target ID: P07550\|\|\|Q53GA6\|\|\|Q9UCZ3 Gene ID: 154.0 Gene Symbol: ADRB2 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/2548941	Agonist 2678
Alpha-2A adrenergic receptor 26 Target ID: P08913 Gene ID: 150.0 Gene Symbol: ADRA2A Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/2858584	Agonist 2678

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Comparison of the central effects of dopamine and epinine.	1973	4802435
Electrophysiological and mechanical studies of frog heart adrenoceptor stimulation by epinine.	1981 Dec	7326688

Patents

Sample Use Guides

In Vivo Use Guide

in the dog: 3 and 6 micrograms/kg/min of epinine

Route of Administration: Intravenous

In Vitro Use Guide

One hundred twelve eyes from newly slaughtered pigs were used. After pretreatment with 20 mg intracameral acetylcholine to give miosis, 0.15 mL epinine was given as an intracameral injection. The pupils were filmed during 90 seconds with a video camera connected to an operation microscope, and the mean pupil diameters were measured from the video recordings. In 37 additional eyes, 0.15 mL vehicle, 1.5% epinine was injected intracamerally, and the eyes were kept on ice overnight. Epinine had a significantly larger mydriatic effect than phenylephrine at equal concentrations.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 20:16:49 UTC 2023` Edited by `admin` on `Fri Dec 15 20:16:49 UTC 2023`
Record UNII	R7339QLN1C
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DEOXYEPINEPHRINE

Common Name

English

EPININ

Common Name

English

3,4-DIHYDROXY-N-METHYLPHENETHYLAMINE

Systematic Name

English

1-(3,4-DIHYDROXYPHENYL)-2-METHYLAMINOETHANE

Systematic Name

English

N-METHYLDOPAMINE

Systematic Name

English

EPININE

Common Name

English

EPININE [USP IMPURITY]

Common Name

English

4-(2-METHYLAMINOETHYL)PYROCATECHOL

Systematic Name

English

Deoxyepinephrine [WHO-DD]

Common Name

English

DEOXYEPINEPHRINE [MI]

Common Name

English

N-METHYL-3,4-DIHYDROXYPHENETHYLAMINE

Systematic Name

English

1,2-BENZENEDIOL, 4-(2-(METHYLAMINO)ETHYL)-

Systematic Name

English

EPYAMINE

Common Name

English

PYROCATECHOL, 4-(2-(METHYLAMINO)ETHYL)-

Systematic Name

English

DEOXYEPHINEPHRINE

Common Name

English

4-(2-METHYLAMINO-ETHYL)-BENZENE-1,2-DIOL

Systematic Name

English

DESOXYEPINEPHRINE

Common Name

English

Code System Code Type Description

CHEBI

18243