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Details

Stereochemistry ACHIRAL
Molecular Formula C9H13NO2
Molecular Weight 167.2054
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DEOXYEPINEPHRINE

SMILES

CNCCc1ccc(c(c1)O)O

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 167.2054
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P07550|||Q53GA6|||Q9UCZ3
Gene ID: 154.0
Gene Symbol: ADRB2
Target Organism: Homo sapiens (Human)
Target ID: P08913
Gene ID: 150.0
Gene Symbol: ADRA2A
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Comparison of the central effects of dopamine and epinine.
1973
Electrophysiological and mechanical studies of frog heart adrenoceptor stimulation by epinine.
1981 Dec
Comparison of the cardiovascular actions of dopamine and epinine in the dog.
1985 Apr
Analysis of epinine and its metabolites in man after oral administration of its pro-drug ibopamine using high-performance liquid chromatography with electrochemical detection.
1986 Aug 22
[Mechanism of action of ibopamine: pharmacological effects of epinine and other metabolites].
1988 Jan
Effect of ibopamine and the active metabolite epinine on the catecholamine content of rat hypothalamus and brainstem in vitro.
1988 Nov
Effect of dopamine, ibopamine, and epinine on alpha- and beta-adrenoceptors in canine pulmonary circulation.
1989
Patents

Sample Use Guides

in the dog: 3 and 6 micrograms/kg/min of epinine
Route of Administration: Intravenous
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 Sat Jun 26 07:28:02 UTC 2021
Edited
by admin
on Sat Jun 26 07:28:02 UTC 2021
Record UNII
R7339QLN1C
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DEOXYEPINEPHRINE
MI  
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 [USP]
Common Name English
EPININE
Common Name English
4-(2-METHYLAMINOETHYL)PYROCATECHOL
Systematic 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
DEOXYEPINEPHRINE [WHO-DD]
Common 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
CAS
501-15-5
Created by admin on Sat Jun 26 07:28:02 UTC 2021 , Edited by admin on Sat Jun 26 07:28:02 UTC 2021
PRIMARY
WIKIPEDIA
DEOXYEPINEPHRINE
Created by admin on Sat Jun 26 07:28:02 UTC 2021 , Edited by admin on Sat Jun 26 07:28:02 UTC 2021
PRIMARY
PUBCHEM
4382
Created by admin on Sat Jun 26 07:28:02 UTC 2021 , Edited by admin on Sat Jun 26 07:28:02 UTC 2021
PRIMARY
EPA CompTox
501-15-5
Created by admin on Sat Jun 26 07:28:02 UTC 2021 , Edited by admin on Sat Jun 26 07:28:02 UTC 2021
PRIMARY
EVMPD
SUB185013
Created by admin on Sat Jun 26 07:28:02 UTC 2021 , Edited by admin on Sat Jun 26 07:28:02 UTC 2021
PRIMARY
MERCK INDEX
M4174
Created by admin on Sat Jun 26 07:28:02 UTC 2021 , Edited by admin on Sat Jun 26 07:28:02 UTC 2021
PRIMARY Merck Index
DRUG BANK
DB13917
Created by admin on Sat Jun 26 07:28:02 UTC 2021 , Edited by admin on Sat Jun 26 07:28:02 UTC 2021
PRIMARY
FDA UNII
R7339QLN1C
Created by admin on Sat Jun 26 07:28:02 UTC 2021 , Edited by admin on Sat Jun 26 07:28:02 UTC 2021
PRIMARY
ECHA (EC/EINECS)
207-919-8
Created by admin on Sat Jun 26 07:28:02 UTC 2021 , Edited by admin on Sat Jun 26 07:28:02 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP