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Details

Stereochemistry ACHIRAL
Molecular Formula C9H13NO2.ClH
Molecular Weight 203.666
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DEOXYEPINEPHRINE HYDROCHLORIDE

SMILES

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

InChI

InChIKey=JCDRZCWRRLKLTB-UHFFFAOYSA-N
InChI=1S/C9H13NO2.ClH/c1-10-5-4-7-2-3-8(11)9(12)6-7;/h2-3,6,10-12H,4-5H2,1H3;1H

HIDE SMILES / InChI
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
Kinetics and pharmacodynamic effects of a novel prodrug of N-methyldopamine at single dose in healthy volunteers.
1993-06
Development of dopaminergic drugs for the chronic treatment of congestive heart failure.
1990
Cardiovascular and renal action of dopaminergic prodrugs.
1989
Effect of dopamine, ibopamine, and epinine on alpha- and beta-adrenoceptors in canine pulmonary circulation.
1989
Effect of ibopamine and the active metabolite epinine on the catecholamine content of rat hypothalamus and brainstem in vitro.
1988-11
[Mechanism of action of ibopamine: pharmacological effects of epinine and other metabolites].
1988-01
Analysis of epinine and its metabolites in man after oral administration of its pro-drug ibopamine using high-performance liquid chromatography with electrochemical detection.
1986-08-22
Comparison of the cardiovascular actions of dopamine and epinine in the dog.
1985-04
Electrophysiological and mechanical studies of frog heart adrenoceptor stimulation by epinine.
1981-12
Comparison of the central effects of dopamine and epinine.
1973
Patents

Sample Use Guides

SIM2055 (FOSOPAMINE) was administered at increasing doses (from 100 to 300 mg).
Route of Administration: Oral
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.
Name Type Language
NSC-294897
Preferred Name English
DEOXYEPINEPHRINE HYDROCHLORIDE
MI  
Common Name English
Deoxyepinephrine hydrochloride [WHO-DD]
Common Name English
METHYLDOPAMINE HYDROCHLORIDE
Systematic Name English
EPHININE HYDROCHLORIDE
Common Name English
4-(2-METHYLAMINOETHYL)PYROCATECHOL HYDROCHLORIDE
Systematic Name English
3,4-DIHYDROXYPHENYLETHYLMETHYLAMINE HYDROCHLORIDE
Systematic Name English
N-METHYLDOPAMINE HYDROCHLORIDE
Systematic Name English
METHYL(.BETA.-(3,4-DIHYDROXYPHENYL)ETHYL)AMINE HYDROCHLORIDE
Systematic Name English
DEOXYEPINEPHRINE HYDROCHLORIDE [MI]
Common Name English
4-(2-METHYLAMINOETHYL)-1,2-BENZENEDIOL HYDROCHLORIDE
Systematic Name English
EPININE HYDROCHLORIDE
Common Name English
1,2-BENZENEDIOL, 4-(2-(METHYLAMINO)ETHYL)-, HYDROCHLORIDE
Systematic Name English
PYROCATECHOL, 4-(2-(METHYLAMINO)ETHYL)-, HYDROCHLORIDE
Systematic Name English
Code System Code Type Description
DRUG BANK
DBSALT002577
Created by admin on Mon Mar 31 21:43:29 GMT 2025 , Edited by admin on Mon Mar 31 21:43:29 GMT 2025
PRIMARY
ECHA (EC/EINECS)
200-528-3
Created by admin on Mon Mar 31 21:43:29 GMT 2025 , Edited by admin on Mon Mar 31 21:43:29 GMT 2025
PRIMARY
FDA UNII
ZV3MG8PAX3
Created by admin on Mon Mar 31 21:43:29 GMT 2025 , Edited by admin on Mon Mar 31 21:43:29 GMT 2025
PRIMARY
SMS_ID
100000170832
Created by admin on Mon Mar 31 21:43:29 GMT 2025 , Edited by admin on Mon Mar 31 21:43:29 GMT 2025
PRIMARY
CAS
62-32-8
Created by admin on Mon Mar 31 21:43:29 GMT 2025 , Edited by admin on Mon Mar 31 21:43:29 GMT 2025
PRIMARY
MERCK INDEX
m4174
Created by admin on Mon Mar 31 21:43:29 GMT 2025 , Edited by admin on Mon Mar 31 21:43:29 GMT 2025
PRIMARY Merck Index
PUBCHEM
86470
Created by admin on Mon Mar 31 21:43:29 GMT 2025 , Edited by admin on Mon Mar 31 21:43:29 GMT 2025
PRIMARY
NSC
294897
Created by admin on Mon Mar 31 21:43:29 GMT 2025 , Edited by admin on Mon Mar 31 21:43:29 GMT 2025
PRIMARY
EVMPD
SUB185012
Created by admin on Mon Mar 31 21:43:29 GMT 2025 , Edited by admin on Mon Mar 31 21:43:29 GMT 2025
PRIMARY
EPA CompTox
DTXSID90211027
Created by admin on Mon Mar 31 21:43:29 GMT 2025 , Edited by admin on Mon Mar 31 21:43:29 GMT 2025
PRIMARY