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Details

Stereochemistry ACHIRAL
Molecular Formula C9H13NO2.BrH
Molecular Weight 248.117
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Deoxyepinephrine hydrobromide

SMILES

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

InChI

InChIKey=ACICAVVXAAEHEM-UHFFFAOYSA-N
InChI=1S/C9H13NO2.BrH/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

Molecular Formula BrH
Molecular Weight 80.912
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C9H13NO2
Molecular Weight 167.205
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

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.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Sample Use Guides

In Vivo Use Guide
SIM2055 (FOSOPAMINE) was administered at increasing doses (from 100 to 300 mg).
Route of Administration: Oral
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
Record UNII
J9AP3NQW36
Record Status Validated (UNII)
Record Version