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Details

Stereochemistry ACHIRAL
Molecular Formula C11H12N3O.CH3O4S
Molecular Weight 313.33
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMEZINIUM METILSULFATE

SMILES

COS([O-])(=O)=O.COC1=CC(N)=CN=[N+]1C2=CC=CC=C2

InChI

InChIKey=ZEASXVYVFFXULL-UHFFFAOYSA-N
InChI=1S/C11H11N3O.CH4O4S/c1-15-11-7-9(12)8-13-14(11)10-5-3-2-4-6-10;1-5-6(2,3)4/h2-8,12H,1H3;1H3,(H,2,3,4)

HIDE SMILES / InChI

Molecular Formula C11H11N3O
Molecular Weight 201.2245
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 CH4O4S
Molecular Weight 112.105
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

Amezinium is a sympathomimetic used for its vasopressor effects in the treatment of hypotensive states. Amezinium inhibited monoamine oxidase (MAO) activity. Amezinium antagonized the response to tyramine and blocked neuronal uptake of noradrenaline. Side effects revealed are: palpitation, headache, nausea/vomiting, hot flashes, high blood pressure.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
5.0 µM [IC50]
1.0 mM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Risumic
Primary
Risumic

PubMed

Sample Use Guides

In Vivo Use Guide
Twice a day, 20 mg daily
Route of Administration: Oral
In Vitro Use Guide
Amezinium antagonized the response to tyramine and blocked neuronal uptake of noradrenaline m concentrations as low as 0.1 to 10 uM and therefore it was not surprising to find that in the presence of the lower concentration of Amezinium the effects of noradrenaline were potentiated (at the level of the ED50) by a factor of 3.5.
Substance Class Chemical
Record UNII
03NR868ICX
Record Status Validated (UNII)
Record Version