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88069-67-4

88069-67-4 Structure

88069-67-4 Structure
IdentificationBack Directory
[Name]

PILSICAINIDE
[CAS]

88069-67-4
[Synonyms]

SUN-1165
Sunrhythm
PILSICAINIDE
Pilzicainide
Pilsicainida
Pilsicainidum
PILSICAININIDE
Unii-av0X7V6cse
Pilsicainidum [inn-latin]
Pilsicainida [inn-spanish]
PILSICAINIDE(FORRESEARCHONLY)
N-(2,6-Dimethylphenyl)tetrahydro-1H-pyrrolizine-7α(5H)-acetamide
N-(2,6-Dimethylphenyl)tetrahydro-1H-pyrrolizine-7a(5H)-acetamide
N-(2,6-Dimethylphenyl)tetrahydro-1H-pyrrolizine-7a(7H)-acetamide
1H-Pyrrolizine-7A(5H)-acetamide, N-(2,6-dimethylphenyl)tetrahydro-
N-(2,6-Dimethylphenyl)-2-(tetrahydro-1H-pyrrolizin-7a(5H)-yl)acetamide
N-(2,6-Dimethylphenyl)-2,3,6,7-tetrahydro-1H-pyrrolizine-7a(5H)-acetamide
N-(2,6-Dimethylphenyl)tetrahydro-1H-pyrrolizine-7a(5H)-acetamide hydrochloride
[Molecular Formula]

C17H24N2O
[MDL Number]

MFCD00864748
[MOL File]

88069-67-4.mol
[Molecular Weight]

272.39
Chemical PropertiesBack Directory
[storage temp. ]

room temp
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22
Raw materials And Preparation ProductsBack Directory
[Raw materials]

1,4-Dioxane-->2,6-Dimethylaniline-->Pyrrole
Hazard InformationBack Directory
[Chemical Properties]

Pilsicainide: C17H24N2O?HCl?1/2H20. [88069-49-2]. It is obtained from the crystallization of ethanol-diethyl ether. Odorless, bitter taste, melting point 212 ~ 214℃. It is highly soluble in glacial acetic acid and soluble in methanol, ethanol or water.
[Uses]

Pilsicainide is a class IC antiarrhythmic drug, suitable for the treatment of patients with ventricular tachycardia ineffective or intolerable to other antiarrhythmic drugs.
[Definition]

ChEBI: Pilsicainide is a secondary carboxamide resulting from the formal condensation of the amino group of 2,6-dimethylaniline with the carboxy group of (tetrahydro-1H-pyrrolizin-7a(5H)-yl)acetic acid. It is a sodium channel blocker which is used as an antiarrhythmic drug for the management of atrial tachyarrhythmias in Japan. It has a role as an anti-arrhythmia drug and a sodium channel blocker. It is a secondary carboxamide and an organic heterobicyclic compound.
[Synthesis]

Pilsicainide was obtained from tetrahydrodithickened pyrrole ethyl acetate and 2, 6-dimethylaniline heated and condensed in dioxane at 100℃ under the action of sodium hydride. It is also possible to hydrolyze tetrahydrodithickened pyrrole ethyl acetate and chlorinate it to tetrahydrodithickened pyrrole acetyl chloride, which is then condensed with 2, 6-dimethylaniline.
[in vivo]

Pilsicainide (SUN 1165 free acid; 2 mg/kg; i.v.; once) decreases the conduction velocity in T4-treated rat atrium by decreasing the Max dV/dt and net inward current[1].

Animal Model:Male Sprague-Dawley (SD) rats weighing from 200 to 220 g, with levo-thyroxine (T4) treatment[1]
Dosage:2 mg/kg
Administration:Bolus injection into right external carotid vein within 2 minutes, once
Result:Elongated the QT interval at 15 and 60 minutes after administration.
Shortened P wave and QRS complex durations.
Markedly decreased action potential amplitudes (APA) and Max dV/dt, and significantly lengthened the action potential durations.
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