ChemicalBook CAS DataBase List 88069-67-4

88069-67-4

Name	PILSICAINIDE
CAS	88069-67-4
Molecular Formula	C17H24N2O
MDL Number	MFCD00864748
Molecular Weight	272.39
MOL File	88069-67-4.mol

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

Chemical Properties

storage temp.

room temp

Safety Data

Hazard Codes	Xn
Risk Statements	22 less more

Raw materials And Preparation Products

Hazard Information

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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