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Pilsicainide

Pilsicainide structure

CAS No:
88069-67-4
Formula:
C17H24N2O
Chemical Name:
Pilsicainide
Synonyms:
1H-Pyrrolizine-7a(5H)-acetamide,N-(2,6-dimethylphenyl)tetrahydro-;N-(2,6-Dimethylphenyl)tetrahydro-1H-pyrrolizine-7a(5H)-acetamide;Pilzicainide;Pilsicainide
Categories:
Organic Chemistry > Amides

Description

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.|Pilsicainide has been investigated for the treatment of Paroxysmal Atrial Fibrillation.

Pilsicainide Basic Attributes

Molecular Weight：

272.39

Exact Mass：

272.39

UNII：

AV0X7V6CSE

DSSTox ID：

DTXSID1046639

HScode：

2933990090

Characteristics

PSA：

32.3

XLogP3：

3.27130

Density：

1.11 g/cm3

Boiling Point：

416.9ºC at 760 mmHg

Refractive Index：

1.581

Storage Conditions：

room temp

Safety Information

hazard class code：

Marks：

GHS Classification：

|Danger|H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]|P264, P270, P301+P310, P321, P330, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Drug Information

MeSH：

Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade. (See all compounds classified as Anti-Arrhythmia Agents.)|A class of drugs that act by inhibition of sodium influx through cell membranes. Blockade of sodium channels slows the rate and amplitude of initial rapid depolarization, reduces cell excitability, and reduces conduction velocity. (See all compounds classified as Sodium Channel Blockers.)

MeSH Entry Terms：

1H-pyrrolizine-7a(5H)-acetamide, N-(2,6-dimethylphenyl)tetrahydro-, hydrochloride (1:1)

Pilsicainide Use and Manufacturing

Class ⅠC antiarrhythmic drugs are suitable for the treatment of patients with ventricular tachycardia who are ineffective or intolerable by other antiarrhythmic drugs.

Computed Properties

Molecular Weight:272.4
XLogP3:2.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:272.188863393
Monoisotopic Mass:272.188863393
Topological Polar Surface Area:32.3
Heavy Atom Count:20
Complexity:348
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes