procainamide

Description

procainamide · CAS 51-06-9 · C13H21N3O. UNII L39WTC366D. Melting Point: 165-169 °C; Melting Point: 165 - 169 °C; Solubility: 5050.

Identification

CAS Registry Number	51-06-9
PubChem CID	4913
Molecular formula	C13H21N3O
IUPAC name	4-amino-N-[2-(diethylamino)ethyl]benzamide
UNII (FDA)	L39WTC366D

Computed Descriptors

Molecular Weight	235.33
XLogP3	0.9
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	6
Exact Mass	235.168462302
Monoisotopic Mass	235.168462302
Topological Polar Surface Area	58.4
Heavy Atom Count	17
Formal Charge	0

Physical & Chemical Properties

Melting Point	165-169 °C
Melting Point	165 - 169 °C
Solubility	5050
Solubility	3.02e+00 g/L
LogP	0.88
LogP	1.3
LogP	0.82
Dissociation Constants	9.24
Dissociation Constants	9.35
Dissociation Constants	9.32

Physical description & handling notes

• Solid
• INSOL IN PETROLEUM ETHER /HYDROCHLORIDE SALT/
• 154.85 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
• FREELY SOL IN WATER; SOL IN ALCOHOL; SLIGHTLY SOL IN CHLOROFORM; VERY SPARINGLY SOL IN BENZENE, ETHER; MP: 165-169 °C; MAX ABSORPTION: 278 NM; PH OF 10% AQ SOLN: 5.5 /HYDROCHLORIDE SALT/
• WHITE TO TAN, CRYSTALLINE POWDER; ODORLESS /HYDROCHLORIDE SALT/
• FOR ORAL ADMIN DRUG IS AVAILABLE AS PROCAINAMIDE HYDROCHLORIDE CAPSULES, USP, WHICH CONTAIN 250, 375, OR 500 MG OF DRUG. PROCAINAMIDE HYDROCHLORIDE INJECTION, USP, SUPPLIED IN 10-ML VIALS CONTAINING 100 MG/ML, IS SUITABLE FOR IM & IV INJECTION.

GHS Hazard Classification

Reported hazard statements	H302 (100%), H315 (100%), H319 (100%), H335 (100%)

Documented Uses

• ...BY CONDENSING P-NITROBENZOYL CHLORIDE WITH BETA-DIETHYLAMINOETHYLAMINE & THEN REDUCING NITRO GROUP TO AMINO BY ANY OF USUAL METHODS. HYDROCHLORIDE FORMS READILY WHEN STREAM OF HYDROGEN CHLORIDE IS PASSED INTO SOLN OF BASE IN APPROPRIATE ORGANIC SOLVENT. /HYDROCHLORIDE SALT/
• COMMERCIALLY AVAILABLE AQ SOLN ARE PRESERVED WITH 0.9% BENZYL ALC & 0.09% SODIUM BISULFITE. /HYDROCHLORIDE SALT/
• For the treatment of life-threatening ventricular arrhythmias.
• Procainamide is a medication used to manage and treat ventricular arrhythmias, supraventricular arrhythmias, atrial flutter, atrial fibrillation, AV nodal re-entrant tachycardia, and Wolf-Parkinson-White syndrome. It is a Class 1A antiarrhythmic agent. This activity reviews the literature, indications, action, and contraindications for procainamide as a valuable agent in the treatment of arrhythmias.
• Procainamide is an oral antiarrhythmic agent that has been in use for more than 60 years. Long term procainamide therapy is known to induce hypersensitivity reactions, autoantibody formation and a lupus-like syndrome but is a rare cause of clinically apparent acute liver injury.
• Breast Feeding; Milk, Human; Lactation; Antiarrhythmics

Synonyms

PROCAINAMIDE; 51-06-9; Novocainamide; Procaine amide; 4-Amino-N-[2-(diethylamino)ethyl]benzamide; Novocamid; Novocaine amide; Novocainamid; Biocoryl; Procamide; Procainamida; Procainamidum; p-Aminobenzoic diethylaminoethylamide; p-Amino-N-(2-diethylaminoethyl)benzamide; 4-Amino-N-(2-(diethylamino)ethyl)benzamide; DTXSID7023512

Frequently Asked Questions

What are the CAS number and molecular formula of procainamide?

CAS 51-06-9; molecular formula C13H21N3O; molecular weight — g/mol.

What other names is procainamide known by?

PROCAINAMIDE, 51-06-9, Novocainamide, Procaine amide, 4-Amino-N-[2-(diethylamino)ethyl]benzamide, Novocamid.

Is procainamide classified as hazardous?

Hazard statements reported: H302, H315, H319, H335.

What are the key physical properties of procainamide?

Melting Point: 165-169 °C; Melting Point: 165 - 169 °C; Solubility: 5050; Solubility: 3.02e+00 g/L.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.