Disopyramide
Title: Disopyramide
CAS Registry Number: 3737-09-5
CAS Name: a-[2-[Bis(1-methylethyl)amino]ethyl]-a-phenyl-2-pyridineacetamide
Additional Names: a-[2-(diisopropylamino)ethyl]-a-phenyl-2-pyridineacetamide; 4-(diisopropylamino)-2-phenyl-2-(2-pyridyl)butyramide
Manufacturers' Codes: H-3292; SC-7031
Trademarks: Dicorantil (Aventis); Isorythm (Merck KGaA); Lispine (Nippon Chemiphar); Ritmodan (Aventis); Rythmodan (Aventis)
Molecular Formula: C21H29N3O
Molecular Weight: 339.47
Percent Composition: C 74.30%, H 8.61%, N 12.38%, O 4.71%
Literature References: Prepn: Cusic, Sause, BE 617730 C.A. 58, 12522e (1963) and US 3225054 (1962 and 1965, both to Searle). Synthesis and biological activity: Adelstein, J. Med. Chem. 16, 309 (1973). Pharmacology: J. Am. Med. Assoc. 213, 697 (1970); Mathur, Am. Heart J. 84, 764 (1972); B. Befeler, R. Lazzara, Heart Lung 9, 475 (1980). Conformation-activity study: J. L. Czeisler, R. M. El-Rashidy, J. Pharm. Sci. 74, 750 (1985). Toxicity: P. C. Ruenitz, C. M. Mokler, J. Med. Chem. 22, 1142 (1979). Reviews: R. R. Dean et al., in Pharmacological and Biochemical Properties of Drug Substances vol. 2, M. E. Goldberg, Ed. (Am. Pharm. Assoc., Washington, DC, 1979) pp 165-185; E. H. Taylor, A. A. Pappas, Ann. Clin. Lab. Sci. 16, 289-295 (1986).
Properties: Crystals from hexane, mp 94.5-95.0°. pKa 10.2; also reported as 10.45. Soly in water: 1 mg/ml. Partition coefficient (chloroform/water): 3.1 (pH 7.2). LD50 i.p. in mice: 517 mmol/kg (Ruenitz, Mokler).
Melting point: mp 94.5-95.0°
pKa: pKa 10.2; also reported as 10.45
Log P: Partition coefficient (chloroform/water): 3.1 (pH 7.2)
Toxicity data: LD50 i.p. in mice: 517 mmol/kg (Ruenitz, Mokler)
 
Derivative Type: Phosphate
CAS Registry Number: 22059-60-5
Manufacturers' Codes: SC-13957
Trademarks: Dirythmin SA (AstraZeneca); Diso-Duriles (AstraZeneca); Norpace (Pfizer); Rythmodul (Aventis)
Molecular Formula: C21H29N3O.H3PO4
Molecular Weight: 437.47
Percent Composition: C 57.66%, H 7.37%, N 9.61%, O 18.29%, P 7.08%
Properties: Freely sol in water.
 
Therap-Cat: Antiarrhythmic (class IA).
Keywords: Antiarrhythmic.

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