74464-84-9

Usage

InChI:InChI=1/C21H29N3O/c1-16(2)24(17(3)4)15-13-21(20(22)25,18-10-6-5-7-11-18)19-12-8-9-14-23-19/h5-12,14,16-17H,13,15H2,1-4H3,(H2,22,25)/t21-/m0/s1

Upstream product

• 74427-45-5 disopyramide 
• 22059-60-5 disopyramide phosphate 

Downstream Products

• 107256-81-5 α-[2-[bis(1-methylethyl)amino]ethyl]-α-phenyl-2-piperidineacetamide 
• 74464-83-8 (-)-Disopyramide 
• 77494-39-4 (S)-4-(Hydroxy-isopropyl-amino)-2-phenyl-2-pyridin-2-yl-butyramide 
• 77494-41-8 (+)-Mono-N-Desisopropyldisopyramide 
• 77494-38-3 (R)-4-(Hydroxy-isopropyl-amino)-2-phenyl-2-pyridin-2-yl-butyramide 
• 77494-40-7 (-)-Mono-N-Desisopropyldisopyramide 
• 96914-39-5 (+/-)-trans-4-<2-ethyl>-4,4a,5,6,7,8-hexahydro-1-methyl-4-phenyl-3H-pyrido<1,2-c>-pyrimidin-3-one 
• 96914-40-8 (4R,4aS)-4-(2-Diisopropylamino-ethyl)-1-methyl-4-phenyl-4,4a,5,6,7,8-hexahydro-pyrido[1,2-c]pyrimidin-3-one 
• 96997-17-0 (+/-)-4β-<2-ethyl>octahydro-(1R)-1α-methyl-4-phenyl-3H-4aα-pyrido<1,2-c>-pyrimidin-3-one 
• 96997-16-9 (+/-)-trans-4-<2-ethyl>octahydro-1-methyl-4-phenyl-3H-pyrido<1,2-c>-pyrimidin-3-one 
• 91256-98-3 (4R,4aR)-4-(2-Diisopropylamino-ethyl)-4-phenyl-4,4a,5,6,7,8-hexahydro-pyrido[1,2-c]pyrimidin-3-one 
• 91257-00-0 (4R,4aS)-4-(2-Diisopropylamino-ethyl)-4-phenyl-4,4a,5,6,7,8-hexahydro-pyrido[1,2-c]pyrimidin-3-one 
• 91256-99-4 (+/-)-trans-4-<2-ethyl>octahydro-4-phenyl-3H-pyrido<1,2-c>-pyrimidin-3-one 
• 91257-01-1 (4R,4aS)-4-(2-Diisopropylamino-ethyl)-4-phenyl-octahydro-pyrido[1,2-c]pyrimidin-3-one 

Relevant academic research and scientific papers

PROCESS FOR PRODUCING LOW-MELTING CRYSTAL OF FREE DISOPYRAMIDE BASE

The present invention provides a production method of a low melting point type crystal of disopyramide free base, which comprises a step of dissolving disopyramide free base in a solvent, a step of crystallizing the disopyramide free base from the obtained solution and a step of aging the crystal of the disopyramide free base, wherein the solvent is a mixed solvent of toluene and one or two kinds of hydrocarbon solvents selected from heptane and hexane. According to the present invention, a method capable of stably producing a low melting point type crystal of disopyramide free base on an industrial scale in a high yield can be provided.

Synthesis and Anticholinergic Properties of the Enantiomers of 4-(Isopropylamino)-2-(2-pyridyl)-2-phenylbutyramide, the Mono-N-dealkylated Metabolite of Disopyramide

The 2R and 2S enantiomers of 4-isopropyl-2-(2-pyridyl)-2-phenylbutyramide were prepared from the respective 2R and 2S enantiomers of disopyramide by oxidation with peracid, Cope elimination, and subsequent zinc/HCl r

(-)-α-{2-[Bis(1-methylethyl)amino]ethyl}-α-phenyl-2-pyridineacetamide and pharmacologically acceptable salts thereof

Preparation of antiarrhythmic (-)-α-{2-[bis(1-methylethyl)amino]ethyl}-α-phenyl-2-pyridineacetamide and pharmacologically acceptable salts thereof characterized by advantageously diminished and/or favorably altered side-effects such as anticholinergic activity is disclosed.

Resolution, Absolute Configuration, and Antiarrhythmic Properties of the Enantiomers of Disopyramide, 4-(Diisopropylamino)-2-(2-pyridyl)-2-phenylbutyramide

Disopyramide was resolved by fractional crystallization of its diastereomeric bitartrate salts from methanol-acetone.Diastereomeric sulfonamides prepared from (+)-camphor-10-sulfonyl chloride and the primary amines obtained by LiAlH4 reduction of the resolved bases were separable by high-performance LC and were used to show that within experimental error resolution of disopyramide was complete.The absolute configuration was determined by X-ray crystallography. (+)- crystallizes in space group P212121: a = 14.789(4), b = 18.151(4), c = 9.878(2) Angstroem; Z = 4; Dx = 1.225, Dm (flotation C6H6/CCl4) = 1.226 g cm-3.The structure was solved by direct methods.The enantiomeric bitartrates were tested for antiarrhythmic properties.The enantiomeric bitartrate salts were equally effective in prolonging the effective refractory period (ERP) of rabit ventricle.At 3E-6 M, the (-)-bitartrate increased the ERP 21.8 +/- 6.2 ms and the (+)-bitartrate increased the ERP 25.8 +/- 3.6 ms.At 1.5E-5 M no significant difference was noted, as the increases in the ERP were 41.2 +/- 8.9 and 50.5 +/- 6.3 ms for the (-)- and (+)-bitartrate, respectively.