Levamlodipine compound prepared in novel method

A technology of levamlodipine besylate and levamlodipine, which is applied in the field of medicine, can solve the problems of difficult recovery of solvents, disproportionation reaction, and difficult to recover, and achieves less environmental pollution, less skin irritation, and lower production costs. Effect

Inactive Publication Date: 2010-08-18
HAINAN MEILAN SMITH KLINE PHARMA
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  • Application Information

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Problems solved by technology

Pfizer's WO95 / 25722 patent provides a method using D or L-tartaric acid as a resolving agent and dimethyl sulfoxide as a solvent to directly resolve amlodipine to obtain levoamlodipine. The disadvantage is that the solvent dimethyl sulfoxide Dimethyl sulfoxide has a high boiling point of 189°C. During the production process, it is easy to cause the problem that the solvent is not easy to recover. Moreover, due to the violent disproportionation reaction of dimethyl sulfoxide during the heating recovery process, it will cause explosion, and the industrial production is very dangerous.
The boiling point of N-methylpyrrolidone is as high as 203°C, so it is difficult to recover

Method used

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  • Levamlodipine compound prepared in novel method

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Embodiment 1

[0027] The synthesis of embodiment 1 levamlodipine besylate

[0028] (1) Synthesis of D-(+)-Camphoric Acid Levoamlodipine

[0029] Add amlodipine base 409g (1mol) in the there-necked flask, be dissolved in 2.5L isopropanol, add the D-(+)-camphoric acid (0.5mol) of 100g in batches and be dissolved in the isopropanol solution of 500ml, Stir and react at room temperature for half an hour, a large amount of solids precipitated, continue to stir and react for 12 hours, filter, add 1L of absolute ethanol to reflux the filtered crude product for half an hour, cool, precipitate solids, filter, and vacuum dry at 40°C to obtain 204g of the product , yield 80%.

[0030] (2) Synthesis of Levoamlodipine

[0031] D-(+)-Camphoric Acid Levoamlodipine 128g was added to a mixed solution of 800ml of methylene chloride and 150ml of 2mol / L aqueous sodium hydroxide solution, stirred and reacted for 1 hour, left to stand for half an hour, and the organic layer was separated. Washed twice with 200...

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Abstract

The invention provides a levamlodipine compound prepared in a novel method, which comprises the following steps: producing D-(plus)-levamlodipine camphorate through reaction of amlodipine and D-(plus)-camphanic acid, producing levamlodipine under the effect of sodium hydroxide, and producing the levamlodipine compound through salt forming reaction of the levamlodipine and benzenesulfonic acid. The method adopts a completely novel split reagent D-(plus)-camphanic acid, simplifies reaction procedures and is more suitable for industrial production. Moreover, the method has the advantage of high yield.

Description

technical field [0001] The invention relates to a new method of levamlodipine besylate compound and a preparation method thereof, belonging to the technical field of medicine. Background technique [0002] Levoamlodipine besylate, the chemical name is (s)-(-)-3-ethyl-5-methyl-2-(2-aminoethoxymethyl)-4-(2-chlorophenyl) -1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate benzenesulfonate, molecular formula C 20 h 25 N 2 o 5 Cl·C 6 h 6 o 3 S, molecular weight 567.1, structural formula: [0003] [0004] Levoamlodipine besylate is a dihydropyridine calcium antagonist (calcium ion antagonist or slow channel blocker), which blocks the extracellular calcium ion of cardiac muscle and vascular smooth muscle from entering the cell through the calcium ion channel (slow channel) of the cell membrane , the effect on smooth muscle is greater than that of cardiac muscle, and its interaction with calcium channels depends on the progressive rate of its binding and dissociation with re...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D211/90
Inventor 杨明贵
Owner HAINAN MEILAN SMITH KLINE PHARMA
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