Preparation method for ipratropium bromide

A technology of ipratropium bromide and ipratropium bromide is applied in the field of preparation of ipratropium bromide, can solve the problems of high equipment sealing requirements, inconvenient use, storage and transportation, volatile, etc. requirements, enhance safety, and reduce dosage

Inactive Publication Date: 2018-10-12
CHENGDU LAURELSCI TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, since methyl bromide has a boiling point of only 3.6°C under normal pressure, it is a colorless gas at normal temperature and pressure,

Method used

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  • Preparation method for ipratropium bromide
  • Preparation method for ipratropium bromide
  • Preparation method for ipratropium bromide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Preparation of Isopropyltropine

[0042] 10g of α-formylphenylacetic acid-N-isopropyltropine ester was dissolved in 60ml of chloroform and 20ml of water. Add 1.24 g of sodium borohydride, react at room temperature for 5 hours, separate the layers, extract the aqueous layer twice with 20 ml of chloroform, and combine the organic layers. After drying, the solvent was concentrated and recrystallized with ethyl acetate:petroleum ether=1:3 to obtain 8.2g of isopropyltropine.

[0043] Methylation of Isopropyltropine

[0044] Add 3 g of isopropyltropine into 12 ml of acetone, stir for 30 minutes to dissolve, and cool down to 0-5°C in an ice bath. Add 1.8g of methyl iodide, keep the temperature at 15-20°C, stir the reaction for 5 hours, evaporate the solvent to dryness under reduced pressure at 40°C, and recrystallize with ethyl acetate:methanol=3:1 to obtain 3.9g of the product with a yield of 93%.

[0045] The preparation of ipratropium bromide

[0046] 2 g of ipratropium...

Embodiment 2

[0048] Preparation of Isopropyltropine

[0049]10g of α-formylphenylacetic acid-N-isopropyltropine ester was dissolved in 60ml of chloroform and 20ml of water. Add 1.24 g of sodium borohydride, react at room temperature for 5 hours, separate the layers, extract the aqueous layer twice with 20 ml of chloroform, and combine the organic layers. After drying, the solvent was concentrated and recrystallized with ethyl acetate:petroleum ether=1:3 to obtain 8.2g of isopropyltropine.

[0050] Methylation of Isopropyltropine

[0051] Add 3 g of ipropyltropine into 6 ml of methanol and 6 ml of water, stir for 30 minutes to dissolve, and cool down to 0-5°C in an ice bath. Add 1.8g of methyl iodide, keep the temperature at 15-20°C, stir the reaction for 5 hours, evaporate the solvent to dryness under reduced pressure at 40°C, and recrystallize with ethyl acetate:methanol=3:1 to obtain 4.2g of the product with a yield of 96%.

[0052] The preparation of ipratropium bromide

[0053] Dis...

Embodiment 3

[0055] Preparation of Isopropyltropine

[0056] 10g of α-formylphenylacetic acid-N-isopropyltropine ester was dissolved in 60ml of chloroform and 20ml of water. Add 1.24 g of sodium borohydride, react at room temperature for 5 hours, separate the layers, extract the aqueous layer twice with 20 ml of chloroform, and combine the organic layers. After drying, the solvent was concentrated and recrystallized with ethyl acetate:petroleum ether=1:3 to obtain 8.2g of isopropyltropine.

[0057] Methylation of Isopropyltropine

[0058] Add 3 g of isopropyltropine into 6 ml of acetone and 6 ml of water, stir for 30 minutes to dissolve, and cool down to 0-5°C in an ice bath. Add 1.8g of methyl iodide, keep the temperature at 15-20°C, stir the reaction for 5 hours, evaporate the solvent to dryness under reduced pressure at 40°C, and recrystallize with ethyl acetate:methanol=3:1 to obtain 3.8g of the product with a yield of 92%.

[0059] The preparation of ipratropium bromide

[0060] D...

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Abstract

The invention relates to the technical fields of chemical engineering and pharmacy, in particular to a preparation method for ipratropium bromide. The preparation method comprises the following stepsof using N-isopropylnortropine or N-isopropyl tropine as the raw material, and respectively performing methylation reaction with iodomethane, so as to obtain an iodine-containing compound; performingdeiodination reaction on the iodine-containing compound by special metal oxide, metal salt or bromine, and performing follow-up treating, so as to obtain the ipratropium bromide. The preparation method has the advantages that the storage and use condition of the methylation reagent raw material is greatly reduced, so that the transportation and storage cost of the raw material is reduced; comparedwith the bromomethane, the iodomethane has stronger reaction activity, and the reaction conditions are milder, so that the usage amount of the methylation reagent in the methylation reaction is reduced; the safety, operability and reaction effect of the original technology are enhanced by the preparation method, and the requirement on equipment is reduced.

Description

technical field [0001] The invention belongs to the field of chemical industry and pharmacy, and specifically relates to a preparation method of ipratropium bromide. Background technique [0002] Ipratropium bromide, also known as ipratropium bromide, ipratropium bromide, ipratropium bromide, chemical name is [(1R,5S)-8-methyl-8-isopropyl-8-azabicyclo [3.2.1] Oct-3-yl] 3-hydroxy-2-phenylpropionate bromide, white or off-white crystalline powder, soluble in water, easily soluble in methanol, slightly soluble in ethanol. Ipratropium bromide is a potent anticholinergic drug with high selectivity to bronchial smooth muscle M receptors. It is used to prevent and treat bronchial asthma and asthmatic chronic bronchitis, especially for muscle tremors, In patients with tachycardia who cannot tolerate such drugs, the combined use of β-agonists can enhance the efficacy of each other. [0003] In the existing production technology, methyl bromide is used, which is commonly used in plan...

Claims

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Application Information

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IPC IPC(8): C07D451/10
Inventor 鲁灵江吴继超彭开金杨久才高权高海丰
Owner CHENGDU LAURELSCI TECH
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