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Hydrobenzoate magnesium salt with anesthetic effect and preparation method of hydrobenzoate magnesium salt

A technology of hydroxybenzoate and anesthesia, which is applied in the field of medicine and chemical industry, can solve the problems of slow onset of action and harmful formaldehyde, and achieve the effects of quick recovery, safe clinical use, and good water solubility

Active Publication Date: 2015-04-15
HANGZHOU ADAMERCK PHARMLABS INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The disadvantage of fospropofol sodium is that its onset is slower than propofol; recovery is also slower than propofol; fospropofol sodium is a prodrug of propofol, and it releases propofol during metabolism At the same time, harmful formaldehyde is released
At present, it seems that fospropofol sodium is still difficult to shake and replace the position of propofol

Method used

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  • Hydrobenzoate magnesium salt with anesthetic effect and preparation method of hydrobenzoate magnesium salt
  • Hydrobenzoate magnesium salt with anesthetic effect and preparation method of hydrobenzoate magnesium salt
  • Hydrobenzoate magnesium salt with anesthetic effect and preparation method of hydrobenzoate magnesium salt

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025]

[0026] At room temperature, 2.4 g (0.0143 mol) of methyl 3,4-dihydroxybenzoate and 50 ml of distilled water were added to the reaction flask. 10 ml of an aqueous solution of 0.8 g (0.0143 mol) of magnesium hydroxide was added with stirring. After the addition was complete, the mixture was stirred for 2 hours, filtered, and the filtrate was fine-filtered again, and freeze-dried to obtain Compound 1 with a yield of 96.4%.

[0027] H nuclear magnetic resonance spectrum (D2O) of the compound: δ3.88 (CH3, s, 3H), 6.67 (CH, s, H), 7.27 (CH, s, H), 7.36 (CH, s, H) ppm. MS: m / z: 191.01 (M+1).

Embodiment 2

[0029]

[0030] At room temperature, 2.6 g (0.0143 mol) of ethyl 3,4-dihydroxybenzoate and 50 ml of distilled water were added to the reaction flask. 10 ml of an aqueous solution of 0.8 g (0.0143 mol) of magnesium hydroxide was added with stirring. After the addition was complete, the mixture was stirred for 2 hours, filtered, and the filtrate was fine filtered again, and freeze-dried to obtain compound 2 with a yield of 97%.

[0031] The compound H NMR spectrum (D2O): δ1.3 (CH3, s, 3H), 4.29 (CH2, s, 2H), 6.67 (CH, s, H), 7.27 (CH, s, H), 7.36 ( CH, s, H) ppm. MS: m / z: 205.03 (M+1).

Embodiment 3

[0033]

[0034] At room temperature, 2.8 g (0.0143 mol) of 3,4-dihydroxypropyl benzoate and 50 ml of distilled water were added to the reaction flask. 10 ml of an aqueous solution of 0.8 g (0.0143 mol) of magnesium hydroxide was added with stirring. After the addition was completed, the mixture was stirred for 2 hours, filtered, and the filtrate was fine filtered again, and freeze-dried to obtain compound 3 with a yield of 95.3%.

[0035] The compound H nuclear magnetic resonance spectrum (D2O): δ0.96 (CH3, s, 3H), 1.79 (CH2, s, 2H), 4.25 (CH2, s, 2H), 6.67 (CH, s, H), 7.27 ( CH, s, H), 7.36 (CH, s, H) ppm. MS: m / z: 219.04 (M+1).

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Abstract

The invention provides hydrobenzoate magnesium salt with an anesthetic effect. A compound (II) is mixed with distilled water at room temperature, a water solution of magnesium hydroxide is added during stirring, and filtering and freeze drying are carried out to obtain a destination compound (I). The preparation method is mild in condition and easy to operate, and has an industrial prospect. Due to the fact that the water solubility of the compound is high, low-safety auxiliary materials such as a surfactant do not need to be added during the production of an injection; meanwhile, the injection pain can be reduced or eliminated, and the compliance of a patient is improved; the anesthetic effect is quick, the consciousness recovery speed is high, and the hydrobenzoate magnesium salt is safe in clinic use and large in application value. The compound has a structural formula as shown in the description.

Description

technical field [0001] The invention belongs to the field of medicine and chemical industry, and particularly relates to a magnesium hydroxybenzoate salt with anesthesia, its preparation method and application. Background technique [0002] Propofol is a non-water-soluble, quick-acting and short-acting intravenous anesthetic. It has become the drug of choice for induction and maintenance of anesthesia, and is widely used in neurosurgery anesthesia, pediatric anesthesia, monitoring anesthesia, and sedation in ICU wards. However, due to its poor water solubility, fat emulsion injections are made by pharmaceutical methods, but as liquid emulsions, there are disadvantages such as thermodynamic and kinetic instability, easy contamination and microbial growth, and inconvenient storage and use. At the same time, injection pain is the most common adverse reaction of propofol during anesthesia induction. The incidence of injection pain in adults is 28% to 90%, and the incidence of in...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C69/84C07C67/30C07C67/313C07C323/12C07C319/20A61K31/235A61P23/00
CPCC07C67/29C07C67/30C07C69/84C07C319/20C07C323/12
Inventor 漆又毛漆莹贝顾颖张冯敏
Owner HANGZHOU ADAMERCK PHARMLABS INC
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