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Hydroxydecyl quinone derivative for treating or preventing nerve diseases

The technology of a drug and a compound, which is applied in the field of pharmaceutical use of 6--2,3-dimethoxy-5-methyl-1,4-benzoquinone, can solve disorientation and does not relieve elderly surgical patients Post-anesthesia effects, impaired cognitive function, etc.

Active Publication Date: 2013-05-08
HAIKOU QILI PHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Recovery from anesthesia with long-acting anesthetics often results in a state of marked disorientation and cognitive impairment for prolonged periods of time
Even newer short-acting anesthetics fail to alleviate postanesthesia effects in elderly surgical patients

Method used

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  • Hydroxydecyl quinone derivative for treating or preventing nerve diseases
  • Hydroxydecyl quinone derivative for treating or preventing nerve diseases
  • Hydroxydecyl quinone derivative for treating or preventing nerve diseases

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0134] Embodiment 1: preparation compound of the present invention

[0135] The general reaction process of the present embodiment is as follows:

[0136]

[0137]

[0138] (i), the preparation of 10-acetoxydecanoic acid (2)

[0139] In the reaction flask, add sodium hydroxide 115g (2.875mol), water 40ml, castor oil 150g and mixed cresol 45g, stir in 180~195 ℃ (reaction initial stage has frothing phenomenon, needs rapid stirring), reflux 3h. The volatile matter was removed by distillation, 1.5 L of water was added to the residue, the pH was adjusted to acidic with 50% sulfuric acid (containing Congo red), and heated to boiling. Separate the oil layer with a preheated separatory funnel, wash with ether, and dry over anhydrous sodium sulfate. Filtrate, recover the solvent from the filtrate, add 350ml of acetic anhydride to the residue, heat, stir and reflux for 5~6h, pour the reactant into an appropriate amount of ice, and place it overnight. Extracted several times wi...

Embodiment 2

[0152] Embodiment 2: preparation compound of the present invention

[0153] Use embodiment 1 step (vi) gained product, carry out according to the method for embodiment 1 step (vii), difference is to use: 5mL dichloromethane is good solvent, 5mL sherwood oil is the first antisolvent, 15ml cyclohexane is Second anti-solvent; crystallization cooling rate is 0.05°C / min. The yield was 91.3%. mp54.5~55°C.

Embodiment 3

[0154] Embodiment 3: preparation compound of the present invention

[0155] Use embodiment 1 step (vi) gained product, carry out according to the method for embodiment 1 step (vii), difference is to use: 4mL dichloromethane is good solvent, 7mL n-pentane is the first anti-solvent, 13ml n-hexane is The second anti-solvent; the crystallization cooling rate is 0.5°C / min. The yield was 90.9%. mp54~54.5°C.

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Abstract

The invention relates to a hydroxydecyl quinone derivative for treating or preventing nerve diseases. Specifically, the invention relates to the hydroxydecyl quinone derivative as shown in formula I, a pharmaceutical composition containing the compound as shown in the formula I, and a preparation method and uses of the hydroxydecyl quinone derivative in preparation of medicaments for cerebrovascular diseases. The compound disclosed by the invention can effectively treat or prevent the diseases or disease symptoms: the cerebrovascular diseases, improve cerebral metabolism and improve mental symptoms, activate brain mitochondrial respiratory activity, improve cerebral energy metabolism of cerebral ischemia, improve the utilization rate of cerebral glucose, increase the production of cerebral triphosadenine, inhibit the generation of lipid hydroperoxide from brain mitochondria and inhibit the membrane disorder caused by overoxidation action of the brain mitochondrial membrane lipid, reduce impaired brain functions caused by chronic cerebrovascular diseases, cerebral trauma and the like, improve subjective symptoms, language, anxiety, depression, hypomnesia, intelligence decrease and other mental and behavioral disorders, promote the intelligence, and activate brain mitochondrial functions, improve the cerebral energy metabolism and improve brain functions.

Description

technical field [0001] The invention relates to 6-(10-hydroxydecyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone. Specifically, the present invention relates to 6-(10-hydroxydecyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone with specific properties and its preparation method, and the 6- Pharmaceutical use of (10-hydroxydecyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone. Background technique [0002] Neuronal damage, neurodegenerative diseases and syndromes (Alzheimer's disease, multiple sclerosis, Friedrich's ataxia, brain and spinal cord injuries and neurotrauma, stroke, Parkinson's disease, alcoholism and narcolepsy, postoperative recovery syndrome and postanesthesia recovery syndrome) and many other conditions require effective treatment and prevention. [0003] Postoperative stroke and cognitive deficit (POSCD) syndrome is common, especially in older adults undergoing major surgical procedures such as heart surgery or hip replacement. In North America, more than 2.5 million such ...

Claims

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Application Information

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IPC IPC(8): C07C50/28C07C46/10A61K31/122A61P9/00A61P9/10A61P25/00A61P25/28A61P25/22A61P25/24A61P25/18A61P7/02A61P39/06A61P25/32G01N30/02
Inventor 刘炜
Owner HAIKOU QILI PHARMA
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