Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Active metabolic product of phencynonate and its medicinal use

A technology of toluenenonate and toluenenonate, which is applied in the field of active metabolites of phencyclonate and its medical application, and can solve the problem of hyperfunction of the cholinergic system, unclear pathogenesis, and dopaminergic system Poor functionality, etc.

Active Publication Date: 2005-09-28
BEIJING ZHONGYUANHENGKANG BIOTECHNOLOGY CO LTD
View PDF6 Cites 8 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Parkinson's disease mostly occurs in the elderly, and its pathogenesis is not very clear, but there is evidence that the dopamine neurons in the substantia nigra and striatum of the patient's brain degenerate, resulting in hypofunction of the dopaminergic system in the brain. hyperfunction

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Active metabolic product of phencynonate and its medicinal use
  • Active metabolic product of phencynonate and its medicinal use
  • Active metabolic product of phencynonate and its medicinal use

Examples

Experimental program
Comparison scheme
Effect test

preparation example 1

[0033] Preparation Example 1. Preparation of Ethyl Cyclopentylglyoxylate (VIII)

[0034] Place dried 117g (0.80mol) diethyl oxalate and 120ml of anhydrous ether in a 1L three-necked flask, cool in an ice bath, protect with dry nitrogen, and add dropwise newly prepared cyclopentylmagnesium bromide Grignard reagent (0.40 mol) of anhydrous ether solution 350ml, the reaction temperature does not exceed 0°C, and the dropwise is completed within about 2.5 hours. Stir at room temperature for 2 hours, add dropwise 120 mL of an aqueous solution containing 21 g of ammonium chloride to the reaction mixture under cooling, stir at room temperature for 20 minutes, separate the ether layer, wash with water, dry over anhydrous magnesium sulfate, filter, recover the solvent, and distill the residue under reduced pressure , and collected fractions at 122-124° C. / 15 mmHg to obtain 37.3 g of the title compound (VIII) as a colorless oil, with a yield of 53%. Mass Spectrum m / z: 170(M + )

preparation example 2

[0035] Preparation example 2. Preparation of α-phenyl-α-cyclopentyl-α-glycolic acid ethyl ester (IX) and α-phenyl-α-cyclopentyl-α-glycolic acid (X)

[0036]Put 41g (0.24mol) of ethyl cyclopentylglyoxylate (VIII) and 350ml of anhydrous ether in a 1L flask, cool in an ice bath, protect with dry nitrogen, and add dropwise the newly prepared phenylmagnesium bromide Grignard reagent (0.27mol) in anhydrous ether solution (300ml), the reaction temperature does not exceed 0°C, and the dropwise is completed within about 2 hours. Stir at room temperature for 1 hour, add dropwise 100 mL of an aqueous solution containing 20 g of ammonium chloride to the reaction mixture under cooling, stir at room temperature for 20 minutes, separate the ether layer, wash with water, dry over anhydrous magnesium sulfate, filter, recover the solvent, and distill the residue under reduced pressure , collected 94-96°C / 20μmHg fractions to obtain yellow oily compound (IX), mixed with 400mL 5% methanolic potass...

preparation example 3

[0037] Preparation Example 3. Preparation of α-phenyl-α-cyclopentyl-α-glycolic acid methyl ester (XI)

[0038] Dissolve 2.2g (0.01mol) of α-phenyl-α-cyclopentyl-α-glycolic acid in 20mL of ether, and introduce diazomethane until the solution turns light yellow. The ether was evaporated to dryness. The residue was distilled under reduced pressure, and the fraction at 85-87°C / 35 mmHg was collected to obtain 2.1 g of the title compound α-phenyl-α-cyclopentyl-α-glycolic acid methyl ester (XI) as a colorless oil, with a yield of 89.6%.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The present invention relates to the active metabolic product of phencynonate, N-nor phencynonate, or its pharmaceutically acceptable salt, its preparation process and the medicinal use in preparing medicine for car sickness, sea sickness and other motion sickness, Meniere's syndrome and other kinds one dizziness. The said active metabolic product and its pharmaceutically acceptable salt may be also used in treating or remitting Parkinson's disease or Parkinson's syndrome with less side effect than phencynonate.

Description

Technical field: [0001] The invention relates to an active metabolite of phencyclonate and a pharmaceutically acceptable salt thereof, a preparation method thereof and an application thereof for preparing medicines for preventing and / or treating diseases such as vertigo. Background technique [0002] Formula (I) phencyclononyl hydrochloride (systematically named as 2'-cyclopentyl-2'-phenyl-2'-hydroxyacetic acid-9α-[3-methyl-3-azabicyclo (3.3.1) Nonyl ester hydrochloride) is a selective anticholinergic drug, which is clinically used to prevent and treat various motion sicknesses such as motion sickness and seasickness. CN1089838A and US6028198 disclose the use of phencyclonyl hydrochloride as an anti-motion sickness (motion sickness, boat, machine, etc.) drug; CN97125424.9, GB2297255 and ES549796A disclose the preparation method of phencyclonyl hydrochloride. WO02067933 discloses the use of phencyclonyl hydrochloride for treating Parkinson's disease / syndrome and its use for ...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): A61K31/216A61P1/08A61P25/16C07C67/28C07C69/732
Inventor 仲伯华刘河郑建全刘克良李万华刘利平谢剑炜陈兰福韩翔宇刘卫刘春河盖晓丹翁谢川
Owner BEIJING ZHONGYUANHENGKANG BIOTECHNOLOGY CO LTD
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com