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

Anti-diabetic compound, as well as preparation method and application thereof

A technology for diabetes drugs and compounds, applied in the fields of active ingredients of heterocyclic compounds, metabolic diseases, organic chemistry, etc., which can solve problems such as weight gain and obvious side effects

Inactive Publication Date: 2013-09-18
李在刚
View PDF8 Cites 10 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

PPARγ is considered to be the main molecular target of glitazone insulin sensitizers. Although glitazones are effective drugs for the treatment of type II diabetes, the side effects of these compounds are very obvious, such as severe liver toxicity, weight gain and anemia, which is mainly due to the fact that glitazones are the main or complete agonists of PPARγ (N · Ajie, D · Rocher, S · Yvonne, CN101098865A)

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
  • Anti-diabetic compound, as well as preparation method and application thereof
  • Anti-diabetic compound, as well as preparation method and application thereof
  • Anti-diabetic compound, as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022]

[0023] The starting materials for the reaction were commercially available.

[0024] 1.81g (10mmol) compound A and 1.54g (10mmol) compound B-1 were dissolved in 20mL EtOH, reacted at room temperature for 3 hours and then added 1.89g (30mmol) NaBH 3 CN, then continued to stir overnight. The reaction mixture was poured into 100 mL of ice water, stirred, adjusted to pH = 6 with concentrated hydrochloric acid, extracted with 50 mL×3 dichloromethane, combined the extract phases, washed once with brine, dried over anhydrous sodium sulfate, and distilled off the solvent in a rotary evaporator to obtain A residue, then purified by column chromatography to obtain the pure product of C-1, ESI-MS, m / z=337 ([M+NH 4 ] + ).

[0025] Dissolve 2.23g (7mmol) of compound C-1 in 10mL of dry toluene, stir slowly under cooling in an ice-water bath, and slowly add 2.71g (10mmol) of PBr 3 Dissolve in 2 mL of dry dichloromethane solution. After the dropwise addition, the reaction mixt...

Embodiment 2-4

[0028] According to the method of Example 1, the compounds of general formula I shown in the table below were prepared.

[0029]

Embodiment 5

[0031] The sample was formulated with 1% sodium carboxymethylcellulose into a suspension at a concentration of 5 mg / mL, and the administration volume was 0.4 mL / 20 g of body weight, equivalent to a dose of 100 mg / kg.

[0032] Healthy ICR mice, half male and half male, weighing 20-24g, meet the first-class standard. Animals were fasted for 16 hours, given the compound to be tested by intraperitoneal injection of 2g / kg glucose saline solution for 15 minutes after intraperitoneal injection, and were regularly taken from the retrobulbar venous plexus of mice at 0.5h, 1h, 1.5h and 2h after modeling. Blood was centrifuged to separate serum, and the serum glucose content at each time point was determined by glucose oxidase method. The blank mice were given neither glucose nor the test compound, and the model mice were only given glucose without the test compound.

[0033]

[0034] It can be seen from the data in the above table that the compound of the present invention can signi...

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 invention relates to the field of medicines which are related to diabetes. Specifically, the invention relates to a compound containing an adamantane tetranitrazoleacetic acid structure, which is as shown in a general formula I, has a treatment effect against the diabetes and is used as a peroxisome proliferator-activated receptor (PPAR) agonist, as well as a preparation method and an application in the aspect of treating the diabetes, wherein the groups are as defined in the specification.

Description

technical field [0001] The invention relates to the field of medicine related to diabetes. Specifically, the present invention relates to a class of peroxisome proliferator-activated receptor (PPAR) agonists containing an adamantane tetrazole acetic acid skeleton that has a therapeutic effect on diabetes, a preparation method thereof, and a pharmaceutical combination containing them things. Background technique [0002] Diabetes mellitus is a disease in which the patient's ability to control blood sugar is impaired, and the patient has lost, to varying degrees, the ability to respond appropriately to the action of insulin. Most of diabetes is type II diabetes (non-insulin-dependent diabetes), accounting for about 80%-90%. Studies have found that insulin resistance in peripheral tissues (including skeletal muscle, liver and adipose tissue, etc.) , development plays an extremely important role. A class of drugs that sensitize patients to their own insulin, insulin sensitize...

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): C07D257/04A61K31/41A61P3/10
Inventor 张远强
Owner 李在刚
Features
  • Generate Ideas
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

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

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com