Supercharge Your Innovation With Domain-Expert AI Agents!

Gpr119 agonist containing benzenesulfonylhydrazide and halogenated benzene structure, preparation method and use thereof

A halogen and aspect technology, applied in metabolic diseases, organic chemistry, drug combination, etc., can solve problems such as unclear exact cause, loss of sensitivity, and decreased insulin secretion.

Active Publication Date: 2016-04-06
邳州市润宏实业有限公司
View PDF4 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in patients with type 2 diabetes it has been shown that the insulinotropic effect of GIP is decreased, although the insulinotropic effect of GLP-1 is maintained
What is puzzling is that patients with type 2 diabetes still respond well to a large injection of GIP, but lose sensitivity to continuous small injections (Meier et al., Diabetes, 2004, 53, S220-S224), so GIP The exact reason for the decreased activity is currently unknown

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
  • Gpr119 agonist containing benzenesulfonylhydrazide and halogenated benzene structure, preparation method and use thereof
  • Gpr119 agonist containing benzenesulfonylhydrazide and halogenated benzene structure, preparation method and use thereof
  • Gpr119 agonist containing benzenesulfonylhydrazide and halogenated benzene structure, preparation method and use thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] The synthesis of embodiment 1 compound I-1

[0029]

[0030] A. Synthesis of Compound IV-1

[0031] Compound II-11.81g (10mmol) and compound III 4.80g (30mmol) were dissolved in 20mL of dry THF, heated and refluxed for 3 hours, TLC found that the reaction was complete. The reaction mixture was poured into 100 mL ice water with 50 mL × 3 CH 2 Cl 2 After extraction, the extract phases were combined, washed with brine, and dried over anhydrous sodium sulfate. The desiccant was removed by suction filtration, the filtrate was evaporated to dryness on a rotary evaporator, and the obtained residue was purified by column chromatography to obtain compound IV-1, a white solid, ESI-MS, m / z=342 ([M+H] + ).

[0032] B. Synthesis of Compound I-1

[0033] Compound IV-10.68g (2mmol) and compound V-10.34g (2mmol) were dissolved in 10mL of dry THF, heated and refluxed for 3 hours, TLC found that the reaction was complete. The reaction mixture was poured into 100 mL ice water wit...

Embodiment 2-4

[0035] Referring to the method of Example 1, the compounds listed in the following table were synthesized.

[0036]

[0037]

Embodiment 5

[0038] The preparation of embodiment 5 reference compound D-1

[0039] In order to further illustrate the beneficial effect of the compound of the present invention, the applicant has recorded the compound D-1 and pharmacological data that the applicant has studied but not yet published.

[0040]

[0041] A. Synthesis of Compound IV-5

[0042] Compound II-5 1.47g (10mmol) and Compound III 4.80g (30mmol) were dissolved in 20mL dry THF, heated and refluxed for 3 hours, TLC found that the reaction was complete. The reaction mixture was poured into 100 mL ice water with 50 mL × 3 CH 2 Cl 2 After extraction, the extract phases were combined, washed with brine, and dried over anhydrous sodium sulfate. The desiccant was removed by suction filtration, the filtrate was evaporated to dryness on a rotary evaporator, and the obtained residue was purified by column chromatography to obtain compound IV-5, a white solid, ESI-MS, m / z=308 ([M+H] + ).

[0043] B. Synthesis of Compound D...

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 related to type II diabetes mellitus and in particular relates to a GPR119 agonist containing benzenesulfonyl hydrazine and halogenated benzene structures, a preparation method of the GPR119 agonist and application of the GPR119 agonist to preparation of medicines related to type II diabetes mellitus. The GPR119 agonist has a structure shown in a general formula in the specification, wherein in the general formula, X is selected from halogen substituent.

Description

technical field [0001] The invention relates to the pharmaceutical field for the treatment of type 2 diabetes. More specifically, the present invention relates to a kind of GPR119 agonist containing benzenesulfonyl hydrazide and halogenated benzene structure, which has therapeutic effect on type 2 diabetes, its preparation method, and its application in pharmacy. Background technique [0002] Diabetes is increasingly threatening human health. In the United States today, approximately 16 million people are suffering from diabetes. Type 1 diabetes, also known as insulin-dependent diabetes, is an autoimmune disease. It is caused by the destruction of the pancreatic islet β cells that can produce insulin by the autoimmune system. There is currently no cure for this disease in the world, so patients must receive insulin injections. Without insulin injections, cells cannot absorb glucose for energy. Symptoms associated with type 1 diabetes usually appear in childhood and adole...

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
Patent Type & Authority Patents(China)
IPC IPC(8): C07C311/49A61P3/10
Inventor 蔡子洋
Owner 邳州市润宏实业有限公司
Features
  • R&D
  • 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