Supercharge Your Innovation With Domain-Expert AI Agents!

Schiff base bridged sulfamidazole compound as well as preparation method and application thereof

A technology of Schiff base bridge and sulfimidazole, which is applied in the field of Schiff base bridged sulfimidazole compound and its preparation, can solve the problems of bacterial drug resistance and drug side effects limiting clinical application, achieve good inhibitory activity effect, solve resistance The effect of medicinal properties and short synthetic route

Active Publication Date: 2021-01-08
HARBIN INST OF TECH SHENZHEN GRADUATE SCHOOL
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the bacterial resistance and drug side effects caused by the misuse of antibacterial drugs limit their clinical application

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
  • Schiff base bridged sulfamidazole compound as well as preparation method and application thereof
  • Schiff base bridged sulfamidazole compound as well as preparation method and application thereof
  • Schiff base bridged sulfamidazole compound as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0062] Embodiment 1: the preparation of intermediate III

[0063]

[0064] References for the preparation method of intermediate III "B.Wang, Z.C.Yan, L.Y.Liu et al. TBN-mediatedregio-and stereoselective sulfonylation&oximation(oximosulfonylation) of alkynes with sulfonyl hydrazines in EtOH / H 2 O.Green Chem.2019,21,205-212."The disclosed method is prepared.

Embodiment 2

[0065] Embodiment 2: the preparation of intermediate IV

[0066]

[0067] The reference for the preparation method of intermediate IV is "H.H.Gong, K.Baathulaa, J.S.Lv et al. Synthesis and biological evaluation of Schiff base-linked imidazolylnaphthalimides as novel potential anti-MRSA agents. Med. Chem. Commun. "The disclosed method is prepared.

Embodiment 3

[0068] Embodiment 3: the preparation of compound I-1

[0069]

[0070] Intermediate III (1.15g, 5.00mmol), 2-butyl-4-chloro-1-hydro-imidazole-5-aldehyde (0.93g, 5.00mmol) (ie R 2 Hydrogen intermediate IV), 5 drops of acetic acid and 25 mL of ethanol as a solvent were added to a 50 mL round-bottomed flask to react at 80 ° C, and stirred for 6 h. Thin-layer chromatography tracked to the end of the reaction, cooled to room temperature, evaporated ethanol under reduced pressure, separated by silica gel column chromatography, and dried to obtain compound I-1 (1.43g), with a yield of 71.8%.

[0071] Compound I-1 is a white solid with a melting point of 134-136°C; the characterization results of H NMR and C NMR are: 1 HNMR (600MHz, DMSO-d 6 )δ:12.58(s,1H,Im-NH),11.22(s,1H,SO 2 NH),10.34(s,1H,NHCOCH 3 ),7.85-7.81(m,2H,Ph-2,6-H),7.78-7.74(m,2H,Ph-3,5-H),7.73(s,1H,NCH),2.59(t,J =7.6Hz,2H,CH 2 CH 2 CH 2 CH 3 ),2.07(s,3H,COCH 3 ),1.62-1.53(m,2H,CH 2 CH 2 CH 3 ), 1.27(m, J=...

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

PropertyMeasurementUnit
melting pointaaaaaaaaaa
melting pointaaaaaaaaaa
melting pointaaaaaaaaaa
Login to View More

Abstract

The invention belongs to the technical field of chemical synthesis, and discloses a Schiff base bridged sulfamidazole compound as well as a preparation method and application thereof. According to theSchiff base-bridged sulfamidazole compound represented by a general formula I in the description or a pharmaceutically acceptable salt thereof, R1 and R2 independently represent hydrogen, an alkyl group or an alkyl derivative, an alkenyl or alkenyl derivative, an alkynyl or alkynyl derivative, an aryl group, a cyano group, an acyl group, an ester group or a carboxyl group; and R3 represents hydrogen or an acetyl group. The compound or the pharmaceutically acceptable salt thereof has a good inhibitory activity effect on gram-positive bacteria and gram-negative bacteria, particularly has a goodantibacterial effect on methicillin-resistant staphylococcus aureus, and is not easy to generate drug resistance; and the preparation raw materials of the compound or the pharmaceutically acceptablesalt thereof are simple, cheap and easily available, the synthetic route is short, and the compound or the pharmaceutically acceptable salt thereof has important significance in anti-infection application.

Description

technical field [0001] The invention belongs to the technical field of chemical synthesis, and in particular relates to a Schiff base-bridged sulfimidazole compound and a preparation method and application thereof. Background technique [0002] The abuse of antimicrobial drugs (such as antibiotics) has made the acceleration of bacterial resistance a huge challenge to global public health today. Over the past few decades, the overuse of antibiotics has led to a dramatic increase in the number of resistant pathogenic bacteria. Therefore, it is extremely urgent to design and synthesize new antibacterial drugs with anti-drug-resistant strains, especially the research and development of some antibacterial drugs with high efficiency, low toxicity and less resistance to bacteria has become a hot research topic. [0003] The high morbidity and mortality caused by bacterial infection have posed a serious threat to human health and survival. As the first class of artificially synthe...

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 Applications(China)
IPC IPC(8): C07D233/68A61P31/04A61K31/635
CPCC07D233/68A61P31/04
Inventor 扈圆圆张嘉恒李铁军胡春芳
Owner HARBIN INST OF TECH SHENZHEN GRADUATE SCHOOL
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