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CN-121974861-A - 4- (1H-1, 2, 3-triazole-1-yl) benzoic acid compound and preparation method and application thereof

CN121974861ACN 121974861 ACN121974861 ACN 121974861ACN-121974861-A

Abstract

The invention discloses a 4- (1H-1, 2, 3-triazole-1-yl) benzoic acid compound, a preparation method and application thereof, wherein the structural formula of the 4- (1H-1, 2, 3-triazole-1-yl) benzoic acid compound is shown as formula (I), and the preparation method is that p-azidobenzoic acid and 3,7, 11-trimethyldodecyn-3-ol are used as raw materials to prepare the 4- (1H-1, 2, 3-triazole-1-yl) benzoic acid compound (I). The 4- (1H-1, 2, 3-triazole-1-yl) benzoic acid compound provided by the invention has antibacterial activity, especially has good antibacterial activity on klebsiella pneumoniae, and can be used as an antibacterial agent.

Inventors

  • ZOU WENBIN
  • CHEN WEI
  • ZENG CHENXI

Assignees

  • 华中科技大学同济医学院附属同济医院
  • 华中科技大学同济医学院附属协和医院

Dates

Publication Date
20260505
Application Date
20260402

Claims (7)

  1. 1. A4- (1H-1, 2, 3-triazole-1-yl) benzoic acid compound is characterized in that the structural formula is shown in the formula (I): 。
  2. 2. The preparation method of the 4- (1H-1, 2, 3-triazole-1-yl) benzoic acid compound, which is characterized by comprising the following steps of taking p-azidobenzoic acid and 3,7, 11-trimethyldodecne-3-ol as raw materials to prepare the 4- (1H-1, 2, 3-triazole-1-yl) benzoic acid compound, wherein the synthesis reaction formula is as follows: 。
  3. 3. the preparation method of the compound as claimed in claim 2, wherein the 4- (1H-1, 2, 3-triazole-1-yl) benzoic acid compound is obtained by adding p-azidobenzoic acid, 3,7, 11-trimethyldodecyn-3-ol, cuprous iodide and N, N-dimethylformamide into a reactor and stirring at room temperature for reaction.
  4. 4. A process according to claim 3, wherein the ratio of the amounts of the substances azidobenzoic acid, 3,7, 11-trimethyldodecyn-3-ol and cuprous iodide is 1:1.2:0.1.
  5. 5. A process according to claim 3, wherein the room temperature is 25-35 ℃.
  6. 6. The use of 4- (1H-1, 2, 3-triazol-1-yl) benzoic acid compound according to claim 1 for the preparation of an antibacterial agent, wherein the antibacterial agent is an anti-Klebsiella pneumoniae agent.
  7. 7. An antibacterial agent comprising the 4- (1H-1, 2, 3-triazol-1-yl) benzoic acid compound according to claim 1 as an active ingredient, wherein the antibacterial agent is an anti-Klebsiella pneumoniae agent.

Description

4- (1H-1, 2, 3-triazole-1-yl) benzoic acid compound and preparation method and application thereof Technical Field The invention belongs to the technical field of antibacterial medicines, and particularly relates to a 4- (1H-1, 2, 3-triazole-1-yl) benzoic acid compound, and a preparation method and application thereof. Background Klebsiella pneumoniae (klebsiella pneumoniae) is a clinically common gram-negative pathogenic bacterium, can cause various diseases such as pneumonia, urinary tract infection, septicemia and the like, and has obvious threat to patients with low immunity. The problem of drug resistance of the bacteria is increasingly severe, so that the selectable drugs for treatment are drastically reduced, and development of novel antibacterial drugs is urgently needed. Azole heterocyclic compounds are of great interest because of their remarkable biological activity. Such structures are widely present in drug molecules, such as triazole groups in fluconazole, tetrazole groups in cefazolin, as side chain groups for antibiotics, enhancing the antibacterial efficacy of the drug. However, the existing triazole antibacterial agents have limited researches on the pertinence of klebsiella pneumoniae. The invention focuses on 4- (1H-1, 2, 3-triazole-1-yl) benzoic acid compounds, develops a medicament for specific treatment of klebsiella pneumoniae by constructing efficient antibacterial molecules, and provides a potential solution for clinical drug-resistant infection. Disclosure of Invention The invention aims to provide a 4- (1H-1, 2, 3-triazole-1-yl) benzoic acid compound which has a novel structure and good antibacterial activity on klebsiella pneumoniae, and a preparation method and application thereof. In order to achieve the above purpose, the present application adopts the following technical scheme: In a first aspect, the invention provides a 4- (1H-1, 2, 3-triazole-1-yl) benzoic acid compound, the structural formula of which is shown as formula (I): 。 in a second aspect, the invention provides a preparation method of the 4- (1H-1, 2, 3-triazole-1-yl) benzoic acid compound, which comprises the following steps of taking p-azidobenzoic acid and 3,7, 11-trimethyldodecyn-3-ol as raw materials to prepare the 4- (1H-1, 2, 3-triazole-1-yl) benzoic acid compound, wherein the synthesis reaction formula is as follows: 。 In the technical scheme, p-azidobenzoic acid, 3,7, 11-trimethyldodecyn-3-ol, cuprous iodide and N, N-dimethylformamide are added into a reactor, and stirred at room temperature for reaction to obtain the 4- (1H-1, 2, 3-triazole-1-yl) benzoic acid compound. In the technical scheme, the ratio of the amounts of substances of the azidobenzoic acid, the 3,7, 11-trimethyldodecyn-3-ol and the cuprous iodide is 1:1.2:0.1. In the above technical scheme, the room temperature is 25-35 ℃. In a third aspect, the invention provides the use of the above 4- (1H-1, 2, 3-triazol-1-yl) benzoic acid compounds for the preparation of an antibacterial agent. In the above technical scheme, the antibacterial agent is an anti-klebsiella pneumoniae agent. In a fourth aspect, the present invention provides an antibacterial agent comprising the above 4- (1H-1, 2, 3-triazol-1-yl) benzoic acid compound as an active ingredient. In the above technical scheme, the antibacterial agent is an anti-klebsiella pneumoniae agent. The invention has the beneficial effects that the 4- (1H-1, 2, 3-triazole-1-yl) benzoic acid compound has simple synthesis method, good antibacterial activity and good antibacterial activity on klebsiella pneumoniae, and has great application value in the antibacterial technical field as a novel antibacterial 4- (1H-1, 2, 3-triazole-1-yl) benzoic acid compound. Detailed Description The invention will be further described with reference to specific examples for better illustrating the objects, technical solutions and advantages of the invention. This invention may be embodied in many different forms and should not be construed as limited to the embodiments set forth herein. Rather, these embodiments are provided so that this disclosure will be thorough and complete, and will fully convey the concept of the invention to those skilled in the art, and the present invention will only be defined by the appended claims. The test methods or methods described in the examples below are conventional methods, unless otherwise indicated, and the reagents and materials, unless otherwise indicated, are commercially available or prepared in conventional manners. Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs. The synthetic reaction formula of the 4- (1H-1, 2, 3-triazole-1-yl) benzoic acid compound (I) is as follows: the following examples are further illustrative of the invention and are not intended to be limiting thereof. Example 1: The preparation method of 4- (4- (2-hydroxy-6, 10