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

Bismuth compound with 2-acetyl-3-ethylpyrazine thiosemicarbazone as ligand and synthesis method of bismuth compound

A technology of ethylpyrazine thiosemicarbazone and thiosemicarbazone, applied in bismuth organic compounds, drug combinations, antineoplastic drugs, etc., can solve the problems of stimulation, serious side effects, cancer cell drug resistance, etc.

Inactive Publication Date: 2019-05-24
GUANGXI NORMAL UNIV
View PDF4 Cites 7 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] As an anticancer drug, cisplatin is widely used to treat various cancers, but the serious side effects caused by long-term treatment and the drug resistance of cancer cells have greatly stimulated researchers to find metal drugs that can replace cisplatin to avoid drug resistance.

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
  • Bismuth compound with 2-acetyl-3-ethylpyrazine thiosemicarbazone as ligand and synthesis method of bismuth compound
  • Bismuth compound with 2-acetyl-3-ethylpyrazine thiosemicarbazone as ligand and synthesis method of bismuth compound
  • Bismuth compound with 2-acetyl-3-ethylpyrazine thiosemicarbazone as ligand and synthesis method of bismuth compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] The synthesis of bismuth compound C1 comprises the following steps:

[0032] (1) Dissolve 10 mmol of 2-acetyl-3-ethylpyrazine in 20 ml of methanol, and stir at 60° C. for 15 min to obtain a solution;

[0033] (2) Take 10 mmol of thiosemicarbazide and dissolve it in 20 ml of methanol, then drop the solution prepared in step (1) into the methanol solution containing thiosemicarbazide drop by drop, and reflux and stir at 60°C for 24 hours to obtain a pale yellow precipitate After the reaction, it was cooled to room temperature and then poured into a beaker to volatilize. After filtering the obtained precipitate, it was washed 3 times with absolute ethanol, and after drying, the ligand L1 was obtained;

[0034] Yield: 79.6%, Anal. Calcd (%) for C 9 h 13 N 5 S:C,48.41;H,5.87;N,31.36;S,16.36.Found:C,48.37;H,5.80;N,31.43;S,16.40.IR,cm -1 :3428(s,amide),3237(s,NH),3167(m,aromatic hydrogen),1597(m),1502(s),1459(s,aromatic),1399(m,C=N),1290 (s,thioamide),1155(s),1100(s),880(...

Embodiment 2

[0038] The synthesis of bismuth compound C2 comprises the following steps:

[0039] (1) Dissolve 10 mmol of 2-acetyl-3-ethylpyrazine in 20 ml of methanol, and stir at 60° C. for 15 min to obtain a solution;

[0040] (2) Get 10mmol of 4-methylthiosemicarbazide and dissolve it in 20ml of methanol, then drop the solution prepared in step (1) dropwise into the methanol solution containing 4-methylthiosemicarbazide, at 60°C Reflux and stir the reaction for 24 hours to obtain a light yellow precipitate. After the reaction, cool to room temperature and pour it into a beaker for volatilization. After filtering the obtained precipitate, wash it with absolute ethanol three times and dry it to obtain the ligand L2;

[0041] Yield: 86.7%, Anal. Calcd (%) for C 10 h 15 N 5 S: C, 50.61; H, 6.37; N, 29.51; S, 13.51. Found: C, 50.66; H, 6.35; N, 29.54; (s,NH),2935(m,aromatic hydrogen),1639(m),1615(s),1566(s),1467(s,aromatic),1347(m,C=N),1270(s,thioamide ),1171(s),1082(s),1055(m),971(m,C-...

Embodiment 3

[0045] The synthesis of bismuth compound C 3 comprises the following steps:

[0046] (1) Dissolve 10 mmol of 2-acetyl-3-ethylpyrazine in 20 ml of methanol, and stir at 60° C. for 15 min to obtain a solution;

[0047] (2) Get 10mmol of 4-phenylthiosemicarbazide and dissolve it in 20ml of methanol, then drop the solution prepared in step (1) into the methanol solution containing 4-phenylthiosemicarbazide, at 60°C Reflux and stir the reaction for 24 hours to obtain a light yellow precipitate. After the reaction, cool to room temperature and pour it into a beaker for volatilization. After filtering the obtained precipitate, wash it three times with absolute ethanol and dry it to obtain the ligand L3;

[0048] Yield: 85.9%, Anal. Calcd (%) for C 15 h 17 N 5 S: C, 60.18; N, 23.39; H, 5.72; S, 10.71. Found: C, 60.17; N, 23.35; H, 5.74; (s,NH),2921(w,aromatic hydrogen),1610(m),1527(s),1379(s,aromatic),1354(s,C=N),1266(s,thioamide),1158(s ),1133(s),1064(m),980(m,C-H),669(m,C=S),62...

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 discloses a bismuth compound with 2-acetyl-3-ethylpyrazine thiosemicarbazone as a ligand and a synthesis method of the bismuth compound. The method comprises the steps of dissolving 2-acetyl-3-ethylpyrazine in methyl alcohol to prepare a solution; taking thiosemicarbazone into methyl alcohol, then dropping the prepared solution into a methyl alcohol solution containing the thiosemicarbazone, conducting a backflow mixing reaction, cooling to the room temperature, afterwards, pouring the solution into a beaker for volatilization, filtering an obtained precipitate, afterwards, utilizing absolute ethyl alcohol for washing of 2-3 times, and obtaining the ligand after drying; taking BiCl3 to be dissolved into the methyl alcohol solution, then dropwise adding the methyl alcohol solution into an ethanol solution containing the ligand, conducting a backflow mixing reaction, filtering the solution after the reaction into the beaker, replenishing methyl alcohol, utilizing preservative film for sealing, utilizing a needle for punching out several holes, and conducting volatilization for several days at 4 DEG C to obtain a bismuth compound crystal. The synthesized bismuth compoundis subjected to in-vitro proliferation inhibition activity experiments, it is proved that for cancer cells, the activity of the pure 2-acetyl-3-ethylpyrazine thiosemicarbazone ligand is not high, andafter the ligand is coordinated with bismuth ions, the activity is greatly improved.

Description

technical field [0001] The invention relates to the synthesis of bismuth compounds, in particular to a bismuth compound with 2-acetyl-3-ethylpyrazine thiosemicarbazone as a ligand, a synthesis method and application thereof. Background technique [0002] As an anticancer drug, cisplatin is widely used to treat various cancers, but the serious side effects caused by long-term treatment and the drug resistance of cancer cells have greatly stimulated researchers to find metal drugs that can replace cisplatin to avoid drug resistance. . At the same time, 2-acetyl-3-ethylpyrazine thiosemicarbazones have attracted extensive attention due to their good antitumor activity. Transition metal complexes can be constructed by combining these compounds with transition metals. Improving the anticancer activity of drugs is also of high research value. [0003] For centuries, bismuth compounds have been widely used in clinical treatment, and they are effective in treating various microbial...

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): C07F9/94A61P35/00
Inventor 杨峰蔡美玲李文娟梁宏
Owner GUANGXI NORMAL UNIV
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