MD4707C1 - [N'-(3,5-дибромо-2-оксидобензилиден)-N-(проп-2-ен-1-ил)карбамогидразонотиоато]пиридинмедь, проявляющая противомикробную активность в отношении бактерий видов Bacillus cereus и Bacillus subtilis - Google Patents
[N'-(3,5-дибромо-2-оксидобензилиден)-N-(проп-2-ен-1-ил)карбамогидразонотиоато]пиридинмедь, проявляющая противомикробную активность в отношении бактерий видов Bacillus cereus и Bacillus subtilis Download PDFInfo
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- MD4707C1 MD4707C1 MDA20190051A MD20190051A MD4707C1 MD 4707 C1 MD4707 C1 MD 4707C1 MD A20190051 A MDA20190051 A MD A20190051A MD 20190051 A MD20190051 A MD 20190051A MD 4707 C1 MD4707 C1 MD 4707C1
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- MD
- Moldova
- Prior art keywords
- prop
- dibromo
- activity against
- bacillus subtilis
- oxidobenzylidene
- Prior art date
Links
- 241000193755 Bacillus cereus Species 0.000 title claims abstract description 17
- 244000063299 Bacillus subtilis Species 0.000 title claims abstract description 16
- 241000894006 Bacteria Species 0.000 title claims abstract description 16
- 235000014469 Bacillus subtilis Nutrition 0.000 title claims abstract description 12
- 230000000845 anti-microbial effect Effects 0.000 title claims abstract description 10
- 230000001747 exhibiting effect Effects 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract description 26
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 10
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 7
- 229910052802 copper Inorganic materials 0.000 claims description 7
- 239000010949 copper Substances 0.000 claims description 7
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 5
- 230000000844 anti-bacterial effect Effects 0.000 abstract description 9
- 239000003814 drug Substances 0.000 abstract description 9
- 230000003385 bacteriostatic effect Effects 0.000 abstract description 7
- 239000004599 antimicrobial Substances 0.000 abstract description 2
- 150000004699 copper complex Chemical class 0.000 abstract description 2
- 229910052723 transition metal Inorganic materials 0.000 abstract description 2
- 150000003624 transition metals Chemical class 0.000 abstract description 2
- IAIWVQXQOWNYOU-FPYGCLRLSA-N nitrofural Chemical compound NC(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 IAIWVQXQOWNYOU-FPYGCLRLSA-N 0.000 description 8
- 238000000034 method Methods 0.000 description 7
- -1 2-(3,5-dibromo-2-hydroxybenzylidene)-N-(prop-2-en-1 -yl)hydrazinecarbothioamide Chemical compound 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- NURQLCJSMXZBPC-UHFFFAOYSA-N 3,4-dimethylpyridine Chemical compound CC1=CC=NC=C1C NURQLCJSMXZBPC-UHFFFAOYSA-N 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 4
- 238000002329 infrared spectrum Methods 0.000 description 4
- 229960001907 nitrofurazone Drugs 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- SRVJKTDHMYAMHA-WUXMJOGZSA-N thioacetazone Chemical compound CC(=O)NC1=CC=C(\C=N\NC(N)=S)C=C1 SRVJKTDHMYAMHA-WUXMJOGZSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 235000019441 ethanol Nutrition 0.000 description 3
- 239000003446 ligand Substances 0.000 description 3
- 244000005700 microbiome Species 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 229910002480 Cu-O Inorganic materials 0.000 description 2
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical class [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 2
- WDNVMOVQOOIKEX-UHFFFAOYSA-N Oc1ccccc1C=NNC(=S)NCC=C Chemical class Oc1ccccc1C=NNC(=S)NCC=C WDNVMOVQOOIKEX-UHFFFAOYSA-N 0.000 description 2
- 150000004982 aromatic amines Chemical class 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 230000004071 biological effect Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 229910017052 cobalt Inorganic materials 0.000 description 2
- 239000010941 cobalt Substances 0.000 description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 2
- 230000001143 conditioned effect Effects 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000000921 elemental analysis Methods 0.000 description 2
- 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000011321 prophylaxis Methods 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 238000011282 treatment Methods 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 206010012735 Diarrhoea Diseases 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- 238000012404 In vitro experiment Methods 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- 206010047700 Vomiting Diseases 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 238000010835 comparative analysis Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- NWFNSTOSIVLCJA-UHFFFAOYSA-L copper;diacetate;hydrate Chemical compound O.[Cu+2].CC([O-])=O.CC([O-])=O NWFNSTOSIVLCJA-UHFFFAOYSA-L 0.000 description 1
- 230000005595 deprotonation Effects 0.000 description 1
- 238000010537 deprotonation reaction Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 229940042396 direct acting antivirals thiosemicarbazones Drugs 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 238000005837 enolization reaction Methods 0.000 description 1
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- 239000011521 glass Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
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- 230000003993 interaction Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 235000013372 meat Nutrition 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 230000010355 oscillation Effects 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000003507 refrigerant Substances 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 208000011580 syndromic disease Diseases 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- 150000003584 thiosemicarbazones Chemical class 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 230000008673 vomiting Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Изобретение относится к химии и медицине, а именно к биологически активному комплексу меди класса тиосемикарбазонатов переходных металлов. Это координационное соединение проявляет высокую бактериостатическую и бактерицидную активность в отношении бактерий видов Bacillus cereus и Bacillus subtilis. Благодаря этим свойствам оно может найти применение в медицине и ветеринарии в качестве противомикробного препарата.Согласно изобретению, заявляется соединение [N'-(3,5-дибромо-2-оксидобензилиден)-N-(проп-2-ен-1-ил)карбамогидразонотиоато]пиридинмедь формулы:Технический результат изобретения заключается в установлении у заявленного соединения высокой противомикробной активности в отношении бактерий видов Bacillus cereus и Bacillus subtilis.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| MDA20190051A MD4707C1 (ru) | 2019-06-20 | 2019-06-20 | [N'-(3,5-дибромо-2-оксидобензилиден)-N-(проп-2-ен-1-ил)карбамогидразонотиоато]пиридинмедь, проявляющая противомикробную активность в отношении бактерий видов Bacillus cereus и Bacillus subtilis |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| MDA20190051A MD4707C1 (ru) | 2019-06-20 | 2019-06-20 | [N'-(3,5-дибромо-2-оксидобензилиден)-N-(проп-2-ен-1-ил)карбамогидразонотиоато]пиридинмедь, проявляющая противомикробную активность в отношении бактерий видов Bacillus cereus и Bacillus subtilis |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MD4707B1 MD4707B1 (ru) | 2020-08-31 |
| MD4707C1 true MD4707C1 (ru) | 2021-03-31 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MDA20190051A MD4707C1 (ru) | 2019-06-20 | 2019-06-20 | [N'-(3,5-дибромо-2-оксидобензилиден)-N-(проп-2-ен-1-ил)карбамогидразонотиоато]пиридинмедь, проявляющая противомикробную активность в отношении бактерий видов Bacillus cereus и Bacillus subtilis |
Country Status (1)
| Country | Link |
|---|---|
| MD (1) | MD4707C1 (ru) |
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2019
- 2019-06-20 MD MDA20190051A patent/MD4707C1/ru not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| MD4707B1 (ru) | 2020-08-31 |
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