MD4462C1 - Хлоро-{N-(3,4-диметилфенил)-2-[1-(2-гидроксифенил)этилиден]-гидразинкарботиоамидо(1-)}никель, проявляющий противомикробную активность в отношении бактерий вида Klebsiella pneumoniae и Pseudomonas aeruginosa - Google Patents
Хлоро-{N-(3,4-диметилфенил)-2-[1-(2-гидроксифенил)этилиден]-гидразинкарботиоамидо(1-)}никель, проявляющий противомикробную активность в отношении бактерий вида Klebsiella pneumoniae и Pseudomonas aeruginosa Download PDFInfo
- Publication number
- MD4462C1 MD4462C1 MDA20160021A MD20160021A MD4462C1 MD 4462 C1 MD4462 C1 MD 4462C1 MD A20160021 A MDA20160021 A MD A20160021A MD 20160021 A MD20160021 A MD 20160021A MD 4462 C1 MD4462 C1 MD 4462C1
- Authority
- MD
- Moldova
- Prior art keywords
- nickel
- dimethylphenyl
- pseudomonas aeruginosa
- klebsiella pneumoniae
- ethylidene
- Prior art date
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- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 title claims abstract description 17
- 241000588747 Klebsiella pneumoniae Species 0.000 title claims abstract description 14
- 241000589517 Pseudomonas aeruginosa Species 0.000 title claims abstract description 14
- 229910052759 nickel Inorganic materials 0.000 title claims abstract description 12
- 230000000845 anti-microbial effect Effects 0.000 title claims abstract description 10
- 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 title claims abstract description 9
- 230000001580 bacterial effect Effects 0.000 title 1
- 230000001747 exhibiting effect Effects 0.000 title 1
- 241000894007 species Species 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract description 21
- 241000894006 Bacteria Species 0.000 claims abstract description 9
- 230000000844 anti-bacterial effect Effects 0.000 abstract description 10
- 230000003385 bacteriostatic effect Effects 0.000 abstract description 8
- 239000003814 drug Substances 0.000 abstract description 7
- -1 3,4-dimethylphenyl Chemical group 0.000 abstract description 5
- 238000002360 preparation method Methods 0.000 abstract description 3
- 229910052723 transition metal Inorganic materials 0.000 abstract description 3
- 150000003624 transition metals Chemical class 0.000 abstract description 3
- 239000004615 ingredient Substances 0.000 abstract description 2
- 244000005700 microbiome Species 0.000 description 10
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
- ZWVHTXAYIKBMEE-UHFFFAOYSA-N 2-hydroxyacetophenone Chemical compound OCC(=O)C1=CC=CC=C1 ZWVHTXAYIKBMEE-UHFFFAOYSA-N 0.000 description 7
- SRVJKTDHMYAMHA-WUXMJOGZSA-N thioacetazone Chemical compound CC(=O)NC1=CC=C(\C=N\NC(N)=S)C=C1 SRVJKTDHMYAMHA-WUXMJOGZSA-N 0.000 description 7
- 239000000126 substance Substances 0.000 description 6
- 241000222122 Candida albicans Species 0.000 description 5
- 229940095731 candida albicans Drugs 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 241000588724 Escherichia coli Species 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- VEQPNABPJHWNSG-UHFFFAOYSA-N Nickel(2+) Chemical compound [Ni+2] VEQPNABPJHWNSG-UHFFFAOYSA-N 0.000 description 3
- 125000004429 atom Chemical group 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 229910021586 Nickel(II) chloride Inorganic materials 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 238000010835 comparative analysis Methods 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000000921 elemental analysis Methods 0.000 description 2
- 208000015181 infectious disease Diseases 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- QMMRZOWCJAIUJA-UHFFFAOYSA-L nickel dichloride Chemical compound Cl[Ni]Cl QMMRZOWCJAIUJA-UHFFFAOYSA-L 0.000 description 2
- 235000015097 nutrients Nutrition 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- YTRJQDFRZLKDHZ-UHFFFAOYSA-N 1-amino-3-(2,4-dimethylphenyl)thiourea Chemical compound CC1=CC=C(NC(=S)NN)C(C)=C1 YTRJQDFRZLKDHZ-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- 238000012404 In vitro experiment Methods 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 229910018553 Ni—O Inorganic materials 0.000 description 1
- 239000001888 Peptone Substances 0.000 description 1
- 108010080698 Peptones Proteins 0.000 description 1
- 206010035664 Pneumonia Diseases 0.000 description 1
- 206010000269 abscess Diseases 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 229940088710 antibiotic agent Drugs 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 230000005292 diamagnetic effect Effects 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000004687 hexahydrates Chemical class 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 230000005291 magnetic effect Effects 0.000 description 1
- 235000013372 meat Nutrition 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 235000019319 peptone Nutrition 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000035755 proliferation Effects 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 210000000952 spleen Anatomy 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- BRWIZMBXBAOCCF-UHFFFAOYSA-N thiosemicarbazide group Chemical group NNC(=S)N BRWIZMBXBAOCCF-UHFFFAOYSA-N 0.000 description 1
- 150000003584 thiosemicarbazones Chemical class 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Изобретение относится к химии и медицине, а именно к новому биологически активному координационному соединению никеля из класса тиосемикарбазонатов переходных металлов и может найти применение в медицине и ветеринарии в качестве противомикробных препаратов или ингредиента при создании селективных микробиологических питательных сред.Сущность изобретения заключается в получении координационного соединения с высокой антибактериальной активностью хлоро-{N-(3,4-диметилфенил)-2-[1-(2-гидроксифенил)-этилиден]-гидразинкарботиоамидо(1-)}никеля формулы:Данное соединение проявляет бактериостатическую и бактерицидную активность по отношению к грамотрицательным бактериям вида Klebsiella pneumoniaeи Pseudomonas aeruginosa в пределах концентраций 0,7…3,0 µг/мл.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| MDA20160021A MD4462C1 (ru) | 2016-02-29 | 2016-02-29 | Хлоро-{N-(3,4-диметилфенил)-2-[1-(2-гидроксифенил)этилиден]-гидразинкарботиоамидо(1-)}никель, проявляющий противомикробную активность в отношении бактерий вида Klebsiella pneumoniae и Pseudomonas aeruginosa |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| MDA20160021A MD4462C1 (ru) | 2016-02-29 | 2016-02-29 | Хлоро-{N-(3,4-диметилфенил)-2-[1-(2-гидроксифенил)этилиден]-гидразинкарботиоамидо(1-)}никель, проявляющий противомикробную активность в отношении бактерий вида Klebsiella pneumoniae и Pseudomonas aeruginosa |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MD4462B1 MD4462B1 (ru) | 2017-01-31 |
| MD4462C1 true MD4462C1 (ru) | 2017-08-31 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MDA20160021A MD4462C1 (ru) | 2016-02-29 | 2016-02-29 | Хлоро-{N-(3,4-диметилфенил)-2-[1-(2-гидроксифенил)этилиден]-гидразинкарботиоамидо(1-)}никель, проявляющий противомикробную активность в отношении бактерий вида Klebsiella pneumoniae и Pseudomonas aeruginosa |
Country Status (1)
| Country | Link |
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| MD (1) | MD4462C1 (ru) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MD2942B2 (en) * | 2004-04-27 | 2005-12-31 | Universitatea De Stat De Medicina Si Farmacie "Nicolae Testemitanu" Din Republica Moldova | Di(-O)-bis(3,5-dibromosalicylidene thiosemicarbazonatocopper) |
| MD2939F1 (en) * | 2005-01-11 | 2005-12-31 | Universitatea De Stat Din Moldova | Salicylidenethiosemicarbazido-[6-(4-sulphanilamido)-3-methoxypyridazine]-nickel |
| MD4112B1 (en) * | 2010-05-17 | 2011-05-31 | Univ De Stat Din Moldova | Coordinative compounds of copper with 4-(dimethylphenyl)-thiosemicarbazones of 2-formylpyridine |
-
2016
- 2016-02-29 MD MDA20160021A patent/MD4462C1/ru not_active IP Right Cessation
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MD2942B2 (en) * | 2004-04-27 | 2005-12-31 | Universitatea De Stat De Medicina Si Farmacie "Nicolae Testemitanu" Din Republica Moldova | Di(-O)-bis(3,5-dibromosalicylidene thiosemicarbazonatocopper) |
| MD2939F1 (en) * | 2005-01-11 | 2005-12-31 | Universitatea De Stat Din Moldova | Salicylidenethiosemicarbazido-[6-(4-sulphanilamido)-3-methoxypyridazine]-nickel |
| MD4112B1 (en) * | 2010-05-17 | 2011-05-31 | Univ De Stat Din Moldova | Coordinative compounds of copper with 4-(dimethylphenyl)-thiosemicarbazones of 2-formylpyridine |
Non-Patent Citations (3)
| Title |
|---|
| Devesh Kumar, Vipin Kumar Singh. Application of metal complexes of schiff base with special reference to thiosemicarbazone: a review. Journal of Drug Discovery and Therapeutics 2 (13 2014, 24-32) Availble online at www.jddt.in , regăsit în Internet la 2016.11.22, url: http://www.google.com/url?sa=t&rct=j&q=&esrc=s&source=web&cd=32&ved=0ahUKEwj6wPaQi7zQAhUGVxQKHYulD2Y4HhAWCCAwAQ&url=http%3A%2F%2Fisj.sjournals.net%2Findex.php%2FJDDT%2Farticle%2Fdownload%2F1104%2F1060&usg=AFQjCNFcnk5b_bPfXlQAISAHBrDAitW_EQ&sig2=pKK-bSuabIt-imBDOV6BGQ&bvm=bv.139250283,d.d24&cad=rja pag. 28-29, chapter "As antibacterial agent:" * |
| Gulea A. et al. In vitro antileukemia, antibacterial and antifungal activities of some 3d metal complexes: Chemical synthesis and structure - activity relationships. J. of Enzyme Inhibition and Medicinal chemistry, December 2008; 23(6): 806-818. DOI: 10.1080/14756360701743002 Regăsit în Internet la 2016.11.21, url: https://www.academia.edu/6324552/In_vitro_antileukemia_antibacterial_and_antifungal_activities_of_some_3d_metal_complexes_Chemical_synthesis_and_structure_activity_relationships Tables I and III * |
| Lakshmi Narayana Suvaru et al. A Critical Review on Analytical and Biological Applications of Thio- and Phenylthiosemicarbazones. Asian Journal of Chemistry, vol. 24, No. 5 (2012), 1889-1898 Regăsit în Internet la 2016.11.23, url: http://www.asianjournalofchemistry.co.in/User/ViewFreeArticle.aspx?ArticleID=24_5_1 pag. 1891 and 1896 * |
Also Published As
| Publication number | Publication date |
|---|---|
| MD4462B1 (ru) | 2017-01-31 |
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