MD4832C1 - Нитрат бис{[(циклогексиламино)фенил(пиридин-2-ил)метилиденгидразоно]метансульфинато-N,N',S}железа(III), проявляющий противомикробную активность в отношении бактерий вида Bacillus cereus - Google Patents
Нитрат бис{[(циклогексиламино)фенил(пиридин-2-ил)метилиденгидразоно]метансульфинато-N,N',S}железа(III), проявляющий противомикробную активность в отношении бактерий вида Bacillus cereus Download PDFInfo
- Publication number
- MD4832C1 MD4832C1 MDA20210015A MD20210015A MD4832C1 MD 4832 C1 MD4832 C1 MD 4832C1 MD A20210015 A MDA20210015 A MD A20210015A MD 20210015 A MD20210015 A MD 20210015A MD 4832 C1 MD4832 C1 MD 4832C1
- Authority
- MD
- Moldova
- Prior art keywords
- iron
- iii
- bacillus cereus
- pyridin
- phenyl
- Prior art date
Links
- 241000193755 Bacillus cereus Species 0.000 title claims abstract description 14
- 241000894006 Bacteria Species 0.000 title claims abstract description 13
- 230000000845 anti-microbial effect Effects 0.000 title claims abstract description 13
- -1 cyclohexylamino Chemical group 0.000 title claims abstract description 12
- 229910052757 nitrogen Inorganic materials 0.000 title claims abstract description 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 title claims abstract description 11
- VCJMYUPGQJHHFU-UHFFFAOYSA-N iron(III) nitrate Inorganic materials [Fe+3].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O VCJMYUPGQJHHFU-UHFFFAOYSA-N 0.000 title abstract description 7
- 150000001875 compounds Chemical class 0.000 claims abstract description 26
- 229910002651 NO3 Inorganic materials 0.000 claims description 4
- 239000003814 drug Substances 0.000 abstract description 7
- 230000000844 anti-bacterial effect Effects 0.000 abstract description 6
- 230000015572 biosynthetic process Effects 0.000 abstract description 6
- IAIWVQXQOWNYOU-FPYGCLRLSA-N nitrofural Chemical compound NC(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 IAIWVQXQOWNYOU-FPYGCLRLSA-N 0.000 abstract description 6
- 229960001907 nitrofurazone Drugs 0.000 abstract description 6
- VTLYFUHAOXGGBS-UHFFFAOYSA-N Fe3+ Chemical compound [Fe+3] VTLYFUHAOXGGBS-UHFFFAOYSA-N 0.000 abstract description 5
- 238000003786 synthesis reaction Methods 0.000 abstract description 5
- 230000003385 bacteriostatic effect Effects 0.000 abstract description 4
- 239000003446 ligand Substances 0.000 abstract description 4
- 239000004599 antimicrobial Substances 0.000 abstract description 2
- 238000000034 method Methods 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- QRVOKRYDDPQVGY-UHFFFAOYSA-N 1-cyclohexyl-3-[[phenyl(pyridin-2-yl)methylidene]amino]thiourea Chemical compound C1CCCCC1NC(=S)NN=C(C=1N=CC=CC=1)C1=CC=CC=C1 QRVOKRYDDPQVGY-UHFFFAOYSA-N 0.000 description 6
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 5
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 239000000203 mixture Substances 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 235000019441 ethanol Nutrition 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 239000012634 fragment Substances 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- DOUHZFSGSXMPIE-UHFFFAOYSA-N hydroxidooxidosulfur(.) Chemical group [O]SO DOUHZFSGSXMPIE-UHFFFAOYSA-N 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- HVENHVMWDAPFTH-UHFFFAOYSA-N iron(3+) trinitrate hexahydrate Chemical compound O.O.O.O.O.O.[Fe+3].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O HVENHVMWDAPFTH-UHFFFAOYSA-N 0.000 description 2
- 244000005700 microbiome Species 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 229910052703 rhodium Inorganic materials 0.000 description 2
- 239000010948 rhodium Substances 0.000 description 2
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 125000004434 sulfur atom Chemical group 0.000 description 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 2
- UYHCMAZIKNVDSX-UHFFFAOYSA-N (benzylideneamino)thiourea Chemical class NC(=S)NN=CC1=CC=CC=C1 UYHCMAZIKNVDSX-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 1
- 238000010499 C–H functionalization reaction Methods 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- 206010040047 Sepsis Diseases 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 238000002441 X-ray diffraction Methods 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 235000011148 calcium chloride Nutrition 0.000 description 1
- 210000003169 central nervous system Anatomy 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- RKTYLMNFRDHKIL-UHFFFAOYSA-N copper;5,10,15,20-tetraphenylporphyrin-22,24-diide Chemical compound [Cu+2].C1=CC(C(=C2C=CC([N-]2)=C(C=2C=CC=CC=2)C=2C=CC(N=2)=C(C=2C=CC=CC=2)C2=CC=C3[N-]2)C=2C=CC=CC=2)=NC1=C3C1=CC=CC=C1 RKTYLMNFRDHKIL-UHFFFAOYSA-N 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 229910001882 dioxygen Inorganic materials 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 206010014665 endocarditis Diseases 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 235000013372 meat Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000004682 monohydrates Chemical class 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- GCSHUYKULREZSJ-UHFFFAOYSA-N phenyl(pyridin-2-yl)methanone Chemical compound C=1C=CC=NC=1C(=O)C1=CC=CC=C1 GCSHUYKULREZSJ-UHFFFAOYSA-N 0.000 description 1
- 238000011321 prophylaxis Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 208000013223 septicemia Diseases 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000012453 solvate Substances 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 125000001391 thioamide group Chemical group 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Substances C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Изобретение относится к химии и медицине, в частности к синтезу первого представителя координационных соединений железа(III) с новым типом лигандов класса гидразонометансульфинатов. Это координационное соединение проявляет высокую бактериостатическую и бактерицидную активность в отношении бактерий вида Bacillus cereus и благодаря этим свойствам может найти применение в медицине и ветеринарии в качестве противомикробного препарата.Согласно изобретению, заявляется нитрат бис{[(циклогексиламино)фенил(пиридин-2-ил)метилиденгидразоно]метансульфинато-N,N',S}железа(III) формулы:Технический результат изобретения заключается в установлении у заявленного соединения противомикробной активности в отношении бактерий вида Bacillus cereus, котораяв 156 раз превышает аналогичные характеристики фурацилина.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| MDA20210015A MD4832C1 (ru) | 2021-03-29 | 2021-03-29 | Нитрат бис{[(циклогексиламино)фенил(пиридин-2-ил)метилиденгидразоно]метансульфинато-N,N',S}железа(III), проявляющий противомикробную активность в отношении бактерий вида Bacillus cereus |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| MDA20210015A MD4832C1 (ru) | 2021-03-29 | 2021-03-29 | Нитрат бис{[(циклогексиламино)фенил(пиридин-2-ил)метилиденгидразоно]метансульфинато-N,N',S}железа(III), проявляющий противомикробную активность в отношении бактерий вида Bacillus cereus |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| MD20210015A2 MD20210015A2 (ru) | 2022-09-30 |
| MD4832B1 MD4832B1 (ru) | 2022-11-30 |
| MD4832C1 true MD4832C1 (ru) | 2023-06-30 |
Family
ID=83444940
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MDA20210015A MD4832C1 (ru) | 2021-03-29 | 2021-03-29 | Нитрат бис{[(циклогексиламино)фенил(пиридин-2-ил)метилиденгидразоно]метансульфинато-N,N',S}железа(III), проявляющий противомикробную активность в отношении бактерий вида Bacillus cereus |
Country Status (1)
| Country | Link |
|---|---|
| MD (1) | MD4832C1 (ru) |
-
2021
- 2021-03-29 MD MDA20210015A patent/MD4832C1/ru active IP Right Grant
Also Published As
| Publication number | Publication date |
|---|---|
| MD20210015A2 (ru) | 2022-09-30 |
| MD4832B1 (ru) | 2022-11-30 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| El-Sawaf et al. | Synthesis, spectral, thermal and antimicrobial studies on cobalt (II), nickel (II), copper (II), zinc (II) and palladium (II) complexes containing thiosemicarbazone ligand | |
| Eremina et al. | Mixed-ligand copper (II) complexes with tetrazole derivatives and 2, 2′-bipyridine, 1, 10-phenanthroline: Synthesis, structure and cytotoxic activity | |
| Pahontu et al. | Synthesis, characterization, crystal structure of novel Cu (II), Co (III), Fe (III) and Cr (III) complexes with 2‐hydroxybenzaldehyde‐4‐allyl‐S‐methylisothiosemicarbazone: Antimicrobial, antioxidant and in vitro antiproliferative activity | |
| Bharty et al. | Mn (II), Ni (II), Cu (II), Zn (II), Cd (II), Hg (II) and Co (II) complexes of 1-phenyl-1H-tetrazole-5-thiol: Synthesis, spectral, structural characterization and thermal studies | |
| Balan et al. | Novel 2‐formylpyridine 4‐allyl‐S‐methylisothiosemicarbazone and Zn (II), Cu (II), Ni (II) and Co (III) complexes: Synthesis, characterization, crystal structure, antioxidant, antimicrobial and antiproliferative activity | |
| Lapasam et al. | Antimicrobial selectivity of ruthenium, rhodium, and iridium half sandwich complexes containing phenyl hydrazone Schiff base ligands towards B. thuringiensis and P. aeruginosa bacteria | |
| Massoud et al. | Copper (II) complexes based on tripodal pyrazolyl amines: Synthesis, structure, magnetic properties and anticancer activity | |
| He et al. | Synthesis, characterization and crystal structures of vanadium (V) complexes derived from halido-substituted tridentate hydrazone compounds with antimicrobial activity | |
| Nithya et al. | Template synthesis, structural variation, thermal behavior and antimicrobial screening of Mn (II), Co (II) and Ni (II) complexes of Schiff base ligands derived from benzyl carbazate and three isomers of acetylpyridine | |
| Akbari et al. | Synthesis & crystal structures of four new biochemical active Ni (II) complexes of thiosemicarbazone and isothiosemicarbazone-based ligands: In vitro antimicrobial study | |
| Mehmood et al. | Synthetic stratagem, characterization and biocidal applications of triorganotin (IV) complexes derived from hydrazide/hydrazone analogues | |
| Alimirzaei et al. | Mixed-ligand copper complexes with unsymmetrical tridentate Schiff base ligands and 2, 2′-bipyridine: Synthesis, x-ray crystallography and antibacterial properties | |
| Bazhina et al. | Zinc (II) and copper (II) complexes with N-substituted imines derived from 4-amino-1, 2, 4-triazole: Synthesis, crystal structure, and biological activity | |
| Haque et al. | New non-functionalized and nitrile-functionalized benzimidazolium salts and their silver (I) complexes: Synthesis, crystal structures and antibacterial studies | |
| Świderski et al. | The influence of selected transition metal ions on the structure, thermal and microbiological properties of pyrazine-2-carboxylic acid | |
| Çakmakçı et al. | Cobalt (II), nickel (II), palladium (II) and zinc (II) metallothiosemicarbazones: Synthesis, characterization, X-ray structures and biological activity | |
| Jena et al. | Molecular structures of dinuclear zinc (II) complexes of chiral tridentate imine and amine ligands: Effect of ligand geometry on diastereoselectivity | |
| Adhikari et al. | Synthesis, structural, DFT calculations and biological studies of rhodium and iridium complexes containing azine Schiff-base ligands | |
| Singh et al. | Synthesis, spectral, thermal and structural characterization of a hexanuclear copper (I) cluster and a cobalt (III) complex of 1-ethyl-3-phenyl-thiourea | |
| Elwell et al. | Copper complexes of multidentate carboxamide ligands | |
| MD4132C1 (ru) | Ди(µ-S)-бис{хлоро-[фенил(пиридин-2-ил)метанон-тиосемикарбазонато(1-)]медь} проявляющий свойство ингибитора пролиферации клеток T-47D рака молочной железы | |
| MD4832C1 (ru) | Нитрат бис{[(циклогексиламино)фенил(пиридин-2-ил)метилиденгидразоно]метансульфинато-N,N',S}железа(III), проявляющий противомикробную активность в отношении бактерий вида Bacillus cereus | |
| Azizzadeh et al. | Anion-directed assembly of three cationic silver (I) coordination polymers with bis (imidazolyl)-based linker: Structural characterization and anion exchange study | |
| Gulea et al. | Synthesis, Structure, and Biological Activity of Coordination Compounds of Cobalt (II), Nickel (II), and Copper (II) with N-(Methoxyphenyl)-2-[(5-nitrofuryl) methylene] hydrazine Carbothioamides | |
| Mitsuhashi et al. | Preparation, structures and properties of manganese complexes containing amine–(amido or amidato)–phenolato type ligands |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG4A | Patent for invention issued |