MD4133C1 - [(2-Carbamotioilhidrazon)propionato(2-)]-(4-aminobenzensulfamid)cupru, care manifestă activitate antimicrobiană faţă de bacteriile din genul Bacillus cereus - Google Patents
[(2-Carbamotioilhidrazon)propionato(2-)]-(4-aminobenzensulfamid)cupru, care manifestă activitate antimicrobiană faţă de bacteriile din genul Bacillus cereus Download PDFInfo
- Publication number
- MD4133C1 MD4133C1 MDA20100083A MD20100083A MD4133C1 MD 4133 C1 MD4133 C1 MD 4133C1 MD A20100083 A MDA20100083 A MD A20100083A MD 20100083 A MD20100083 A MD 20100083A MD 4133 C1 MD4133 C1 MD 4133C1
- Authority
- MD
- Moldova
- Prior art keywords
- copper
- bacillus cereus
- activity against
- genus bacillus
- propionato
- Prior art date
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- 239000010949 copper Substances 0.000 title claims abstract description 16
- 241000193755 Bacillus cereus Species 0.000 title claims abstract description 15
- 241000894006 Bacteria Species 0.000 title claims abstract description 15
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 title claims abstract description 15
- 229910052802 copper Inorganic materials 0.000 title claims abstract description 15
- 230000000845 anti-microbial effect Effects 0.000 title claims abstract description 14
- 229940124530 sulfonamide Drugs 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 24
- 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 8
- 239000003814 drug Substances 0.000 abstract description 7
- 230000000844 anti-bacterial effect Effects 0.000 abstract description 6
- 239000003446 ligand Substances 0.000 abstract description 5
- 229960001907 nitrofurazone Drugs 0.000 abstract description 5
- 230000003385 bacteriostatic effect Effects 0.000 abstract description 4
- 230000015572 biosynthetic process Effects 0.000 abstract description 3
- GXBCCUBTQFNGFA-BJMVGYQFSA-N [(e)-pyridin-2-ylmethylideneamino]thiourea Chemical compound NC(=S)N\N=C\C1=CC=CC=N1 GXBCCUBTQFNGFA-BJMVGYQFSA-N 0.000 abstract description 2
- 239000004599 antimicrobial Substances 0.000 abstract description 2
- 150000004699 copper complex Chemical class 0.000 abstract description 2
- 238000003786 synthesis reaction Methods 0.000 abstract description 2
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
- 238000000034 method Methods 0.000 description 7
- 244000005700 microbiome Species 0.000 description 7
- KQAYLOOXVDSLRI-QHHAFSJGSA-N (2e)-2-(carbamothioylhydrazinylidene)propanoic acid Chemical compound OC(=O)C(/C)=N/NC(N)=S KQAYLOOXVDSLRI-QHHAFSJGSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 238000010521 absorption reaction Methods 0.000 description 5
- ABBQGOCHXSPKHJ-WUKNDPDISA-N prontosil Chemical compound NC1=CC(N)=CC=C1\N=N\C1=CC=C(S(N)(=O)=O)C=C1 ABBQGOCHXSPKHJ-WUKNDPDISA-N 0.000 description 5
- 229950008188 sulfamidochrysoidine Drugs 0.000 description 5
- SRVJKTDHMYAMHA-WUXMJOGZSA-N thioacetazone Chemical compound CC(=O)NC1=CC=C(\C=N\NC(N)=S)C=C1 SRVJKTDHMYAMHA-WUXMJOGZSA-N 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 235000019441 ethanol Nutrition 0.000 description 4
- 238000002329 infrared spectrum Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- RXWOHFUULDINMC-UHFFFAOYSA-N 2-(3-nitrothiophen-2-yl)acetic acid Chemical compound OC(=O)CC=1SC=CC=1[N+]([O-])=O RXWOHFUULDINMC-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 241000588724 Escherichia coli Species 0.000 description 2
- 241001148132 Salmonella enterica subsp. enterica serovar Abony Species 0.000 description 2
- 241000191967 Staphylococcus aureus Species 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 230000001143 conditioned effect Effects 0.000 description 2
- -1 copper(2+) ion Chemical class 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
- 230000002401 inhibitory effect Effects 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 239000005749 Copper compound Substances 0.000 description 1
- 229910002480 Cu-O Inorganic materials 0.000 description 1
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 1
- 206010012735 Diarrhoea Diseases 0.000 description 1
- 241000192125 Firmicutes Species 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
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 206010047700 Vomiting Diseases 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000013522 chelant Substances 0.000 description 1
- 238000010835 comparative analysis Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 150000001880 copper compounds Chemical class 0.000 description 1
- 229910001431 copper ion Inorganic materials 0.000 description 1
- 230000006378 damage Effects 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
- 238000004090 dissolution Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 238000005837 enolization reaction Methods 0.000 description 1
- 239000000147 enterotoxin Substances 0.000 description 1
- 231100000655 enterotoxin Toxicity 0.000 description 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- XLYOFNOQVPJJNP-ZSJDYOACSA-N heavy water Substances [2H]O[2H] XLYOFNOQVPJJNP-ZSJDYOACSA-N 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 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
- 235000015097 nutrients Nutrition 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000013110 organic ligand Substances 0.000 description 1
- 230000010355 oscillation Effects 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 238000011321 prophylaxis Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 208000011580 syndromic disease Diseases 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 238000002076 thermal analysis method Methods 0.000 description 1
- 238000002411 thermogravimetry Methods 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- 150000003584 thiosemicarbazones Chemical class 0.000 description 1
- 238000011282 treatment Methods 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
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- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| MDA20100083A MD4133C1 (ro) | 2010-07-19 | 2010-07-19 | [(2-Carbamotioilhidrazon)propionato(2-)]-(4-aminobenzensulfamid)cupru, care manifestă activitate antimicrobiană faţă de bacteriile din genul Bacillus cereus |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| MDA20100083A MD4133C1 (ro) | 2010-07-19 | 2010-07-19 | [(2-Carbamotioilhidrazon)propionato(2-)]-(4-aminobenzensulfamid)cupru, care manifestă activitate antimicrobiană faţă de bacteriile din genul Bacillus cereus |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MD4133B1 MD4133B1 (en) | 2011-10-31 |
| MD4133C1 true MD4133C1 (ro) | 2012-05-31 |
Family
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MDA20100083A MD4133C1 (ro) | 2010-07-19 | 2010-07-19 | [(2-Carbamotioilhidrazon)propionato(2-)]-(4-aminobenzensulfamid)cupru, care manifestă activitate antimicrobiană faţă de bacteriile din genul Bacillus cereus |
Country Status (1)
| Country | Link |
|---|---|
| MD (1) | MD4133C1 (mo) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MD4255C1 (ro) * | 2012-11-05 | 2014-05-31 | Институт Микробиологии И Биотехнологии Академии Наук Молдовы | Tetraizotiocianatocobaltat de bis(nicotinoilhidrazon)-2,6-diformil-4-metilfenol (metanol)(acva)cobalt(II) şi procedeu de cultivare a microalgei Porphyridium cruentum cu utilizarea acestuia |
| MD4253C1 (ro) * | 2012-11-05 | 2014-05-31 | Институт Микробиологии И Биотехнологии Академии Наук Молдовы | Sulfato-bis(nicotinoilhidrazon)-2,6-diacetilpiridin-cobalt(II) monometanol trihidrat şi procedeu de cultivare a microalgei Porphyridium cruentum cu utilizarea acestuia |
| MD4254C1 (ro) * | 2012-11-05 | 2014-05-31 | Институт Микробиологии И Биотехнологии Академии Наук Молдовы | Hexafluorotitanat-bis[(dimetilglioximato)-di(tiocarbamidă)cobalt(III)] dihidrat şi procedeu de cultivare a microalgei Porphyridium cruentum cu utilizarea acestuia |
| MD4303C1 (ro) * | 2013-07-05 | 2015-04-30 | Институт Химии Академии Наук Молдовы | Bis(dimetilglioximato)cloro(izonicotinoilhidrazonă-2-hidroxi-1-naftaldehidă)cobalt(III) şi procedeu de cultivare a microalgei Porphyridium cruentum cu utilizarea acestuia |
| MD4327C1 (ro) * | 2013-10-22 | 2015-09-30 | Институт Химии Академии Наук Молдовы | Compusul 1-(D8,13-biciclohomofarnesenoil)-3-amino-1,2,4-triazol şi procedeu de cultivare a cianobacteriei Nostoc linckia cu utilizarea acestuia |
| MD4326C1 (ro) * | 2013-10-22 | 2015-09-30 | Институт Химии Академии Наук Молдовы | Compusul N-(D8,13-biciclohomofarnesenoilamino)carbazol şi procedeu de cultivare a cianobacteriei Nostoc linckia cu utilizarea acestuia |
| MD4356C1 (ro) * | 2014-07-09 | 2016-02-29 | Институт Химии Академии Наук Молдовы | Bis[N'-(2-hidroxi-kO-benziliden)piridin-4-carbohidrazidat(-1)-k2N',O]fier(III) nitrat - apă (2/3) şi procedeu de cultivare a microalgei Porphyridium cruentum cu utilizarea acestuia |
| MD4366C1 (ro) * | 2014-07-09 | 2016-03-31 | Институт Химии Академии Наук Молдовы | Bis[1-fenil-3-metil-6-(piridinium-4-il)-4,5-diaza-hexa-1,3,5-trien-1-hidroxi-6-olato-O1, N4, O6]fier(II) sulfat tetrahidrat şi procedeu de cultivare a microalgei Porphyridium cruentum cu utilizarea acestuia |
| MD4367C1 (ro) * | 2014-07-09 | 2016-03-31 | Институт Химии Академии Наук Молдовы | Bis[N' -(2-hidroxi-kO-3-carboxibenziliden)piridin-3-carbohidrazidat(-1)-k2N',O]fier(III) perclorat - apă (4/5) şi procedeu de cultivare a microalgei Porphyridium cruentum cu utilizarea acestuia |
| MD4365C1 (ro) * | 2014-07-09 | 2016-03-31 | Институт Химии Академии Наук Молдовы | Bis[1-fenil-3-metil-6-(piridinium-4-il)-4,5-diaza-hexa-1,3,5-trien-1,6-diolato-O1,N4,O6]fier(III) nitrat şi procedeu de cultivare a microalgei Porphyridium cruentum cu utilizarea acestuia |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MD2003B1 (en) * | 2001-01-10 | 2002-09-30 | Univ Nicolae Testemitanu | Copper chelate compounds(II) with antimicrobial and antimycotic activity |
| MD3032F1 (ro) * | 2005-10-31 | 2006-04-30 | Universitatea De Stat Din Moldova | Naftalidentiosemicarbazidati de cupru(II) care contin sulfanilamide |
| MD3124B1 (ro) * | 2005-05-25 | 2006-08-31 | Universitatea De Stat De Medicina Si Farmacie "Nicolae Testemitanu" Din Republica Moldova | Salicilidentiosemicarbazidati de cupru(II)care contin sulfanilamide |
-
2010
- 2010-07-19 MD MDA20100083A patent/MD4133C1/ro not_active IP Right Cessation
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MD2003B1 (en) * | 2001-01-10 | 2002-09-30 | Univ Nicolae Testemitanu | Copper chelate compounds(II) with antimicrobial and antimycotic activity |
| MD3124B1 (ro) * | 2005-05-25 | 2006-08-31 | Universitatea De Stat De Medicina Si Farmacie "Nicolae Testemitanu" Din Republica Moldova | Salicilidentiosemicarbazidati de cupru(II)care contin sulfanilamide |
| MD3032F1 (ro) * | 2005-10-31 | 2006-04-30 | Universitatea De Stat Din Moldova | Naftalidentiosemicarbazidati de cupru(II) care contin sulfanilamide |
Non-Patent Citations (5)
| Title |
|---|
| Diaz A. et al. Characterization and Bilogical Properties of a Copper(II) Complex with Piruvic Acid Thiosemicarbazone. Monatschefte fur Chemie, 125, 823-825 (1994) (regăsit în Internet la 28-06.2011, fulltext preview url: http://www.springerlink.com/content/j85jku0112j87317/ ) * |
| Elo H. Antimicrobial activity of two antitumour agents and ribonucleotide reductase inhibitors, pyridine-2-carboxaldehyde thiosemicarbazone and the acetate form of its copper chelate. Z. Naturforsch. 2007, Jul-Aug, 67(7-8), p. 498-506 (regăsit în Internet la 2011.08.01, url: http://www.ncbi.nlm.nih.gov/pubmed/17913063 ) * |
| Podunavac-Kuzmanovic S. and Cvetkovic, D. Antimicrobila Investigations of Copper(II) Complexes with some 1-benzylideneimidazole derivatives. Rev.Roum.Chim. 2010, 55(7), p.363-367 (regăsit în Internet la 2011.06.29 url: http://revroum.getion.ro/wp-content/uploads/2010/RRCh_7_2010/Art%2002.pdf * |
| West, Douglas X. et al. Thiosemicarbazone Complexes of Copper(II): Structural and Bilological Studies. Coord.Chem. Revs, 123 (1-2), p.49. Feb. 1993 (doi:10.1016/0010-8545(93)85052-6) * |
| Машковский М.Д. Лекарственные средства, 2008, Москва, Новая волна, 1206 с. * |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MD4255C1 (ro) * | 2012-11-05 | 2014-05-31 | Институт Микробиологии И Биотехнологии Академии Наук Молдовы | Tetraizotiocianatocobaltat de bis(nicotinoilhidrazon)-2,6-diformil-4-metilfenol (metanol)(acva)cobalt(II) şi procedeu de cultivare a microalgei Porphyridium cruentum cu utilizarea acestuia |
| MD4253C1 (ro) * | 2012-11-05 | 2014-05-31 | Институт Микробиологии И Биотехнологии Академии Наук Молдовы | Sulfato-bis(nicotinoilhidrazon)-2,6-diacetilpiridin-cobalt(II) monometanol trihidrat şi procedeu de cultivare a microalgei Porphyridium cruentum cu utilizarea acestuia |
| MD4254C1 (ro) * | 2012-11-05 | 2014-05-31 | Институт Микробиологии И Биотехнологии Академии Наук Молдовы | Hexafluorotitanat-bis[(dimetilglioximato)-di(tiocarbamidă)cobalt(III)] dihidrat şi procedeu de cultivare a microalgei Porphyridium cruentum cu utilizarea acestuia |
| MD4303C1 (ro) * | 2013-07-05 | 2015-04-30 | Институт Химии Академии Наук Молдовы | Bis(dimetilglioximato)cloro(izonicotinoilhidrazonă-2-hidroxi-1-naftaldehidă)cobalt(III) şi procedeu de cultivare a microalgei Porphyridium cruentum cu utilizarea acestuia |
| MD4327C1 (ro) * | 2013-10-22 | 2015-09-30 | Институт Химии Академии Наук Молдовы | Compusul 1-(D8,13-biciclohomofarnesenoil)-3-amino-1,2,4-triazol şi procedeu de cultivare a cianobacteriei Nostoc linckia cu utilizarea acestuia |
| MD4326C1 (ro) * | 2013-10-22 | 2015-09-30 | Институт Химии Академии Наук Молдовы | Compusul N-(D8,13-biciclohomofarnesenoilamino)carbazol şi procedeu de cultivare a cianobacteriei Nostoc linckia cu utilizarea acestuia |
| MD4356C1 (ro) * | 2014-07-09 | 2016-02-29 | Институт Химии Академии Наук Молдовы | Bis[N'-(2-hidroxi-kO-benziliden)piridin-4-carbohidrazidat(-1)-k2N',O]fier(III) nitrat - apă (2/3) şi procedeu de cultivare a microalgei Porphyridium cruentum cu utilizarea acestuia |
| MD4366C1 (ro) * | 2014-07-09 | 2016-03-31 | Институт Химии Академии Наук Молдовы | Bis[1-fenil-3-metil-6-(piridinium-4-il)-4,5-diaza-hexa-1,3,5-trien-1-hidroxi-6-olato-O1, N4, O6]fier(II) sulfat tetrahidrat şi procedeu de cultivare a microalgei Porphyridium cruentum cu utilizarea acestuia |
| MD4367C1 (ro) * | 2014-07-09 | 2016-03-31 | Институт Химии Академии Наук Молдовы | Bis[N' -(2-hidroxi-kO-3-carboxibenziliden)piridin-3-carbohidrazidat(-1)-k2N',O]fier(III) perclorat - apă (4/5) şi procedeu de cultivare a microalgei Porphyridium cruentum cu utilizarea acestuia |
| MD4365C1 (ro) * | 2014-07-09 | 2016-03-31 | Институт Химии Академии Наук Молдовы | Bis[1-fenil-3-metil-6-(piridinium-4-il)-4,5-diaza-hexa-1,3,5-trien-1,6-diolato-O1,N4,O6]fier(III) nitrat şi procedeu de cultivare a microalgei Porphyridium cruentum cu utilizarea acestuia |
Also Published As
| Publication number | Publication date |
|---|---|
| MD4133B1 (en) | 2011-10-31 |
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