CS270143B1 - KeeralsaBean Compounds and Sustainable Preparation - Google Patents

KeeralsaBean Compounds and Sustainable Preparation Download PDF

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CS270143B1
CS270143B1 CS884272A CS427288A CS270143B1 CS 270143 B1 CS270143 B1 CS 270143B1 CS 884272 A CS884272 A CS 884272A CS 427288 A CS427288 A CS 427288A CS 270143 B1 CS270143 B1 CS 270143B1
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tsb
denotes
compounds
alek
scn
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CS427288A1 (en
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Juraj Doc P Kratsmar-Smogrovic
Olga Ing Csc Svajlenova
Stefan Rndr Csc Varkonda
Vaclav Rndr Csc Konecny
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Kratsmar Smogrovic Juraj Doc P
Olga Ing Csc Svajlenova
Varkonda Stefan
Konecny Vaclav
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Abstract

Vynález ea týká keeriinačných zlú- . čenín typu.N-ealicylKén-^-alaniaáte-ti- •kyanát«Be4natanev vSeekecnéh· vzerca M[Cu(TSB)(SCN)J. χ H20 , alek· m2[cú(tsb)(scn)^1 . x h2o, kde M značí katiín alkallckéhe kevu alek· ΝΗΪ, TSB znaaená iianiín tr*J4«n*r·- ve j Schlff«vej záeaiy ·4ν·4βηβj ·< Z)-alanínu a saliijylaldehyiu a x = O, 1, 2 alek· 3} a sp»s»ku leh pripravy reakeiab! N-eallcyliién-/3-alaninát«Beinatýeh k«aplex«v zl«2enia[Cu2(TSB)2LJ. HgO ale- »i£Cu(TSB)LO. x H20, kie L značuje k*«rdinevaný je4n»4«nír*vý B«lekul»vy ligani, zvyčajne H20 a x - O, 1, 2 alek· 3, s ti*kyanatan*B vBe»kgcnéh· vz«rea.MSCN, ▼ kt«r«B M značí katlen alkallekéh· k«vu alek»zNH.. Zlúčeniny Bajú význaané antiBikrákné, najaS fungičíine vlaetneeti.The invention and relates to keriination problems. N-ealicylKén-^-alaniaáte-ti-•cyanate«Be4natanev vSeekecnéh· vzerca M[Cu(TSB)(SCN)J. χ H20 , alek· m2[cú(tsb)(scn)^1 . x h2o, where M stands for cationic alkalckéhe kevu alek· ΝΗΪ, TSB stands for iianiin tr*J4«n*r·- in j Schlff«vej zaeaiy ·4ν·4βηβj ·< Z)-alanine and saliijylaldehyia and x = O, 1, 2 alek· 3} and sp»s»ku leh preparation reactiab! N-eallcyliene-/3-alanine. HgO ale- »i£Cu(TSB)LO. x H20, where L denotes a k*«rdined je4n»4«nír*vý B«lekul»vy ligand, usually H20 and x - O, 1, 2 alek· 3, with thi*cyanatan*B inBe»kgcnéh· vz«rea.MSCN, ▼ kt«r«B M denotes a katlen alkallekéh· k«vu alek»zNH.. The compounds have significant antiBikrakné, especially fungíčíine vlaetneeti.

Description

CS 270 143 B1 1EN 270 143 B1 1

Vynález sa týká keerdinaSných zlúSenín typu N-8allcylidén-/5-alanináte-tiekyanátemSÍna-tanev vSeekeonéhe vzerca M[Óu(TSB)(SCN)D. x H2O , alek· M2CCu(TSB)(SCN)21. x h2o kde M představuje katién alkallokéke kevu, aleke NH^, TSB znamená dlanlén trejdeaereveJSehiffevej zásady, edveďenej edy9-alanínu a salleylaldekydu (O.CgH^.CHoN.CHg.CHg.COO)^“ ax«0, l, 2, aleke 3, ake aj spiseku přípravy týckte zlúSenín.BACKGROUND OF THE INVENTION The present invention relates to N-8allcylidene- (5-alaninate-thiocyanate-silane-tannin) kerdine compounds in Seekeonehe's M [omega] (TSB) (SCN) D. x H2O, but · M2CCu (TSB) (SCN) 21. x h 2 0 where M represents the alkali alkene alkene, but NH 4, TSB denotes a lane of the base of the base, the diluted edy9-alanine and the salleylaldekyde (O.CgH 2 OCH 2 N, CH 3 CH 3 O 2), and O 2, 1, 2, or 2; 3, as well as the preparation of such compounds.

ZlúSeninám pedía vynálezu sú pedekné keerdinaSné zlúSeniny typu N-ealioylidén-«£-aaine-alkaneáte-tiekyanáteaeďnatanev (J. Krtttsmár-Šme<reviS, V. Seressevá, I. OaSevá, Š. Varkendaa V, KeneSnýi Se. auterské esvedSenie S. 265796, HBiace ea víak tým, Se keerdinujú TSB,edvedená edX-aminekyselín.Compounds of the present invention are preferred compounds of the N-ealioylidene-ε-aaine-alkane-thiocyanate-type (J. Krtttsmár-Šme, Rev. S, V. O. Sevá, S. Varkendaa V, KeneSnyi Se. , HBiI and lid, TSBs, edixed edX-amine, are then regenerated.

Známe sú tieS keerdinaSné slúSeniny melekulevéke zleSenia, typu N-sňlídylidén-/$-ala-ninátemeďaatých kemplexev vSeekeonéhe vzerca ^Cu(TSB)l3, χ HgO, aleke COugCTSB^IiJ. HgÓ,kde TSB a x představuji! te isté ake ve vzerceok zlúSenín pedía vynálezu a 1 eznaSuje keer-dinevanú melekulu H20t aleke jédnefunkSný melekulevý li<and typu pyridinu, meSeviny, aleketiemeSeviny.Also known are the recombinant compounds of the sclerosis type, N-sidylidene-β-ala-ninate-naphthalic acid, in the echoes of the Cu (TSB) 13, χ HgO, or COugCTSB β1J. Hgo, where TSB and x represent! the same as the compound of the present invention and possessing a dinitrile mucus H20t or a non-functional microspheres of the type pyridine, mein, aleketiemeSeviny.

Uvedené známe typy keerdinaSnýoh zlúSenín meďnatýck majú ve viacerých pripadeck výz-nam ake jednoduché medely kiele<iokých syetémev, napr. metaleenzýmev a vykazujú aj antimi-krékne vlastneeti. Z nich N-ealjkcylldén-yj-alanlnátemeinaté kemplexy, slúSeniny melekulevé-he zleSenia, sú takmer nerezpustné ve vede, Se snaSne kemplikuje ich kiele<loké teetevaniea aplikácie. N-Salicylidén-^-amlnealkaneáte-tiekyanátemeinatany, které eú ve vede rezpustné,vykazujú zase ve vSeekecnesti niSSlu kielefiokú aktivitu ake perevnateíné zlúSeniny pedíavynálezu. V ckemickej literatúre nekeli deteras epíeané slúSeniny meďnaté a dianlénni N-salicy-lidén-^-alaninátevéhe typu, které viazaním SCN“ ake ďalSiehe aniénevéhe llfanda vytvárajúkenplexný anién, zleSku ve vede rozpustných seli zleSenia M(Cu(TŠB)(SCN)] . χ HgO , alekeM2fCu(TSB)(SCŇ)2·]. χ H20.The known types of keerdine combine copper compounds have, in several instances, simple honeycomb syrups, e.g., metallenzymes, and exhibit anti-cramping properties. Of these, N-alkoxylden-1-ylanicin-based camping complexes, which are mildew-resistant, are practically non-susceptible to ducts, their skins are easy to apply and applications. The N-salicylidene-4-amine alkane-thiocyanate-methanate, which can be resolved in the lead, again exhibits superior activity and a perishable compound in the present invention. In the Czech literature, the deterases of the epithelial moiety are copper and the dianlene of the N-salicyclene-4-alanine type, which by binding to SCN and to the other aniline forms a laminate anion, in the lead soluble salt of M (Cu (TŠB) (SCN)). HgO, alekeM2fCu (TSB) (SCN) 2 ·]. Χ H 2 O.

Spisek přípravy keerdinaSnýek zlúSenín speSíva v reakciách prísluiných východiskovýchlátek typu {^Cu2(TSB)2^]aleke{Cu(TSB)Lj(uvedené ekratky vSdy znamenajú te isté ake v pred-chádzajúcem texte), použitých ve ferme reznyoh kryitalehydrátev, s nadkytkem MSCN v zmesiachetanelu a védy, pri teplotách 40 aS 70 *C. Pe vyohlednutí z rea<ujúcich sústav krystalizu-ji! zlúSeniny pedía vynálezu v dekrýoh výťaSkeoh ake kryStalioké, selene sfarkené predukty,veími dekréke stupňa Sistety.The description of the preparation of the compounds of the compounds is based on the reaction of the respective starting materials of the type [Cu2 (TSB) 2 ^] or {Cu (TSB) I1 (the abbreviations vSdy mean the same as in the previous text), used in the ferme crystals with MSCN in a mixture of ethanol and science at temperatures of 40 ° C and 70 ° C. Pe out of the realizing crystallization systems! Compounds of the Invention in Decryption of Crockery The ancient, selenium-stained specimens, of the very high grade Sistet.

Vykrané příklady ilustruji, ale neekmedzujú vieekeonú metédu přípravy zlúSenín pedíavynálezu a charakterizujú ich sleSenle, ake aj niekteré vlastneeti a účinky. Okre· výtažkev,stanoveného eksahu prvkev (C, H, I?) a spektrálnej charakteristiky v tuhém skupenstve (tech-nika nujelevých suspenzií) na základe pelehy akserpSnéhe pása d-d prechedev ve viditeínejeklasti spektra, sa uvádza aj zaistená antimikrekálna áSinneat veSi Eecherlohia oeli, Stap-hyleeeeoue aureus, Candida alkicans, Mieresperum fypseum a Trichophyton terreatre, eharak-terizeyaná mi.nimálneu inhikiSneu. kencentrácieu (MIC v/u<.cm-^) staneveneu dilučneu metedeu.Zlatěné kednety edpevedajú erfanizmem v avedenem peradím. Příklad 1 5,45 < (Ό,Ol mel) menehydrátu akva-kis(N-ealioylidén-$-alanináte)4imeínatéhe komplexůsa rozpustí v 240 ca^ 75 etanelu pri teplete 60 *C, za kerúca přefiltruje a zmieSa sa areztekem 6,1 c (0,08 mel) tiekyanatanu aménnéhe v 40 os? védy tak, aky teplete reagujúcejsústavy kela 45 *C. Petem ea súetava eohládí na 0 *0 a vylúSený selene efarkený krystalic-ký predukt sa pe izelevani na frite přenyje eohladeným etanelem a usuSÍ velne pri lakera-térnej teplete. VýťaSek N-salieylidén-/3-alanlnáte-tlekyanátemeďnatanu aménnéhe je 75The exemplified examples illustrate, but do not limit, any method of preparing compounds of the present invention, and characterize their compositions as well as some properties and effects. The extract, the determined exposure of the element (C, H, I?) And the spectral characteristics in the solid state (techniques of the solid suspensions) based on the diaphragm of the dd passageway in the visible spectrum region, is also provided by the ensured antimicrobial αSinneat veSi Eecherlohia oeli, Stap -hyleeeeoue aureus, Candida alkicans, Mieresperum fypseum and Trichophyton terreatre, eharak-terizeyana miimnim inhikiSneu. kencentácie (MIC v / u <.cm- ^) staneveneu dilučneu metedeu.Gold kedet edpevedají erfanizmem v aveden peradím. Example 1 5.45 <((, Ό m1) mole hydrate of aquacis (N-εalylylidene-lan-alaninate) 4-dimethane complex is dissolved in 240 cc 75 75 ethanol at 60 ° C, filtered and mixed with 6.1. c (0.08 mole) thiocyanate amine at 40 os? the Vedas, so how do you react reactive to the calla 45 * C. The pellets were collected on 0% and the discharged selenium effluent crystalline was washed with fritted ethanol and dried at room temperature. The yield of N-salylidene-β-alanine-tartrate-ammonium is 75%.

Analýza. Pre C^HjjHjOjSCu, Mr 330,8 j vypeSítané/zietenéJ · 35,93/39,85 % 0 ) 2,96/2,80 £ H j 7,47/7,60 N. Elektrénevé spektrum (VIS) s 16 460 ca-1 . MIC » 600, 200, 700, 90, 200.Analysis. 35.93 / 39.85% 0) 2.96 / 2.80 £ H 7.47 / 7.60 N. Electrospray (VIS) with 16 460 ca-1. MIC »600, 200, 700, 90, 200.

Claims (2)

2 CS 270 143 B1 Příklad 2 Pracevný pastup Je ten istý aka v příklade 1 s týa razdielaa, že da reakcie sa paužijeaiesta tiakyanatanu aaánneha 7,8 j (0,08 aal) tiakyanatanu draselnéhe. Výtažek N-salicylidén--y3-alanináte-tiekyanáteaednatanu draselnéhe je 79 %. Analýza. Pre cnH9N2°3SCuK’ Μρ = 351,9 ; vypeč!tané/zistené: 37,54/37,61 % C ; 2,58/2,73 % H i 7,96/8,14 % N. Elektrénevé spektrum (VIS): V^ = 14 7CO ca-1 . MIČ : 7CO, 200, 700, 90,200. Příklad 3 V zaesi 64 cn? etanalu a 8 ca^ vedy< sa razpustí 5,45 g (0,01 aal) aanahydrátu akva-kis(N-salicylidén-^-alanináta)diaednatéha keaplexu a přidá sa 6,48 g (0,08 aal) tiakyanatanusadnéha. Reagujúca zaes sa za aiefiania zahrieva na vadna» kúpeli pri teplete 70 *C až darazpustenia tuhej fázy. Súetava sa za herúca přefiltruje a nechá val'ne vychladnúť na laleera-térnu teplatu. Z filtrátu vylúčené kryfitaly taavazelenej farky sa pa edsatí na frite preayjú 1 achladenýa etanelam a usufiia velne pri lakeratérnej teplete. Výtažek dihydrátu N-salicylidén- -^-alanináta-kisítiakyanáta)aeďnatanu disednéhe je 78 k Analýza. Pře C^Hjj^jOjSgCuNag, My = 452,9 $ vypačítané/zistené: 31,82/31,88 # C ; 2,89/2,82 % H ; 9,28/9,20 % N, Elektrénevé spektru» (VIS) : VBax = 15 460 ca-1 . MIC =>1000, 200, 800,)l000, 200. PHEDMET VYNÁLEZUEXAMPLE 2 Working paste It is the same as in Example 1, with the proviso that thiocyanate and potassium is still present and the potassium thiocyanate is not present. The potassium salt of N-salicylidene-γ-alaninate-thiocyanate-oate is 79%. Analysis. For cnH9N2 ° 3SCuK 'Μρ = 351.9; Caked (found: 37.54 / 37.61% C; 2.58 (2.73% H); 7.96 (8.14%). Electron Spectrum (VIS); MIČ: 7CO, 200, 700, 90, 200. Example 3 In a 64 cn? 5.45 g (0.01 aa) aanahydrate of acacia (N-salicylidene-4-alaninate) mono-pentanaldehyde and 6.48 g (0.08 aa) of thiocyanatanamide are added to the ethanal and 8% by weight of ethanol. The reactive mixture is heated to a temperature of 70 ° C to the solid phase by evaporation. The batch is filtered for the acupuncture and allowed to cool to a lautereal heat. From the filtrate eliminated by the crystals of the tainted color, it is pre-dried on the fried powder and 1 ethanol and ethaned and dried very much in the lacratory heat. The yield of N-salicylidene-4-alaninate-cisacetic acid dihydrate is 85%. For C ^ HHjjN jOjSCCCluN,,, My = 452.9 $ calculated / found: 31.82 / 31.88 # C; H, 2.89; 9.28 / 9.20% N, Electron Spectrum »(VIS): VBax = 15,460 ca-1. MIC => 1000, 200, 800, 1000, 200. PHEDMET OF THE INVENTION 1. Keerdinačné zlúčeniny aeďnaté vfieekecnéhe vzerca m[cu(TSB)SCN)J . x H20 , alekeM2fCu(TSB)(SCN)^ . x HgO kde M značí katién alkalickéhe kevu aleke NH^ , TSB eznačuje dianién trejienerevej Schiffe-vej zásady (O.CgH^.CHcN.CHg.CHj.COO)^- edvedenej ad /J-alanínu a salicylaldehydu a x = O, 1, 2 aleke 3.1. KERDINATING COMPOUNDS OF ANCIENT REFERENCE FORMULA [cu (TSB) SCN] J. x H 2 O, m 2 F cu (TSB) (SCN) ^. x HgO where M denotes the alkali alkene alkene or NH 4, TSB denotes the dianiene of the treienervic Schiff base (OCgH 2 OCH 2 CN, CH 3 CH 3 COO) enej -dislanine and salicylaldehyde ax = 0.1, 2 aleke 3. 2. Spisek přípravy zlúčenín vSeekecnýeh vzercev aka v kadě 1 padla kadu 1, vyznačený týa, žesa nechá reagavať keerdinačná zlúčenina aeďnatá vfieekecnéhe vzerca (cu2(TSB)2-l3 · h2° aleb* ^u(TSB)£). x H20 kde L značí kaardinavaný jednadanaravý «elekulevý ligand, zvyčajne HgO, TSB a x znamená taisté aka v kadě l,s tiekyanatanea vfieekecnéhe vzerca MSCN, v kterea M značí te isté ake vkadě l,v aalavaa paaere 1 : 2 až 1 : 8, v zaesiach etanel : vada v paaere 1,.5 : 1 až 8 : 1pri teplatách 45 až 70 *C.2. The preparation of compounds in the present invention as described in claim 1, characterized in that the kerdination compound and the like are reacted more readily (cu 2 (TSB) 2 · 13 · h 2 ° or (TSB))). x H20 where L denotes a caarded single-malignant "ligand", usually HgO, TSB, and x is also referred to as "m", with more than one MSCN in which M denotes the same as in 1, in aalavaa paaere 1: 2 to 1: 8, in ethanes: defect in steam 1, 5: 1 to 8: 1 at 45 to 70 ° C.
CS884272A 1988-06-20 1988-06-20 KeeralsaBean Compounds and Sustainable Preparation CS270143B1 (en)

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