CS270146B1 - 6-Maleininide-2-n-prepyltiebenzetiazel - Google Patents

Abstract

The previously unknown 6-maleimie-2-n-prepyltiebenzethiazel of type I was prepared. The synthesis of the above compound aa is carried out by the reaction of 6-amine-2-n-prepyltiebenzethiazel with a slight excess of maleic anhydride in a melt at 150 to 220 ec. The compound is antifungally active against yeasts and filamentous microspores, antibacterially active against anaerobic sperulating bacteria of the genus Cleetridium and antiprotozoally active against Euglena graeilis.

Description

EN 27 1 146 B1 1

A preferred embodiment of the invention is the 6-Baleinlaide-2-n-propyltetenzeliazole.

Deteraz bell is known to be a potent anti-cyanide 6-acylaine-2-alkylthiolienzothiazole. From the dicarexiaids on the aforementioned base, the 2-alkylthio-6- (cyclohexyl) -2,1,1-hept-5-ene-2,3-dicarbexiaid / kenzothiazels / Sidéevá, E., Odlerevá, et al. ., Perjéasy, A. and Bikckinger, O., Che ·. Rumors 34, 269 (1980).

Now they are gold, the unknown compound of formula I-C-3-CH 2 -CH 2 -CH is not found,

Ico / A / / 1 /

It is antifungal, anti-bacterial and antipretese effective. A compound of crosslinked cross-linking of the preparation of said compound on the base of 6-aaine-2-n-propylthiocenzetiazole, characterized by

With 6-aaine-2-n-propyltetyl benzene / Seite, B., Odlereva, J., Volna, P. and Blkckinger, O, Chea, Zveeti 33, 830/1979, ea reacts with 2 aS 10 of the violent prekytkea aaleinanhydride in the melt at 150 and 22 ° C for 5 to 60 minutes.

The following examples illustrate, but do not imply, the preparation and properties of the present invention. Example j: Preparation of 6-allyl-1-biphenyl-2-n-propylthienzenethiazole 6-Aaiae-2-n-propylthienzetiaisel (11.2 g, 0.05 a.l / e) in a tree aliquot of snalein anhydride / 19.6 g, 0, 20 aol /. It melted at 20 ° C to 170 ° C, cold, and poured out the saturated sodium bicarbonate pitch and the packed water, and the carbon dioxide remained. It was baked with the product and the activated carbon was added and the ethanol was dissolved in a pH of 3: 1, and the active carbon was obtained in a purity of 5.5 g (36.2 # / s) of pure 6-aaleiniaide-2-n-propyltiazole. tt 97.5aS 99.5 * 0. M.h. i 304.39

% Calculated for C 14 H 12 H 2 O 2 S 2 · C 55.25 H 3.97 N 9.20 S 21.07 found i 55.30 3.97 8.92 21.06 Example 2 Anticotton Activity of the Compound of the Invention / 10 ”aol d * "V compared to 2-aerokptekenzetloze lu / 2-MBT / Candlda ed50 alblcane ED100 Saocharoayces EB5o cerevisiae ED100 Compound for example 1 56 200 510 930 2-MBT 200 890 460 1 830 EDjq, BD100> rezaneSevanie yeast to 50 # resp. 100% vs. keatrele.

Liquid synthetic with vitaaine was used to determine the transient activity, and the culture was static at 28 ° C. The substances dissolved in the diaethylsulfoxide e were dosed into the pod, in the form of a buffer. Yeast cuttings were monitored tridiaetrically and ED50 and EH100 values were obtained from the sampled growth curves of the aateaatiok graphic and calculations. 2 CS 27Ó 146 B1

Tleta aa in Canáia and alkieans refer to the 6th cultivation stage, in Sacchareaycee cerevieiae to 4.aen, the kentrellae are inxial growth.

The present invention relates to a fibrous aicreepeptide in the fusion of a 2-noncaptekenzetiazole (2-MBT) MIC (6 6), "Aepergillus". niger 4th part 14th Penicilliua eytslepiua 6. áeň 14. áeň Alternaria alternata 7 .áeňlí. 1 1000 1000 1000 200 200 1000 1000 1000 1000 2 1000 1000 200 1000 1000 1000 ninial inhikiSna cenoentration / lowest kenoentration for an eccentric that full of pet-laSlla growth hops cited citation.

Príklaá 4

The anti-bacterial activity of the compound of the present invention over the course of eperulum is a bacterial infection of Cleetria.

Tested kaene kleetral kell treated in spleenSnea aéaiu - Bujen for aperullation / Haraen - 1976 / - at 4 * C. To germinate, the autherial heat was cultured and cultured in the liquid of Brewerevea tleglykelátevea aéiau / Shapten, Beara 1971 / pseudo-hainin pr137 * C for anaereacous palate in an anaereae of the type LP-115/2. Effect of the substances to be tested on the aforementioned clefts and the agarevue of the aeeae of the naïve, rigid nutrient paws: VL agar / Iauna n, p. Sariz's Milk Flavor (VI) agar is treated with 5% of fecrinous horse blood. Shooters kell eSteps pe 30-hein acequaquaquaineSheet nutrients in anaerea teraeetate at 37 ° C. Substance MIC / l0 ~ 6nel áa “3 / preti Cleetriáiua perfrlngenetyp A CCM 5703 perfrlngenetyp C CCM 5705 eperegenee Cl 15/49 SZU kiferaentans Cl 1/46 SZU t Compound of pile 1 1 1000 1000 1000 1000 2-MBT> 1000> 1000> 1000 > 1000 MIC «niniaal inhiki seno kenoentráeia, 2-MBT 2-nerkaptekenzetiazel.

Príklaá 5

Antipretential Compound of the Compound of the Invention in Anti-Proprietory Anti-Proliferation-2-Non-Captenzetethelene / 2-MBT / Euglena Gracille MIC / 10 " Substrate 3/4-Thinning Compound 1 40 200 2-MBT 1000 1000

Claims (2)

EN 270 146 B1 3 MIC »minimum inhibition of censorship, means the highest censorship that is complete for the raet. The investigated concentration of 1000, 200 and 40, 10 " mole / m @ 2. The residue used in DMSO / dimethylaulfexide, which did not exceed 1 [mu] l in culture broths. It is important to note that the compound according to the invention is effective for the tested anaerobic and disaggregating cysts of the red clostridium and the teething and fibrous microscopic fungi in the concentrate. In particular, the compound according to the invention has a tetanus inhibition of the yeast Saccharemiacee cerevieiae in the concentration 93O, 10-6, and the Candida alkican in the concentration of 200.0 µmol dm The antifungal and antifungal agents of the present invention may be used as the active ingredient in the present invention in the form of 200 µl / ml of the compound of the present invention. and preparations by anti-bacterial anti-bacterial anti-bacterial Cleatridium and antifungal and microscopic microscopic fungi. SUMMARY OF THE INVENTION 1,6-Maleinimido-2-n-propylthienzothiazole of CH-CO. CH 2 CO-CO · VK C-S-CH 2 -CH 2 -CH 3 2. Preparation of the Compound of the Stage 1 Compound characterized by reacting 6-amine-2-n-propylthiocenzothiazole and 2 [mu] l with a 10-fold excess of maleic anhydride in the melt at 190-220 [deg.] C. for 5 minutes for 60 minutes. / 1 /