CS270145B1 - 6-Benzylidénaaina-2-p-hexyltiehenzetiazal - Google Patents

Abstract

Β·1 prepared hitherto unknown 6- -hexylideneamine-2-n-hexylthiahenzathiaζ·1 formula I..The synthesis of the above compound. ny is carried out by the reaction of 6-amine-2-n- -hexylthiahenzathiazel and henzaldehyde in ethanol at boiling. The compound is antibacterially effective against typical and * atypical* tuberculosis bacteria, especially against Mycehaeteriua fartuitua.

Description

The present invention is 6-kenzylideneamino-2-n-kexylthiokenzothiazole.

To date, several anti-incocacterial active kenzothiazole derivatives are known. / Sidéevá, E. and Odlerevá, Ž., 6p. 180 189212/1978 /, Sidéeva, E. and Odlereva, Ž., 6el. AO 195149 (1979), Sidéeva, E. and Odlereva, b., Sel. AO 2Ó7299 / 1980 /, Sedéová, E. and Odlerevá, Ž., Čel. AO 2í645O / 1982 /, Sidéeva, E. and Odlereva, 2., 6eí. AO 225015 (1983), Sidéeva, E. and Odlereva, Ž., Cel. AO 239438/1985 /, Sidéeva, E, and Odlereva, b., Cel. AO 242017 (1985) and E. and Odlereva, 2., front, AO 250557 (1986). Said compounds are also in the 6-position of the kenzene ring of the aaine group, but also of the aaideskuyine reap, iaideakupinuk i

Now eae have found that the compound xaerca I ’is still unknown.

is an antiaycocacterial active against typical and atypical fat-based myocardial lysis and is mediated by Myoekaoteriua / H, / fertuitua. The combined hal gold eyéaok of the preparation of the title compound on the S-aalne-2-n-hexylthienzenzetiazel sermon [Sidéevá, E. and Odlerevá, Ϊ., Č. AO 829212 (1978), which denotes 6-aaine-2-j-ethoxylthiokene otiasol aa nook roagov-a and an equivalent amount of kenzaldehyde in ethanol at boiling, ',' |

The following examples illustrate, but do not limit, the preparation and properties of the compound of the invention.

Example 1

Preparation of 6-benzylideneanine-2-n-kexylthiokenzothiazole

6-Amino-2-hexyltiokenzotiazol / 5.3 g, 0.02 AEL / a, dissolved in etanele / 20 o ³ /, e and added to rezteku kenzaldehyd / 0.02 2.1 g _t AEL / aa, and the reaction warmed to zaee 5 minutes to boil. Cold science (10 ° C) was added to the reaction mixture after cooling to room temperature, and after 3 hours, the crude product was collected in an amount of 73-74.5% in an amount of 3.6 μg (50.7%).

Kela fabric overlaid from supported ethanol. - science in peaere 4j_l for the use of activated carbon. Pure 5-benzylidene and 2-n-hexylthiokenzothiazole were obtained, m.p. 73.5-74.5%, M.h. and 354.54. । '

For ^ 20 ^ 22 ^ 2 ^ 2 calculated fit C 67.76 H 6.25 N 7.90 S 18.09 found 67.85 6.53 7.8518.22

Example 2 '

Antiaykecacterial activity * of the compound. according to the invention in comparison with the efficacy of iseniketin hydrazide and 2-aeraptecenzothiazole.

The antifungal activity has been shown to be effective in liquid treatment in a liquid solution. The solvent used is ethyl sulfexide. The resulting

kenoentration of substances in the field of 0.5, 1, 1.5 ^ 10, 25, 50 and 100 ^ oig oa ·, Fabric. . . • MIC vs. Myookaoteriun tko. ^H 37®v kansasli PKO 8 aviua 80/72 0 fertuitua The pedal compound of Example 1. 10/50 / '25/10 / 50 25 INH 1 10 100 100 2-MBT 10 25 100 50

MIC: Initial Inhibitory Kenoenterology in Mg O 2 Isinethetine Hydrazide, 2-MBT. 2-aerkaptekenzetiaZel. The partial injection kenoentration is given in parentheses.

CS 270 145 Bl

Important is the fact that the compound of the invention specialization avejeu účinnesteu preti M. avium exceeds the established formulation Izeniazid / INH Izeniketínhydrazid / dvejnásebne and A. Preti účinneeťeu fertuitum štvernásebne, pritem the účinnesť perevnatáínú and účinnesteu uvedenéhe preparation A. Preti here> erculesÍB Ηβ7® and _ν ^M · kanaasii.

The compound of the present invention cannot be used as an effective ingredient of antimycebacterial agents, but also as an intermediate for further syntheses.

Claims (2)

OBJECT OF THE INVENTION 1. 6-Benzyl-4-amenine-2-n-hexyl-thiazethiazel of formula I 2. Special preparations for the preparation of the compound of step 1, characterized in that 6-α-indole-2-n-hexylthiethenzethiazole is reacted with an equivalent amount of benzaldehyde in ethanol for 1 to 30 minutes.