CS270145B1 - 6-benzylidenamino-2-n-hexylthiobenzothiazole - Google Patents
6-benzylidenamino-2-n-hexylthiobenzothiazole Download PDFInfo
- Publication number
- CS270145B1 CS270145B1 CS888362A CS836288A CS270145B1 CS 270145 B1 CS270145 B1 CS 270145B1 CS 888362 A CS888362 A CS 888362A CS 836288 A CS836288 A CS 836288A CS 270145 B1 CS270145 B1 CS 270145B1
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- compound
- prati
- odlereva
- ethanol
- hexylthiobenzothiazole
- Prior art date
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- -1 6-benzylidenamino-2-n-hexylthiobenzothiazole Chemical compound 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 8
- 238000002360 preparation method Methods 0.000 claims description 6
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 claims 2
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 claims 1
- 238000009835 boiling Methods 0.000 abstract description 2
- 238000006243 chemical reaction Methods 0.000 abstract description 2
- 238000003786 synthesis reaction Methods 0.000 abstract description 2
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 241000186367 Mycobacterium avium Species 0.000 description 1
- 230000000843 anti-fungal effect Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 230000009089 cytolysis Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- ACGUYXCXAPNIKK-UHFFFAOYSA-N hexachlorophene Chemical compound OC1=C(Cl)C=C(Cl)C(Cl)=C1CC1=C(O)C(Cl)=CC(Cl)=C1Cl ACGUYXCXAPNIKK-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000006193 liquid solution Substances 0.000 description 1
- 230000001404 mediated effect Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000002107 myocardial effect Effects 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
CS 276 145 B1 1
Preíaetea vynálezu je 6-henzyli4énanlae-2-n-hexyltlek6nzetiazel.
Leteraz telí známe viaoeré antiaykekakteriálne účinné deriváty kenzetiazelu. /Siíéevá, S. a Oilerevá, 2.', δβΐ. AO 189212 /1978/, Siíéevá, E. a Oílerevá, 2., Čel. AO 195149/1979/,Siií.vá, E. a Oilerevá, 2., Čel. AO 2Ó7299 /1980/, Seíéevá, S. a Oilerevá, i., Čel. AO 2Í645O/1982/, Siíéevá, E. a Oilerevá, 2., Čel. AO 225015 /1983/, Siíéevá, E. a Oílerevá, 2., Čel. AO 239438 /1985/, Siíéevá, E. a Oílerevá, 2., Čel. AO 242017 /1985/ a Siiíevá, E. a Oilerevá,2., čel, AO 250557 /1986//. Uvedené zlúSeniny aajú v pelehe’6 kenzénevéhe kruhu aainekkupinu,aleke ei nej eíveáenú amlieekuplmu reap. imiieakupinulr i
Teraz aae zletilí, Se ieteraz neznána zlúSenina xzeroa I0-8-/0H2/5CH3
/V je antiaykehakteriálne účinná preti typickým a atyplokýa tukerkuléznya aykekaktériáa najmápreti Myoekaoterlua /M,/ fertuitua. SúBaene kel zlatěný apéaek přípravy uveienej zlúSeninykáze 6-aalae-2-n-hexyltlekeneetlazelu /Siíéevá, E. a Oílerevá, 2,, čel. AO 829212/1978//,rý aa vyzmačůje týa, le 6-aalne-2-n-hexyltiekenzetiaael aa neohá reage/ať a ekvlvalentnýmetvea kenzalíehyíu v etankle za .varu. na kte mne S-
Naaleiujúoe príklaíy kllSSie eavetťujú, ale nijaké neekaeízujú přípravu a vlaatneatizlúSeniny peila vynálezu.
Príklai 1 Příprava 6-kenzyliiénaaine-2-n-kexyltiekenzetiazelu 6-Aaine-2-hexyltiekenzetiazel /5,3 g, 0,02 ael/ aa rezpuetil v etanele /20 ea3/, k rez- teku aa priíal kenzalíehyí /2,1 g, 0,02 ael/ a reakSná zaea za zahriala na 5 áinút ie varu. K reakčnej zaeal pe eohlaíení Aa tepletu mieatneati aa priiala atuiená veía /10 oaV a pe 3 heiináeh aa izeleval aurevý preíukt e t.t. 73 aí 74,5 *0 v aneSetve 3,6; g /50,7 já/. * * ’ » Látka kela prekryStallzevaná ze zaeal etanel. - veía v peaere 4j_l za peuSitia aktívneheuhlia. Zíakal ea Siatý 6-kenzylliénaaine-2-n-hexyltiekenzetlazel a t.t.'73,5 aS 74,5 eC. M.h. i 354,54 · i ‘
Pre C20H22I’2S2 vypočítané zlatěné C 67,76 H 6,2567,85 6,53 H 7,90 S l84097,85 18,22 Příklad 2
Antiaykekakteriálna úSinneať zlúSeniny. peiťa vynálezu v perevnaní a úSinmeaťeu Izeniketínhy-íraziíu a 2-aerkaptekenzetiazelu
Antiaykekakteriálna úSinneať preti tukerkuléznya aykekaktériáa kala alídevaná v teku-té j Sulevej p8de zrleievaoía teatea. Ake rezpúltaíle kel peuíitý íiaetylaulfexií. Výslednákencentráoia látek v pídě kela 0,5, 1, 1,5^ 10, 25, 50 a lOO^ug om”\ Látka. . . MIC apretí Myoekaeteriua tko. H37*v kanaaali PKO 8 aviua 80/72 e fertuitua ZlúSenina pedťa příkladu 1, 10 /50/ 25 /10/ 50 25 INH 1 10 100 100 2-MBT 10 25 i 100 50 MIC « ainiaálna inhikiSná kenoentráoia vAig on“\ INH Izenlketínhydrazid, 2-MBT » 2-merkap- tekenzetiaZel. čiaateSná inhikiSná kenoentráoia je udaná v zátverke.
Claims (2)
- 2 CS 270 145 B1 Významný je fakt, že zlúSenlna pedia vynálezu avejeu účinneaťeu preti M. avium prevySujezavedený preparát Izeniazid /INH, Izeniketínhydrazid/ dvejnáaekne a účinneaťeu preti M.fertuitum štvernáaekne, pritem má úSinneať perevnatéinú a účinneaťeu uvedenéhe preparátupreti M. tukerculesia a M. kanaasii. Zlúčeninu pedia vynálezu nežne peužívat ake účinnú zležku antinykekakteriálnych prí-pravkev, aleke ake nedzipredukt pre dalšie syntézy. 1. PREDMET VYNÁLEZU6-Benzylidénanine-2-n-hexyltiekenzetiazel vzerca IC-S_/CH2/5CH3
- 2. Spesek přípravy zlúSeniny pedia kedu 1 vyznačený týn, že aa nechá reagevať 6-anine-2-n--hexyltiekenzetiazel a ekvivalentným mnežatvem kenzaldehydu v etanele za varu pe deku 1 až30 minút.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS888362A CS270145B1 (en) | 1988-12-16 | 1988-12-16 | 6-benzylidenamino-2-n-hexylthiobenzothiazole |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS888362A CS270145B1 (en) | 1988-12-16 | 1988-12-16 | 6-benzylidenamino-2-n-hexylthiobenzothiazole |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CS836288A1 CS836288A1 (en) | 1989-09-12 |
| CS270145B1 true CS270145B1 (en) | 1990-06-13 |
Family
ID=5434060
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS888362A CS270145B1 (en) | 1988-12-16 | 1988-12-16 | 6-benzylidenamino-2-n-hexylthiobenzothiazole |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS270145B1 (cs) |
-
1988
- 1988-12-16 CS CS888362A patent/CS270145B1/cs unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CS836288A1 (en) | 1989-09-12 |
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