CS254543B1 - 2,3-Bis (2-pentyloxy-5-chlorobenzamido) -phenazine. - Google Patents
2,3-Bis (2-pentyloxy-5-chlorobenzamido) -phenazine. Download PDFInfo
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- CS254543B1 CS254543B1 CS863358A CS335886A CS254543B1 CS 254543 B1 CS254543 B1 CS 254543B1 CS 863358 A CS863358 A CS 863358A CS 335886 A CS335886 A CS 335886A CS 254543 B1 CS254543 B1 CS 254543B1
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- pentyloxy
- chlorobenzamido
- phenazine
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Abstract
Řešení se týká 2,3-bis(2-pentyloxy-5- -chlorbenzamido)-fenazinu vzorce I OCgHn Tato nová, dosud nepopsaná látka vykazuje anthelmintickou účinnost proti modelovému helmintu Nippostrongylus brasiliensis.The solution relates to 2,3-bis(2-pentyloxy-5-chlorobenzamido)-phenazine of formula I OCgHn This new, previously undescribed substance exhibits anthelmintic activity against the model helminth Nippostrongylus brasiliensis.
Description
Vynález se týká 2,3-bis(2-pentyloxy-5-chlorbenzamido)fenazinu vzorce I
Tato nová, dosud nepopsaná sloučenina vykazuje použitelnou anthelraintiokou účinnost, zejména proti modelovému helmintu Nippostrongylus brasiliensis.
Sloučeninu vzorce I lze připravit reakcí 2,3-diaminofenazinu s chloridem kyseliny 2-pentyloxy-5-ohlorbenzoové v prostředí pyridinu při teplotě 20 až 30 °C.
Hodnocení anthelmintické účinnosti proti modelovému helmintu Nippostrongylus brasiliensis :
Testy byly provedeny na krysích samcích kmene Black head a Wistar s hmotností 120 až 140 g ve skupinách po 6 kusech. Dvě ze tří kontrolních skupin byly invadované neléčené, třetí invadovaná léčená standardním přípravkem levamisolem, vůči němuž byla účinnost látky porovnávána. Krysy byly invadovány 500 pohyblivými larvami Nippostrangylus brasiliensis podkožně do hřbetní krajiny mezi lopatkami. 8. den po invazi byla jednorázově aplikována látka vzorce I v dávce 150 mg.kg 1 živé hmotnosti. Látka byla krysám podána sondou orálně jako homogenát v Dorfmanově činidle a pokus byl ukončen 12. den zabitím zvířat a provedením helmintologické pitvy tenkého střeva. Ze zjištěného celkového počtu červů ve střevě, v porovnáni s kontrolní skupinou neléčených zvířat a výpočtem metodou nepřímé aktivity podle Stewarda, byla stanovena v průměru 79% anthelmintická účinnost hodnocené látky vzorce I.
Způsob přípravy látky vzorce I podle vynálezu je jednoduchý, bližší podrobnosti vyplývají z následujícího příkladu provedení. Uvedený příklad vynález pouze ilustruje, nikoliv omezuje. Příklad K suspenzi 10,51 g (0,05 mol) 2,3-diaminofenazinu ve 100 ml pyridinu bylo za míchání při teplotě 20 až 30 °C přikapáno 26,11 g (0,1 mol) 2-pentyloxy-5-chlorbenzoylchloridu a směs míchána 6 h při teplotě 20 °C. Poté byla reakční směs nalita do 800 ml vody, vyloučený produkt odsát a překrystalizován z ethanolu. Získáno 8,47 g (25,7 %) látky o t.t. 159,4 až 160,2 °C a složeni C36H3gCl2N4O4.
The invention relates to 2,3-bis (2-pentyloxy-5-chlorobenzamido) phenazine of the formula I
This novel, not yet described, compound has useful anthelraintic activity, especially against the model helminth Nippostrongylus brasiliensis.
The compound of formula I can be prepared by reacting 2,3-diaminophenazine with 2-pentyloxy-5-chlorobenzoic acid chloride in pyridine at 20-30 ° C.
Evaluation of anthelmintic activity against the model helminth Nippostrongylus brasiliensis:
Tests were performed on male Black head and Wistar rats weighing 120-140 g in groups of 6. Two of the three control groups were invaded untreated, the third invaded with standard levamisole, to which the efficacy was compared. Rats were invaded by 500 moving Nippostrangylus brasiliensis larvae subcutaneously into the dorsal landscape between the shoulder blades. On day 8 after the invasion, the compound of formula I was administered at a dose of 150 mg / kg body weight. The compound was administered to the rats by gavage orally as a homogenate in Dorfman's reagent and was terminated on day 12 by killing the animals and performing a helminthological dissection of the small intestine. An average of 79% of the anthelmintic activity of the test compound of formula I was determined from the observed total number of worms in the intestine, as compared to the control group of untreated animals and the indirect activity method by Steward.
The process for preparing the compound of formula (I) according to the invention is simple; The present invention is merely illustrative, not limiting. Example To a suspension of 10.51 g (0.05 mol) of 2,3-diaminophenazine in 100 ml of pyridine, 26.11 g (0.1 mol) of 2-pentyloxy-5-chlorobenzoyl chloride was added dropwise with stirring at 20 to 30 ° C. and the mixture was stirred at 20 ° C for 6 h. Then the reaction mixture was poured into 800 ml of water, the precipitated product was sucked off and recrystallized from ethanol. 8.47 g (25.7%) of mp 159.4-160.2 [deg.] C. were obtained and C36H3gCl2N4O4.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS863358A CS254543B1 (en) | 1986-05-08 | 1986-05-08 | 2,3-Bis (2-pentyloxy-5-chlorobenzamido) -phenazine. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS863358A CS254543B1 (en) | 1986-05-08 | 1986-05-08 | 2,3-Bis (2-pentyloxy-5-chlorobenzamido) -phenazine. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CS335886A1 CS335886A1 (en) | 1987-05-14 |
| CS254543B1 true CS254543B1 (en) | 1988-01-15 |
Family
ID=5373380
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS863358A CS254543B1 (en) | 1986-05-08 | 1986-05-08 | 2,3-Bis (2-pentyloxy-5-chlorobenzamido) -phenazine. |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS254543B1 (en) |
-
1986
- 1986-05-08 CS CS863358A patent/CS254543B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CS335886A1 (en) | 1987-05-14 |
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