PL423B1 - Method for the preparation of crystallized ricinostearolic acid di-iodide ester. - Google Patents

Method for the preparation of crystallized ricinostearolic acid di-iodide ester. Download PDF

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Publication number
PL423B1
PL423B1 PL423A PL42320A PL423B1 PL 423 B1 PL423 B1 PL 423B1 PL 423 A PL423 A PL 423A PL 42320 A PL42320 A PL 42320A PL 423 B1 PL423 B1 PL 423B1
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Poland
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acid
ester
crystallized
preparation
ricinostearolic
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Application number
PL423A
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Polish (pl)
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Publication of PL423B1 publication Critical patent/PL423B1/en

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Wedlug patentu austr. No. 50 910 mozna otrzymywac stale i rozpuszczalne w lipo- idach preparaty jodowe w ten sposób, ze przeprowadza sie nienasycone kwasy tluszczowe, jak kwas brassydynowy, we¬ dlug znanych metod jodowania i estryfi¬ kowania, w przynalezne estry kwasów dwujodu-tluszczowych. Z drugiej strony, wedlug danych literatury, nie mozna otrzy¬ mac estrów nienasyconych kwasów dwu- jodo-tluszczowych w stanie krystalicz¬ nym, co wiecej, ester metylowy dwujodku kwasu rycynostearolowego zostal otrzy¬ many w postaci slabo na zólto zabarwio¬ nego oleju.Znaleziono tymczasem, ze ester etylowy dwujodku kwasu rycynostearolowego o- trzyitiuje sie jako dobrze krystalizujace, rozpuszczalne w lipoidach cialo, które przy temperaturach praktycznie wchodza¬ cych w rachube jest stale. Ten rezultat byl tembardziej nieoczekiwany, ze estry me¬ tylowe analogicznych kwasów wogóle to¬ pia se wyzej, niz odpowiednie estry etylo¬ we; np., punkt topnienia estru metylowego kwasu dwujodobrassydynowego lezy o 10° wyzej, niz estru etylowego.Otrzymany produkt znajduje zastoso¬ wanie do celów terapeutycznych.Przyklad 1. Dwu jodek kwasu rycyno¬ stearolowego rozpuszcza sie w nadmia¬ rze absolutnego alkoholu, roztwór nasyca ? sie na zimno chlorowodorem i mieszanine reakcyjna pozostawia na kilka godzin w spokoju. Nastepnie straca sie woda, przemywa ponownie woda wydzielony e- ster i po wysuszeniu przekrystalizowuje sie z nisko wrzacej benzyny. W ten spo¬ sób otrzymuje sie ester w postaci bezbarw¬ nych, dobrze utworzonych igiel- krystalicz-nych, które topia sie przy 31°. Nowy zwia¬ zek jest nierozpuszczalny w wodzie, lecz zato latwo rozpuszcza sie prawie we wszystkich rozpuszczalnikach organicz¬ nych.Przyklad 2. Do stezonego roztworu 160g estru etylowego kwasu rycynostearo- lowego w lodowatym kwasie octowym dodaje sie 125 g jodu. Po jedno- do dwu- godzinnem mieszaniu, przy slabem ogrze¬ waniu, rozpuszcza sie wszystek jod. Roz¬ twór zabarwiony na ciemno-brunatno stra¬ ca sie po pewnem staniu woda i wydzielo¬ ny ciezki olej—przemywa sie nia; przy o- ziebianiu zastyga on bardzo szybko i prze- krystalizowuje sie z alkoholu lub ligroiny. PLAccording to the Austrian patent Well. 50,910, it is possible to obtain solid and lipid-soluble iodine preparations by converting unsaturated fatty acids, such as brassidic acid, according to the known methods of iodination and esterification, into the associated dihydrate-fatty acid esters. On the other hand, according to the literature, it is not possible to obtain esters of unsaturated di-iodo-fatty acids in a crystalline state, moreover, the methyl ester of ricinostearolic acid dihydrate was obtained as a slightly yellow colored oil. meanwhile, the ethyl ester of ricinostearol acid di-iodide is triitiated as a well-crystallizing, lipoid-soluble body which remains constant at temperatures practically in the range. This result was all the more unexpected as the methyl esters of analogous acids generally ranks higher than the corresponding ethyl esters; for example, the melting point of the diiodorassidinic acid methyl ester is 10 ° higher than that of the ethyl ester. The obtained product is used for therapeutic purposes. Example 1. Ricin stearolic acid di iodide is dissolved in an excess of absolute alcohol, It is cold with hydrogen chloride and the reaction mixture is left undisturbed for several hours. Then the water turns off, the separated ester is washed again with water and after drying it recrystallizes from low-boiling gasoline. In this way, the ester is obtained in the form of colorless, well-formed needle crystalline which melts at 31 °. The new compound is insoluble in water, but readily dissolves easily in almost all organic solvents. Example 2. To a concentrated solution of 160 g of ricinostearol ethyl ester in glacial acetic acid is added 125 g of iodine. After stirring for one to two hours, all the iodine dissolves with poor heating. The dark brown solution is lost after some standing, water and the separated heavy oil - washed; on coating it freezes very quickly and recrystallizes from alcohol or ligroin. PL

Claims (1)

1. Zastrzezenie patentowe. Sposób postepowania w celu otrzymania krystalicznego i rozpuszczalnego w lipo- idach estru dwujodku kwasu rycynostea- rolowego, tern znamienny, ze, zapomoca znanych sposobów, dwu jodek kwasu ry- cynostearolowego przeprowadza sie w e- ster etylowy, lub tez dodaje sie wedlug znanych metod jod do estru etylowego kwasu rycynostearolowego. J. D. Riedel Aktiengesellschaft. Zastepca: Cz. Raczynski, rzecznik patentowy. ZAKLGRAF.KOZIANSKICH W WARSZAWIE PL1. Patent claim. Procedure for obtaining a crystalline and lipid-soluble ester of ricinostearolic acid diodide, characterized by the fact that, by known methods, the ricinostearolic acid iodide is converted into ethyl ether, or iodine is added according to known methods to ricinostearolic acid ethyl ester. J. D. Riedel Aktiengesellschaft. Deputy: Vol. Raczynski, patent attorney. KOZIANSKI ZLGRAFES IN WARSAW PL
PL423A 1920-06-26 Method for the preparation of crystallized ricinostearolic acid di-iodide ester. PL423B1 (en)

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PL423B1 true PL423B1 (en) 1924-08-30

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